3,926 results match your criteria Archiv Der Pharmazie[Journal]


Investigation of the molecular reactivity of bioactive oxiranylmethyloxy anthraquinones.

Arch Pharm (Weinheim) 2019 Apr 18:e1900030. Epub 2019 Apr 18.

Department of Molecular and Translational Medicine, University of Brescia, Brescia, Italy.

The design of a multitarget and multifunctional small molecule containing two functional groups reacting through different mechanisms represents an attractive goal for the medicinal chemist. The preparation of two bifunctional oxiranylmethyloxy anthraquinones, previously investigated as anticancer agents, is described here. These compounds combine a planar, DNA-intercalating and pro-oxidant anthraquinone scaffold and the alkylating epoxide functions which can covalently react with the nucleic acid. Read More

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https://onlinelibrary.wiley.com/doi/abs/10.1002/ardp.2019000
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http://dx.doi.org/10.1002/ardp.201900030DOI Listing
April 2019
1 Read

Identification of dehydroxy isoquine and isotebuquine as promising antileishmanial agents.

Arch Pharm (Weinheim) 2019 Apr 17:e1800281. Epub 2019 Apr 17.

Laboratorio de Ingeniería Genética, Instituto de Biomedicina, Facultad de Medicina, Universidad Central de Venezuela, Caracas, Venezuela.

Traditional antimalarial drugs based on 4-aminoquinolines have exhibited good antiproliferative activities against Leishmania parasites; however, their clinical use is currently limited. To identify new 4-aminoquinolines to combat American cutaneous leishmaniasis, we carried out a full in vitro evaluation of a series of dehydroxy isoquines and isotebuquines against two Leishmania parasites such as Leishmania braziliensis and Leishmania mexicana. First, the antiproliferative activity of the quinolines was studied against the promastigote forms of L. Read More

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https://onlinelibrary.wiley.com/doi/abs/10.1002/ardp.2018002
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http://dx.doi.org/10.1002/ardp.201800281DOI Listing
April 2019
1 Read

Design, synthesis, in silico ADMET profile and GABA-A docking of novel phthalazines as potent anticonvulsants.

Arch Pharm (Weinheim) 2019 Apr 15:e1800387. Epub 2019 Apr 15.

Pharmaceutical Chemistry Department, Faculty of Pharmacy, Al-Azhar University, Cairo, Egypt.

A new series of 2-substituted-2,3-dihydrophthalazine-1,4-diones (2- 9) were designed and synthesized to evaluate their anticonvulsant activity. The neurotoxicity was assessed using the rotarod test. Molecular docking was performed for the synthesized compounds to assess their binding affinities as γ-aminobutyric acid A (GABA-A) receptor agonists as a possible mechanism of their anticonvulsant action, to rationalize their anticonvulsant activity in a qualitative way. Read More

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http://dx.doi.org/10.1002/ardp.201800387DOI Listing
April 2019
1 Read

Exploring isoxazoles and pyrrolidinones decorated with the 4,6-dimethoxy-1,3,5-triazine unit as human farnesyltransferase inhibitors.

Arch Pharm (Weinheim) 2019 Apr 4:e1800227. Epub 2019 Apr 4.

Faculty of Chemistry, Al. I. Cuza' University of Iasi, Iasi, Romania.

Unprecedented triazinyl-isoxazoles were afforded via an effective cycloaddition reaction between nitrile oxides and the scarcely described 2-ethynyl-4,6-dimethoxy-1,3,5-triazine as dipolarophile. The biological evaluation of the newly synthesized compounds showed that the inhibition of human farnesyltransferase by zinc complexation could be improved with triazine-isoxazole moieties. The replacement of the isoxazole unit by a pyrrolidin-2-one was detrimental to the inhibitory activity while the pyrrolidin-2-thione derivatives conserved the biological potential. Read More

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http://dx.doi.org/10.1002/ardp.201800227DOI Listing
April 2019
1 Read

Design, synthesis, and biological evaluation of novel 4-phenoxypyridine derivatives as potential antitumor agents.

Arch Pharm (Weinheim) 2019 Mar 19:e201800338. Epub 2019 Mar 19.

Key Laboratory of New Drug Research and Development of Liaoning Province, College of Pharmacy Liaoning University, Shenyang, P. R. China.

A series of novel 4-phenoxypyridine derivatives containing the 4-oxo-1,4-dihydropyridazine-3-carboxamide moiety were synthesized and evaluated for their in vitro cytotoxic activity against the A549 cancer cell line, and some compounds were further examined for their cytotoxic activity against the H460, BGC823, MKN45, and HT-29 cancer cell lines. Most of the compounds exhibited moderate to significant cytotoxicity. The most promising compound 15b (with VEGFR2 inhibitory concentration [IC ] value of 0. Read More

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http://dx.doi.org/10.1002/ardp.201800338DOI Listing

Design and synthesis of imidazolidinone derivatives as potent anti-leishmanial agents by bioisosterism.

Arch Pharm (Weinheim) 2019 Apr 25;352(4):e1800290. Epub 2019 Feb 25.

Special Centre for Molecular Medicine, Jawaharlal Nehru University, New Delhi, India.

Bioisosterism is a useful strategy in rational drug design to improve pharmacodynamic and pharmacokinetic properties of lead compounds. Imidazolidinones have been reported as potent kinase inhibitors and antileishmanial agents. In this study, bioisosteres of imidazolidinones (compounds 1-3) were evaluated for their antileishmanial properties. Read More

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http://dx.doi.org/10.1002/ardp.201800290DOI Listing
April 2019
1 Read

Discovery and biological evaluation of novel G protein-coupled receptor 119 agonists for type 2 diabetes.

Arch Pharm (Weinheim) 2019 Apr 10;352(4):e1800267. Epub 2019 Feb 10.

School of Pharmaceutical Science, Jiangnan University, Wuxi, China.

G protein-coupled receptor 119 (GPR119) is a member of the GPCR family promising to be the target for type 2 diabetes mellitus (T2DM) treatment. In this work, 30 novel compounds were designed, synthesized, and evaluated by in vitro cAMP activation assay, where compounds II-14 and II-18 showed the best potency with EC values of 69 and 99 nM, respectively. In the oral glucose tolerance test, compound II-18 showed even more efficacious activity in lowering blood excursions than MBX-2982 at a fixed dose of 30 mg/kg. Read More

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http://dx.doi.org/10.1002/ardp.201800267DOI Listing
April 2019
3 Reads
1.396 Impact Factor

Continuation of structure-activity relationship study of novel benzamide derivatives as potential antipsychotics.

Arch Pharm (Weinheim) 2019 Apr 31;352(4):e1800306. Epub 2019 Jan 31.

University of Chinese Academy of Sciences, Beijing, China.

A series of benzamide derivatives possessing potent dopamine D , serotonin 5-HT , and 5-HT receptor properties were synthesized and evaluated as potential antipsychotics. Among them, 5-(4-(4-(benzo[d]isothiazol-3-yl)piperazin-1-yl)butoxy)-N-cyclopropyl-2-fluorobenzamide (4k) held the best pharmacological profile. It not only exhibited potent and balanced activities for the D , 5-HT , and 5-HT receptors, but was also endowed with low to moderate activities for the 5-HT , H , and M receptors, suggesting a low propensity for inducing weight gain or diabetes. Read More

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http://dx.doi.org/10.1002/ardp.201800306DOI Listing
April 2019
1 Read
1.396 Impact Factor

Synthesis and antimicrobial activity of novel 1,2,3-triazole-conjugates of quinazolin-4-ones.

Arch Pharm (Weinheim) 2019 Mar 30;352(3):e1800302. Epub 2019 Jan 30.

Bioorganic Chemistry Laboratory, Faculty of Pharmacy, Medical University of Lodz, Lodz, Poland.

A novel series of diethyl{4-[(4-oxoquinazolin-3(4H)-yl)methyl]-1H-1,2,3-triazol-1-yl}alkylphosphonates 9aa-aj and their respective derivatives substituted at C6 of the quinazolinone moiety with a bromine atom (9ba-bj) or a nitro group (9ca-cj) were synthesized and assessed for the antibacterial activity toward selected Gram-positive and Gram-negative bacteria. Their antifungal activity was also screened. Compound 9ac was found to be the most active against Staphylococcus aureus ATCC 6535 (MIC 0. Read More

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http://dx.doi.org/10.1002/ardp.201800302DOI Listing
March 2019
1 Read

Design, synthesis, and antitubercular activity of 3-amidophenols with 5-heteroatomic substitutions.

Arch Pharm (Weinheim) 2019 Apr 30;352(4):e1800277. Epub 2019 Jan 30.

Guangdong Provincial Key Laboratory of New Drug Design and Evaluation, School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou, China.

A series of novel 3-amidophenols with 5-heteroatomic substitutions were designed and synthesized. Several compounds showed potent antitubercular activity against Mycobacterium tuberculosis H37Ra (MIC = 0.25-5 μg/mL). Read More

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http://doi.wiley.com/10.1002/ardp.201800277
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http://dx.doi.org/10.1002/ardp.201800277DOI Listing
April 2019
11 Reads

Potent and highly selective dual-targeting monoamine oxidase-B inhibitors: Fluorinated chalcones of morpholine versus imidazole.

Arch Pharm (Weinheim) 2019 Apr 21;352(4):e1800309. Epub 2019 Jan 21.

Department of Pharmacy and Research Institute of Life Pharmaceutical Sciences, Sunchon National University, Suncheon, Republic of Korea.

Two series of fluorinated chalcones containing morpholine and imidazole-based compounds (f1-f8) were synthesized and evaluated for recombinant human monoamine oxidase (MAO)-A and -B as well as acetylcholinesterase inhibitory activities. Our results indicate that morpholine containing chalcones are highly selective MAO-B inhibitors having reversibility properties. All the imidazole-based fluorinated chalcones showed weak MAO inhibitions in both isoforms. Read More

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http://dx.doi.org/10.1002/ardp.201800309DOI Listing
April 2019
3 Reads
1.396 Impact Factor

Ursolic acid: Pharmacokinetics process in vitro and in vivo, a mini review.

Authors:
Wen Jinhua

Arch Pharm (Weinheim) 2019 Mar 21;352(3):e1800222. Epub 2019 Jan 21.

Department of Pharmacy, the First Affiliated Hospital of Nanchang University, Nanchang, China.

Ursolic acid (UA) is a natural triterpene compound found in various fruits and vegetables. UA has a widespread pharmacologic effect, including antitumor, anti-inflammatory, anti-oxidant, anti-apoptotic, anti-allergy, and anti-carcinogenic effects. UA can be used as an alternative medicine for the treatment and prevention of many diseases. Read More

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http://dx.doi.org/10.1002/ardp.201800222DOI Listing
March 2019
1 Read

Synthesis and biological evaluation of sphingosine kinase 2 inhibitors with anti-inflammatory activity.

Arch Pharm (Weinheim) 2019 Mar 16;352(3):e1800298. Epub 2019 Jan 16.

Facultad de Química, Bioquímica y Farmacia, Universidad Nacional de San Luis, Instituto Multidisciplinario de Investigaciones Biológicas (IMIBIO-SL), San Luis, Argentina.

The synthesis of inhibitors of SphK2 with novel structural scaffolds is reported. These compounds were designed from a molecular modeling study, in which the molecular interactions stabilizing the different complexes were taken into account. Particularly interesting is that 7-bromo-2-(2-phenylethyl)-2,3,4,5-tetrahydro-1,4-epoxynaphtho[1,2-b]azepine, which is a selective inhibitor of SphK2, does not exert any cytotoxic effects and has a potent anti-inflammatory effect. Read More

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http://doi.wiley.com/10.1002/ardp.201800298
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http://dx.doi.org/10.1002/ardp.201800298DOI Listing
March 2019
13 Reads

Synthesis, CYP 450 evaluation, and docking simulation of novel 4-aminopyridine and coumarin derivatives.

Arch Pharm (Weinheim) 2019 Mar 14;352(3):e1800247. Epub 2019 Jan 14.

Pharmidex Pharmaceutical Service, Limited, London, United Kingdom.

Four series of novel compounds based on 4-aminopyridine, glatiramer acetate, pyrone, and coumarin backbones were sufficiently synthesized and identified by spectroscopic methods. CYP enzyme inhibition assays of five predominate human P450 isozymes indicate that all compounds, except for 4-hydrazide pyridine 1c, seem to be less toxic than 4-aminopyridine. Further investigation of the compounds using molecular docking experiments revealed different, the same, or stronger binding modes for most of the synthesized compounds, with both polar and hydrophobic interactions with the 1WDA and 1J95 receptors compared to benzoyl l-arginine amide and 4-aminopyridine, respectively. Read More

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http://doi.wiley.com/10.1002/ardp.201800247
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http://dx.doi.org/10.1002/ardp.201800247DOI Listing
March 2019
3 Reads

Bi-heterocyclic benzamides as alkaline phosphatase inhibitors: Mechanistic comprehensions through kinetics and computational approaches.

Arch Pharm (Weinheim) 2019 Mar 9;352(3):e1800278. Epub 2019 Jan 9.

Department of Biological Sciences, College of Natural Sciences, Kongju National University, Gongju, South Korea.

Novel bi-heterocyclic benzamides were synthesized by sequentially converting 4-(1H-indol-3-yl)butanoic acid (1) into ethyl 4-(1H-indol-3-yl)butanoate (2), 4-(1H-indol-3-yl)butanohydrazide (3), and a nucleophilic 5-[3-(1H-indol-3-yl)propyl]-1,3,4-oxadiazole-2-thiol (4). In a parallel series of reactions, various electrophiles were synthesized by reacting substituted anilines (5a-k) with 4-(chloromethyl)benzoylchloride (6) to afford 4-(chloromethyl)-N-(substituted-phenyl)benzamides (7a-k). Finally, the nucleophilic substitution reaction of 4 was carried out with newly synthesized electrophiles, 7a-k, to acquire the targeted bi-heterocyclic benzamides, 8a-k. Read More

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http://doi.wiley.com/10.1002/ardp.201800278
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http://dx.doi.org/10.1002/ardp.201800278DOI Listing
March 2019
3 Reads
1.396 Impact Factor

Microwave-assisted synthesis of 1-substituted-1H-benzimidazolium salts: Non-competitive inhibition of human carbonic anhydrase I and II.

Arch Pharm (Weinheim) 2019 Apr 7;352(4):e1800325. Epub 2019 Jan 7.

Faculty of Education, Department of Mathematics and Science Education, Ondokuz Mayıs University, Samsun, Turkey.

A series of 1-substituted-1H-benzimidazolium p-toluenesulfonate salts were synthesized in good yields by the reaction of 1-substituted benzimidazole derivatives and p-toluenesulfonic acid under microwave irradiation. Two iodide salts were synthesized by the anion exchange reaction of the corresponding p-toluenesulfonate salt and NaI. All compounds were characterized by H NMR, C NMR, IR, LC-MS spectroscopic methods, and elemental analyses. Read More

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http://dx.doi.org/10.1002/ardp.201800325DOI Listing
April 2019
1 Read

Chemical structure modifications and nano-technology applications for improving ADME-Tox properties, a review.

Arch Pharm (Weinheim) 2019 Feb 4;352(2):e1800213. Epub 2019 Jan 4.

Faculty of Pharmacy, Department of Pharmaceutics and Industrial Pharmacy, Cairo University, Cairo, Egypt.

The chemical structure of a drug molecule affects its physicochemical properties and subsequent biological activities. Many pharmacologically active molecules fail to reach the market or have an inconvenient route of administration due to their chemical structure. This is especially important with the recent tendency to develop drug candidates beyond the drug-likeness space for addressing difficult targets such as protein-protein interfaces. Read More

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http://dx.doi.org/10.1002/ardp.201800213DOI Listing
February 2019

Liposomes actively recognizing the glucose transporter GLUT and integrin α β for dual-targeting of glioma.

Arch Pharm (Weinheim) 2019 Feb 4;352(2):e1800219. Epub 2019 Jan 4.

Key Laboratory of Drug Targeting and Drug Delivery System of Education Ministry, Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu, P. R. China.

The treatment of glioma is a great challenge because of the existence of the blood-brain barrier (BBB). In order to develop an efficient glioma-targeting drug delivery system to greatly improve the brain permeability of anti-cancer drugs and target glioma, a novel glioma-targeted glucose-RGD (Glu-RGD) derivative was designed and synthesized as ligand for preparing liposomes to effectively deliver paclitaxel (PTX) to cross the BBB and target glioma. The liposomes were prepared and characterized for particle size, zeta potential, encapsulation efficiency, release profile, stability, hemolysis, and cell cytotoxicity. Read More

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http://dx.doi.org/10.1002/ardp.201800219DOI Listing
February 2019
2 Reads
1.396 Impact Factor

Isolation, synthesis, and cytotoxicity evaluation of two impurities in nomegestrol acetate.

Arch Pharm (Weinheim) 2019 Mar 2;352(3):e1800295. Epub 2019 Jan 2.

Guangdong Medical University School of Pharmacy, Dongguan, China.

Nomegestrol acetate (NOMAc) is a synthetic progesterone analog and classified as a fourth-generation progestin. It has been approved in many countries for oral contraception, hormonal replacement therapy (HRT), and treatment of various gynecological disorders. There are several synthetic routes reported for the synthesis of NOMAc and they all share the very similar last three to five steps toward the conversion of 6-methylene to 6-methyl-6,7-unsaturated structure. Read More

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http://doi.wiley.com/10.1002/ardp.201800295
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http://dx.doi.org/10.1002/ardp.201800295DOI Listing
March 2019
7 Reads

Efficient synthesis of meso-substituted porphyrins and molecular docking as potential new antioxidant and cytotoxicity agents.

Authors:
Sraa Abu-Melha

Arch Pharm (Weinheim) 2019 Feb 2;352(2):e1800221. Epub 2019 Jan 2.

Faculty of Science of Girls, Department of Chemistry, King Khaled University, Abha, Saudi Arabia.

An improved methodology is reported for the synthesis of new series of mesotetrakis[aryl]-21H,23H-porphyrin derivatives 2a-h and was considered as a model to study their antioxidant and cytotoxic activities. The structures of the novel compounds were determined in H and C NMR, UV-Vis, and elemental analyses. Among the derivatives, compounds 2c, 2d, and 2h showed strongest radical-scavenging activity. Read More

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http://doi.wiley.com/10.1002/ardp.201800221
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http://dx.doi.org/10.1002/ardp.201800221DOI Listing
February 2019
24 Reads

Aminopyrazole-substituted metallophthalocyanines: Preparation, aggregation behavior, and investigation of metabolic enzymes inhibition properties.

Arch Pharm (Weinheim) 2019 Feb 2;352(2):e1800292. Epub 2019 Jan 2.

Faculty of Sciences, Department of Chemistry, Ataturk University, Erzurum, Turkey.

The synthesis, characterization, aggregation behavior, theoretical studies, and investigation of antimicrobial, antidiabetic, and anticholinergic properties of 4-(2-(5-amino-4-(4-bromophenyl)-3-methyl-1H-pyrazol-1-yl)ethoxy)phthalonitrile (2) and its soluble aminopyrazole-substituted peripheral metallo (Mn, Co, and Ni)-phthalocyanine complexes (3-5) are reported for the first time. The synthesized compounds and phthalocyanine complexes were characterized spectroscopically. The new phthalonitrile derivative (2) and its peripheral metallophthalocyanine complexes (3-5) were found to be effective inhibitors of α-glycosidase, acetylcholinesterase (AChE), human carbonic anhydrase I and II isoforms (hCA I and II), and butyrylcholinesterase (BChE) with K values in the range of 1. Read More

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http://doi.wiley.com/10.1002/ardp.201800292
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http://dx.doi.org/10.1002/ardp.201800292DOI Listing
February 2019
10 Reads
1.396 Impact Factor

Synthesis, crystal structure, and biological evaluation of optically active 2-amino-4-aryl-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromen-3-carbonitriles: Antiepileptic, antidiabetic, and anticholinergics potentials.

Arch Pharm (Weinheim) 2019 Feb 2;352(2):e1800317. Epub 2019 Jan 2.

Faculty of Science, Department of Chemistry, Ataturk University, Erzurum, Turkey.

In the presence of chiral organic catalysts, the optically active 4H-chromine was synthesized from the multicomponent condensation of 5,5-dimethylcyclohexane-1,3-dione with malononitrile and methylene-active compound, and the specific angle of rotation of the compounds was determined in the AUTOPOL-III polarimeter and their structures were confirmed by the X-ray spectroscopic analysis method. These optically active 2-amino-4-aryl-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromen-3-carbonitriles were effective inhibitors of α-glycosidase, the cytosolic carbonic anhydrase I and II isoforms (hCA I and II), and acetylcholinesterase (AChE) enzymes with K values in the range of 21.33 ± 1. Read More

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http://dx.doi.org/10.1002/ardp.201800317DOI Listing
February 2019
1 Read
1.396 Impact Factor

Novel acyl thiourea derivatives: Synthesis, antifungal activity, gene toxicity, drug-like and molecular docking screening.

Arch Pharm (Weinheim) 2019 Feb 27;352(2):e1800275. Epub 2018 Dec 27.

Faculty of Agriculture and Food Science, Neubrandenburg University, Neubrandenburg, Germany.

Nine novel acyl thioureas were synthesized. Their identities and purities were confirmed by LC-MS spectra; each structure was elucidated by elemental analysis, IR, Н and C NMR spectra. Applying an in vitro screening of their antifungal potential, three substances (3, 5, and 6) could be selected as showing high activity against 11 fungi and 3 Phytophthora strains of phytopathogenic significance. Read More

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http://doi.wiley.com/10.1002/ardp.201800275
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http://dx.doi.org/10.1002/ardp.201800275DOI Listing
February 2019
3 Reads

Design, synthesis, and biological evaluation of new pyrazino[1,2-a]benzimidazole derivatives as selective cyclooxygenase (COX-2) inhibitors.

Arch Pharm (Weinheim) 2019 Feb 18;352(2):e1800265. Epub 2018 Dec 18.

Department of Pharmaceutical Chemistry, School of Pharmacy, Shahid Beheshti University of Medical Sciences, Tehran, Iran.

A new class of pyrazino[1,2-a]benzimidazole derivatives possessing the SO Me pharmacophore at the para position of the C-3 phenyl ring was designed, synthesized, and tested for their cyclooxygenase-2 (COX-2) inhibitory, anti-cancer and anti-platelet aggregation activities. In vitro COX-1/COX-2 inhibition studies showed that 2-(4-methylphenyl)-1-methylene-3-(4-(methylsulfonyl)phenyl)-1,2-dihydropyrazino-[1,2-a]benzimidazole (5g) was the most potent COX-2 inhibitor (IC  = 0.08 μM) and 2-(3,4,5-trimethoxyphenyl)-1-methylene-3-(4-(methylsulfonyl)phenyl)-1,2-dihydropyrazino-[1,2-a]benzimidazole (5m) had the highest selectivity index (SI > 909). Read More

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http://dx.doi.org/10.1002/ardp.201800265DOI Listing
February 2019
1 Read
1.396 Impact Factor

Anti-proliferative and anti-malarial activities of spiroisoxazoline analogues of artemisinin.

Arch Pharm (Weinheim) 2018 Dec 10:e1800192. Epub 2018 Dec 10.

Department of Chemistry, School of Chemical and Life Science, Jamia Hamdard, New Delhi, India.

A series of spiroisoxazoline analogues of artemisinin was synthesized by employing 1,3-dipolar cycloaddition between various in situ generated nitrile oxides and artemisitene. All the synthesized compounds were tested for their anti-proliferative and anti-malarial activities. Among the compounds tested, compound 11a was found to be potent against the HCT-15 cancer cell line with IC  = 4. Read More

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https://onlinelibrary.wiley.com/doi/abs/10.1002/ardp.2018001
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http://dx.doi.org/10.1002/ardp.201800192DOI Listing
December 2018
6 Reads

Semi-synthesis, antibacterial activity, and molecular docking study of novel pleuromutilin derivatives bearing cinnamic acids moieties.

Arch Pharm (Weinheim) 2019 Jan 7;352(1):e1800266. Epub 2018 Dec 7.

Institute of Veterinary Sciences and Pharmaceuticals, Chongqing Academy of Animal Sciences, Rongchang, China.

To develop new antibiotics owning a special mechanism, we used the molecular assembly method to synthesize a series of novel pleuromutilin derivatives containing a cinnamic acid scaffold at the C-14 side chain. We evaluated their antibacterial activity and used in silico molecular docking to study their binding mode with the target. The structure-activity relationship (SAR) study suggested that compounds with NO (13e), OH (13u), and NH (13y) appeared more active (0. Read More

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http://dx.doi.org/10.1002/ardp.201800266DOI Listing
January 2019

Interconnection of sulfides and sulfoxides in medicinal chemistry.

Arch Pharm (Weinheim) 2019 Jan 6;352(1):e1800248. Epub 2018 Dec 6.

Institute of Pharmacy, University of Greifswald, Greifswald, Germany.

Aromatic heterocycles with basic nitrogen atoms as well as carboxylic acid derivatives are the dominating chemical space in the universe of drug-like molecules. These established and exceedingly evaluated structural motifs have to be combined with elements of diversity in order to chart less well-explored galaxies of chemical space and to be able to tackle seemingly undruggable targets. Flat scaffolds should be replaced by shapely molecular cores. Read More

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http://doi.wiley.com/10.1002/ardp.201800248
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http://dx.doi.org/10.1002/ardp.201800248DOI Listing
January 2019
20 Reads

Synthesis of novel derivatives of 7,8-dihydro-6H-imidazo[2,1-b][1,3]benzothiazol-5-one and their virus-inhibiting activity against influenza A virus.

Arch Pharm (Weinheim) 2019 Feb 6;352(2):e1800225. Epub 2018 Dec 6.

Fluoro and Agrochemicals Division (Organic Chemistry Division-II), CSIR - Indian Institute of Chemical Technology, Hyderabad, India.

Influenza remains a highly pathogenic and hardly controlled human infection. The ability of selecting drug-resistant variants necessitates the search and development of novel anti-influenza drugs. Herein, we describe the synthesis and evaluation of a series of novel 2-substituted 7,8-dihydro-6H-imidazo[2,1-b][1,3]benzothiazol-5-ones 3a-k for their virus-inhibiting activity against influenza A virus. Read More

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http://doi.wiley.com/10.1002/ardp.201800225
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http://dx.doi.org/10.1002/ardp.201800225DOI Listing
February 2019
14 Reads

Pharmacological explorations of eco-friendly amide substituted (Z)-β-enaminones as anti-breast cancer drugs.

Arch Pharm (Weinheim) 2019 Jan 5;352(1):e1800244. Epub 2018 Dec 5.

Department of Biotechnology, School of Bio-Science and Technology, VIT University, Vellore, India.

Amide substituted (Z)-β-enaminones were synthesized by green chemistry and stereo-specific synthetic pathway as novel phosphoinositide 3-kinase (PI3K) inhibitors and breast cancer drugs. PI3K inhibition was measured by competitive ELISA. A panel of cancer cell lines including MCF-7 (breast cancer), G-361 (skin cancer), and HCT 116 (colon cancer) were used to assess the anticancer potentials. Read More

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http://dx.doi.org/10.1002/ardp.201800244DOI Listing
January 2019
2 Reads

Novel quinoline derivatives carrying nitrones/oximes nitric oxide donors: Design, synthesis, antiproliferative and caspase-3 activation activities.

Arch Pharm (Weinheim) 2019 Jan 30;352(1):e1800270. Epub 2018 Nov 30.

Faculty of Pharmacy, Department of Pharmaceutical Organic Chemistry, Assiut University, Assiut, Egypt.

Novel quinoline derivatives carrying nitrones and oxime as nitric oxide donors were prepared and characterized using different spectroscopic techniques. Nitrones can release nitric oxide in larger amounts compared to corresponding oximes. Antiproliferative screening results showed that the 2-benzylthioquinoline nitrones 6e and 6f and the 2-methylthio analogues 6g and 6h exhibited promising antiproliferative activity especially against leukemia and colon cancer cell lines. Read More

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http://dx.doi.org/10.1002/ardp.201800270DOI Listing
January 2019
3 Reads
1.396 Impact Factor

Synthesis and in vitro anti-platelet aggregation activities of 2-methoxy-5-arylamido-N-(pyridin-3-yl-methyl)benzamides.

Arch Pharm (Weinheim) 2019 Jan 30;352(1):e1800257. Epub 2018 Nov 30.

Tianjin University of Technology, Tianjin, People's Republic of China.

In order to discover novel compounds with anti-platelet aggregation activities, a series of novel 2-methoxy-5-arylamido-N-(pyridin-3-ylmethyl)benzamides (1a-n) were synthesized and their anti-platelet aggregation activities were evaluated by the turbidimetric method in response to the following agonists: adenosine diphosphate (ADP) (5 mM/L), arachidonic acid (AA) (20 µM/L), and collagen (1 mg/mL). Those synthesized compounds that have better in vitro activities were subjected to cell toxicity tests via cell counting kit-8 (CCK-8) assay. The biological evaluation revealed that compound 1a (IC : 0. Read More

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http://dx.doi.org/10.1002/ardp.201800257DOI Listing
January 2019
3 Reads

Therapeutic advancement of benzothiazole derivatives in the last decennial period.

Arch Pharm (Weinheim) 2019 Jan 29;352(1):e1800170. Epub 2018 Nov 29.

Department of Pharmaceutical Chemistry, School of Pharmaceutical Education and Research, Jamia Hamdard, New Delhi, India.

Benzothiazole, a fused heterocyclic moiety, has attracted synthetic and medicinal chemists for good reasons. It is a valuable scaffold that possesses diverse biological activities, such as anticancer, anti-inflammatory, antimicrobial, antiviral, antimalarial, and anticonvulsant effects. This review mainly focusses on the recent research work on the different biological activities of benzothiazole-based compounds. Read More

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http://dx.doi.org/10.1002/ardp.201800170DOI Listing
January 2019

Fe O nanoparticles mediated synthesis of novel spirooxindole-dihydropyrimidinone molecules as Hsp90 inhibitors.

Arch Pharm (Weinheim) 2019 Jan 28;352(1):e1800174. Epub 2018 Nov 28.

Division of Drug Design and Medicinal Chemistry Research Lab, Department of Pharmaceutical Chemistry, Ahalia School of Pharmacy, Palakkad, India.

Heat shock protein 90 (Hsp90) is a validated molecular chaperone considered as the new key recipient for cancer intervention. The current study illustrates the synthesis of novel spirooxindole-dihydropyrimidinones (4a-j) by Fe O nanoparticles intervened synthesis and their Hsp90 ATPase inhibitory activity was investigated by the malachite green assay. All the compounds in the study demonstrated a moderate to potent ATPase inhibitory profile, with IC values ranging from 0. Read More

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http://doi.wiley.com/10.1002/ardp.201800174
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http://dx.doi.org/10.1002/ardp.201800174DOI Listing
January 2019
9 Reads
1.396 Impact Factor

Design, synthesis, and molecular docking study of benzothiazolotriazine derivatives for anticonvulsant potential.

Arch Pharm (Weinheim) 2018 Dec 27;351(12):e1800154. Epub 2018 Nov 27.

Department of Pharmaceutical Chemistry, School of Pharmaceutical Education and Research, Jamia Hamdard, New Delhi, India.

A series of newer benzothiazolotriazine derivatives (4a-k) was designed, synthesized, and characterized as anticonvulsant agents against the two classically used MES and scPTZ animal models. The synthesized derivatives were tested in vivo in both the animal models, followed by a neurotoxicity study by the rotarod method. Compound 4e, 8-chloro-4-(2-chlorocyclohexa-1,5-dien-1-yl)-2-((4-methoxybenzyl)thio)-10aH-benzo[4,5]thiazolo[3,2a][1,3,5]triazine was found most promising among the series in both the animal models, with no neurotoxicity. Read More

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http://dx.doi.org/10.1002/ardp.201800154DOI Listing
December 2018

Antidiabetic potential: In vitro inhibition effects of bromophenol and diarylmethanones derivatives on metabolic enzymes.

Arch Pharm (Weinheim) 2018 Dec 27;351(12):e1800263. Epub 2018 Nov 27.

Faculty of Science, Department of Chemistry, Ataturk University, Erzurum, Turkey.

Aldose reductase converts glucose to sorbitol in the polyol pathway. It is an important enzyme to prevent diabetic complications. In this study, we studied the inhibitory effects of bromophenol derivatives on aldose reductase (AR), α-glucosidase, and α-amylase enzymes. Read More

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http://doi.wiley.com/10.1002/ardp.201800263
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http://dx.doi.org/10.1002/ardp.201800263DOI Listing
December 2018
13 Reads
1.396 Impact Factor

Heterocyclic electrophiles as new MurA inhibitors.

Arch Pharm (Weinheim) 2018 Dec 21;351(12):e1800184. Epub 2018 Nov 21.

Medicinal Chemistry Research Group, Research Centre for Natural Sciences, Hungarian Academy of Sciences, Budapest, Hungary.

An electrophilic fragment library of small heterocycles was developed and characterized in the surrogate GSH-reactivity assay and aqueous stability test that revealed their potential as covalent warheads. Screening the library against MurA from Staphylococcus aureus (MurA ) and Escherichia coli (MurA ) identified heterocyclic fragments with significant inhibitory potency. The validated heterocyclic warhead library might be useful for developing targeted covalent inhibitors for other targets of interest with a new design strategy incorporating heterocyclic electrophiles as warheads. Read More

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http://dx.doi.org/10.1002/ardp.201800184DOI Listing
December 2018
15 Reads

Synthesis, molecular modeling studies, and anticonvulsant evaluation of novel 1-((2-hydroxyethyl)(aryl)amino)-N-substituted cycloalkanecarboxamides and their acetate esters.

Arch Pharm (Weinheim) 2018 Dec 21;351(12):e1800269. Epub 2018 Nov 21.

Department of Medicinal and Pharmaceutical Chemistry, Medicinal Chemistry Group, Pharmaceutical and Drug Industries Research Division, National Research Centre (ID: 60014618), Dokki, Giza, Egypt.

A series of 1-((2-hydroxyethyl)(aryl)amino)-N-substituted cycloalkanecarboxamides IXa-l and their acetate esters Xa-l were designed and synthesized as new anticovulsant agents. The evaluation of the anticonvulsant effect was performed in vivo by subcutaneous pentylenetetrazole (scPTZ) and maximal electroshock (MES) tests in mice. Further, neurotoxicity, hepatotoxicity, and acute toxicity were determined. Read More

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http://dx.doi.org/10.1002/ardp.201800269DOI Listing
December 2018
7 Reads

Synthesis and antimycobacterial activity of (+)-usnic acid conjugates.

Arch Pharm (Weinheim) 2018 Dec 8;351(12):e1800177. Epub 2018 Nov 8.

Department of Environmental Science and Policy, Università degli Studi di Milano, Milan, Italy.

New therapeutics are urgently needed to fight tuberculosis and mycobacteria-related diseases that are a major health hazard especially in poor countries. Natural products have been the source of important antitubercular drugs in the past and still need to receive attention as a potent reservoir of chemical structures. Fifteen known and two new (+)-usnic acid (a benzofurandione formerly isolated from lichens) enamines and hydrazones are here described and tested against sensitive and multidrug-resistant strains of mycobacteria. Read More

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http://doi.wiley.com/10.1002/ardp.201800177
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http://dx.doi.org/10.1002/ardp.201800177DOI Listing
December 2018
17 Reads

Synthesis of some novel quinazolin-4(3H)-one hybrid molecules as potent urease inhibitors.

Arch Pharm (Weinheim) 2018 Dec 30;351(12):e1800182. Epub 2018 Oct 30.

Faculty of Arts and Sciences, Department of Chemistry, Recep Tayyip Erdogan University, Rize, Turkey.

A new series of quinazolinone hybrid molecules containing coumarin, furan, 1,2,4-triazole and 1,2,4-thiadiazole rings was designed, synthesized, and screened for their urease inhibition activities. All newly synthesized compounds showed outstanding urease inhibitory potentials with IC values ranging between 1.26 ± 0. Read More

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http://dx.doi.org/10.1002/ardp.201800182DOI Listing
December 2018

Cytotoxicity of new pyridazin-3(2H)-one derivatives orchestrating oxidative stress in human triple-negative breast cancer (MDA-MB-468).

Arch Pharm (Weinheim) 2018 Dec 29;351(12):e1800128. Epub 2018 Oct 29.

Team of Experimental Oncology and Natural Substances, Cellular and Molecular Immuno-pharmacology, Faculty of Sciences and Techniques, Sultan Moulay Slimane University, Beni-Mellal, Morocco.

Triple-negative breast cancer (TNBC) is a complex and aggressive subtype of breast cancer characterized by high morbidity and mortality. In the absence of targeted therapy, only chemotherapy is available in this case of cancer. The current study investigated the antitumor effect of new pyridazin-3(2H)-one derivatives on the human TNBC cell line, MD-MB-468. Read More

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http://doi.wiley.com/10.1002/ardp.201800128
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http://dx.doi.org/10.1002/ardp.201800128DOI Listing
December 2018
16 Reads

Synthesis and anticancer activity of novel rapamycin C-28 containing triazole moiety compounds.

Arch Pharm (Weinheim) 2018 Nov 25;351(11):e1800123. Epub 2018 Oct 25.

Fujian University of Traditional Chinese Medicine, Fuzhou, P. R. China.

Rapamycin is an mTOR allosteric inhibitor with multiple functions such as immunosuppressive, anticancer, and lifespan prolonging activities. Its C-43 semi-synthetic derivatives temsirolimus and everolimus have been used as mTOR targeting anticancer drugs in the clinic. Following our previous research on antitumor rapalogs modified on the C-43 position, 13 novel rapamycin triazole hybrids (6a-g, 7a-f) were designed and synthesized on the C-28 position of rapamycin via Huisgen's reaction. Read More

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http://doi.wiley.com/10.1002/ardp.201800123
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http://dx.doi.org/10.1002/ardp.201800123DOI Listing
November 2018
11 Reads

Synthesis of androgen receptor antagonists containing a pentafluorosulfanyl (SF ) moiety.

Arch Pharm (Weinheim) 2018 Nov 15;351(11):e1800175. Epub 2018 Oct 15.

Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai, P. R. China.

A novel scaffold of pentafluorosulfanyl (SF )-containing enzalutamide analogues was discovered for potent androgen receptor (AR) antagonists through rational drug design. Several compounds showed good biological profiles in AR binding. Of the derivatives studied, compound 8a had potent AR antagonist activity (IC  = 7. Read More

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http://doi.wiley.com/10.1002/ardp.201800175
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http://dx.doi.org/10.1002/ardp.201800175DOI Listing
November 2018
3 Reads

Pyrazinoates as antiparasitic agents against Trypanosoma cruzi.

Arch Pharm (Weinheim) 2018 Nov 9;351(11):e1800190. Epub 2018 Oct 9.

Departamento de Ciências Farmacêuticas, Universidade Federal de São Paulo, Diadema, Brazil.

This work reports a repurposing study of pyrazinoic acid (1) and methyl (2), ethyl (3) and 2-chloroethyl (4) ester derivatives with antimycobacterial activity, in assays against Trypanosoma cruzi. The compounds and benznidazole, the standard antitrypanosoma drug, were evaluated in concentrations ranging from 100 to 6.25 μg/mL. Read More

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http://doi.wiley.com/10.1002/ardp.201800190
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http://dx.doi.org/10.1002/ardp.201800190DOI Listing
November 2018
2 Reads

Donepezil-melatonin hybrids as butyrylcholinesterase inhibitors: Improving binding affinity through varying mode of linking fragments.

Arch Pharm (Weinheim) 2018 Nov 5;351(11):e1800194. Epub 2018 Oct 5.

Faculty of Chemistry, University of Warsaw, Warsaw, Poland.

Hybrid inhibitors of acetyl- and butyrylcholinesterase are compounds that combine structural motifs of two different classical inhibitors, leading to a dual binding ligand. A rapidly growing collection of those compounds involves a wide diversity of structural motifs, but the way of linking two active fragments and its impact on the affinity toward cholinesterases usually remains beyond the extent of investigation. We present hereby a detailed analysis of this aspect using melatonin-donepezil hybrids. Read More

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http://doi.wiley.com/10.1002/ardp.201800194
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http://dx.doi.org/10.1002/ardp.201800194DOI Listing
November 2018
2 Reads

Novel cinnamic acid-tryptamine hybrids as potent butyrylcholinesterase inhibitors: Synthesis, biological evaluation, and docking study.

Arch Pharm (Weinheim) 2018 Oct;351(10):e1800115

Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran.

A novel series of cinnamic acid-tryptamine hybrids was designed, synthesized, and evaluated as cholinesterase inhibitors. Anticholinesterase assays showed that all of the synthesized compounds displayed a clearly selective inhibition of butyrylcholinesterase (BChE), but only a moderate inhibitory effect toward acetylcholinesterase (AChE) was detected. Among these cinnamic acid-tryptamine hybrids, compound 7d was found to be the most potent inhibitor of BChE with an IC value of 0. Read More

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http://doi.wiley.com/10.1002/ardp.201800115
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http://dx.doi.org/10.1002/ardp.201800115DOI Listing
October 2018
8 Reads

Concise synthesis and antibacterial evaluation of novel 3-(1,4-disubstituted-1,2,3-triazolyl)uridine nucleosides.

Arch Pharm (Weinheim) 2018 Nov 1;351(11):e1800204. Epub 2018 Oct 1.

Equipe de Chimie des Plantes et de Synthèse Organique et Bioorganique, Faculty of Science, Geophysics, Natural Patrimony and Green Chemistry (GEOPAC) Research Center, Mohammed V University in Rabat, Rabat, Morocco.

We report herein a simple and efficient synthesis of a new series of antibacterial uridine nucleosides. The strategy involved a sequential silylation/N-glycosylation/N-propargylation procedure of uracil 1 for preparing the dipolarophile 5 in good yield. A series of novel uridine-[1,2,3]triazole nucleosides 6a-j were efficiently synthesized via the copper-catalyzed azide-alkyne cycloaddition (CuAAC) from dipolarophile 5 with different selected azides. Read More

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http://dx.doi.org/10.1002/ardp.201800204DOI Listing
November 2018
2 Reads

Investigations into neuroprotectivity, stability, and water solubility of 7-O-cinnamoylsilibinin, its hemisuccinate and dehydro derivatives.

Arch Pharm (Weinheim) 2018 Nov 30;351(11):e1800206. Epub 2018 Sep 30.

Pharmazeutische und Medizinische Chemie, Institut für Pharmazie und Lebensmittelchemie, Julius-Maximilians-Universität Würzburg, Würzburg, Germany.

Derivatives of the recently described potent neuroprotective 7-O-cinnamoylsilibinin ester were prepared: its hemisuccinate to improve water solubility and the dehydrosilibinin ester that was shown to form in assay media to investigate its role in overall neuroprotective effects. 7-O-Cinnamoyl-2,3-dehydrosilibinin is less neuroprotective than 7-O-cinnamoylsilibinin in a murine hippocampal cell line (HT-22) and we conclude that the dehydrosilibinin derivatives are not the actual carriers of neuroprotective properties, at least in the assay applied. Solubility of the test compounds was determined in shake-flask experiments and the ester's solubility was greatly improved by introduction of a hemisuccinate at the 23-position of silibinin. Read More

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http://doi.wiley.com/10.1002/ardp.201800206
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http://dx.doi.org/10.1002/ardp.201800206DOI Listing
November 2018
7 Reads

Novel sulfamate derivatives of menthol: Synthesis, characterization, and cholinesterases and carbonic anhydrase enzymes inhibition properties.

Arch Pharm (Weinheim) 2018 Nov 26;351(11):e1800209. Epub 2018 Sep 26.

Faculty of Science, Department of Chemistry, Ataturk University, Erzurum, Turkey.

Sulfamates have a large spectrum of biological activities including enzyme inhibition. Eight sulfamates derived from menthol (2a-h) were synthesized. Also, in the other section of this study, novel sulfamate derivatives of menthol were tested against some metabolic enzymes including acetylcholinesterase (AChE), butyrylcholinesterase (BChE), and carbonic anhydrase I and II enzymes (hCAs I and II). Read More

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http://doi.wiley.com/10.1002/ardp.201800209
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http://dx.doi.org/10.1002/ardp.201800209DOI Listing
November 2018
5 Reads
1.400 Impact Factor

Some pyrazoles derivatives: Potent carbonic anhydrase, α-glycosidase, and cholinesterase enzymes inhibitors.

Arch Pharm (Weinheim) 2018 Oct 23;351(10):e1800200. Epub 2018 Sep 23.

Faculty of Science, Department of Chemistry, Atatürk University, Erzurum, Turkey.

A series of substituteed pyrazol-4-yl-diazene derivatives were found to be effective inhibitors against α-glycosidase, cytosolic carbonic anhydrase I and II isoforms (hCA I and II), butyrylcholinesterase (BChE), and acetylcholinesterase (AChE) with K values in the range of 33.72 ± 7.93 to 90. Read More

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http://dx.doi.org/10.1002/ardp.201800200DOI Listing
October 2018
1 Read
1.400 Impact Factor

Xanthine oxidase inhibitory activity of new pyrrole carboxamide derivatives: In vitro and in silico studies.

Arch Pharm (Weinheim) 2018 Oct 31;351(10):e1800165. Epub 2018 Aug 31.

Faculty of Arts and Sciences, Department of Chemistry, Inonu University, Malatya, Turkey.

Pyrrole carboxamide rings are rarely used as active scaffold in designing inhibitors for enzymes. Herein, we described the structure-activity relationship for novel xanthine oxidase inhibitors based on the pyrrole carboxamide scaffold. A series of novel-substituted pyrrole carboxamide derivatives were synthesized and characterized; their in vitro and in silico inhibitory activities were determined against xanthine oxidase. Read More

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http://dx.doi.org/10.1002/ardp.201800165DOI Listing
October 2018
1 Read