1,589 results match your criteria --> [alpha-l-rhamnopyranosyl


Triterpenoid saponins and others glycosides from the stem barks of Pancovia turbinata Radlk.

Carbohydr Res 2021 Jul 10;508:108393. Epub 2021 Jul 10.

Laboratoire de Pharmacochimie des Substances Naturelles, Département de Chimie Organique, Faculté de Sciences, Université de Yaoundé I, BP 812, Yaoundé, Cameroon; UMR 152 Pharma Dev, Université de Toulouse, IRD, UPS, France. Electronic address:

In our continuing search of saponins from the plant of Sapindaceae family, phytochemical investigation of the stem barks of Pancovia turbinata Radlk., led to the isolation and structural characterization of two new triterpenoid saponins, named turbinatosides A-B (1-2), one new farnesyl glycoside, named turbinoside A (3), one new coumarin glucoside, named panturboside A (4), together with a known saponin (5). The structures of the new compounds were established, using extensive analysis of NMR techniques, mainly 1D NMR (H, C, and DEPT) and 2D NMR (COSY, NOESY, HSQC, HSQC-TOCSY and HMBC) experiments, HRESIMS and by comparison with the literature data, as 3-O-β-d-xylopyranosyl-(1 → 3)-α-l-arabinopyranosyl-(1 → 4)-β-d-glucopyranosyl-(1 → 3)-α-l-rhamnopyranosyl-(1 → 2)-α-l-arabinopyranosylhederagenin 28-O-β-d-glucopyranosyl ester (1), 3-O-α-l-arabinopyranosyl-(1 → 4)-β-d-glucopyranosyl-(1 → 3)-α-l-rhamnopyranosyl-(1 → 2)-α-l-arabinopyranosylhederagenin 28-O-β-d-xylopyranosyl-(1 → 4)-β-d-glucopyranosyl ester (2), 1-O-{β-d-glucopyranosyl-(1 → 3)-α-l-rhamnopyranosyl-(1 → 2)-[α-l-rhamnopyranosyl-(1 → 6)]-β-d-glucopyranosyl}-(2E,6E)-farnes-1,12-diol (3), and 5-O-β-d-glucopyranosyl-5,6,7-trihydroxy-8-methoxycoumarin (4), respectively. Read More

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Studies on isolation and structural identification of saponins from the herb Hylomecon japonica and their bioactivities.

Carbohydr Res 2021 Jul 7;507:108391. Epub 2021 Jul 7.

School of Pharmaceutical Sciences, Jilin University, Changchun, 130021, PR China. Electronic address:

Three undescribed oleanane type triterpenoid saponins (1-3), along with one known saponin (4) were isolated from the whole herb of Hylomecon japonica. Their structures were elucidated by analysis of 1D and 2D-NMR (H-H COSY, HSQC, and HMBC) spectroscopic data, mass spectrometry (HR-ESI-MS) and chromatographic date (GC and LC) as 3-O-β-d-glucopyranosyl-(1 → 2)-β-d-glucuronopyranosyl gypsogenin 28-O-β-d-galactopyranosyl-(1 → 3)-[β-d-xylopyranosyl-(1 → 4)]-α-l-rhamnopyranosyl-(1 → 2)-β-l-arabinopyranosyl ester (1), 3-O-β-d-galactopyranosyl-(1 → 2)-β-d-glucuronopyranosyl gypsogenin 28-O-α-l-arabinopyranosyl-(1 → 3)-[β-d-xylopyranosyl-(1 → 4)]-α-l-rhamnopyranosyl-(1 → 2)-β-l-arabinopyranosyl ester (2), 3-O-β-d-galactopyranosyl-(1 → 2)-β-d-glucuronopyranosyl gypsogenin 28-O-β-d-galactopyranosyl-(1 → 3)-[β-d-xylopyranosyl-(1 → 4)]-α-l-rhamnopyranosyl-(1 → 2)-β-d-galactopyranosyl ester (3), 3-O-β-d-galactopyranosyl-(1 → 2)-[α-l-arabinopyranosyl-(1 → 3)]-β-d-glucuronopyranosyl gypsogenin 28-O-β-d-glucopyranosyl-(1 → 3)-[β-d-xylopyranosyl-(1 → 4)]-α-l-rhamnopyranosyl-(1 → 2)-β-d-fucopyranosyl ester (4). All saponins possess a partial sequence β-d-galactopyranosyl-(1 → 2)-β-d-glucuronopyranosyl at C-3 of the aglycon. Read More

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Bioactive oleanane-type saponins from Hylomecon Japonica.

Phytochemistry 2021 Jul 14;190:112870. Epub 2021 Jul 14.

School of Pharmaceutical Sciences, Jilin University, Changchun, 130021, People's Republic of China. Electronic address:

Six undescribed oleanane-type saponins, named as Hylomeconosides L-Q, were isolated from the whole herb of Hylomecon Japonica, their structures were determined by analysis of 1D and 2D-NMR (H-H COSY, HSQC, and HMBC) spectroscopic data, mass spectrometry (HRESI-MS) and chromatographic data (GC and LC). Their structures were identified as 3-O-β-D-galactopyranosyl-(1 → 2)-β-D-glucuronopyranosyl gypsogenin 28-O-β-D-galactopyranosyl-(1 → 3)-α-L-rhamnopyranosyl-(1 → 2)-β-L-arabinopyranoside; 3-O-β-D-galactopyranosyl-(1 → 2)-β-D-glucuronopyranosyl gypsogenin 28-O-β-D-xylopyranosyl-(1 → 4)-α-L-rhamnopyranosyl-(1 → 2)-β-D-quinovopyranoside; 3-O-β-D-glucuronopyranosyl gypsogenin 28-O-β-D-xylopyranosyl-(1 → 3)-β-D-xylopyranosyl-(1 → 4)-α-L-rhamnopyranosyl-(1 → 2)-β-D-quinovopyranoside; 3-O-β-D-xylopyranosyl-(1 → 3)-β-D-glucuronopyranosyl gypsogenin 28-O-β-D-xylopyranosyl-(1 → 4)-α-L-rhamnopyranosyl-(1 → 2)-β-D-quinovopyranoside; 3-O-β-D-galactopyranosyl-(1 → 2)-[α-L-rhamnopyranosyl-(1 → 3)]-β-D-glucuronopyranosyl quillaic acid 28-O-β-D-xylopyranosyl-(1 → 3)-β-D-xylopyranosyl-(1 → 4)-α-L-rhamnopyranosyl-(1 → 2)-β-D-quinovopyranoside; 3-O-β-D-galactopyranosyl-(1 → 2)-[α-L-rhamnopyranosyl-(1 → 3)]-β-D-glucuronopyranosyl quillaic acid 28-O-β-D-xylopyranosyl-(1 → 3)-β-D-xylopyranosyl-(1 → 4)-α-L-rhamnopyranosyl-(1 → 2)-β-D-galactopyranoside. Hylomeconosides L-Q showed selective cytotoxicities against human cancer cell lines A549, AGS, HeLa, Huh 7, HT29 and K562. Read More

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Anticholinesterase Activity of Eight Medicinal Plant Species: and Studies in the Search for Therapeutic Agents against Alzheimer's Disease.

Evid Based Complement Alternat Med 2021 25;2021:9995614. Epub 2021 Jun 25.

Department of Science, University of Basilicata, Viale Dell'Ateneo Lucano 10, Potenza 85100, Italy.

Many Bangladeshi medicinal plants have been used to treat Alzheimer's disease and other neurodegenerative diseases. In the present study, the anticholinesterase effects of eight selected Bangladeshi medicinal plant species were investigated. Species were selected based on the traditional uses against CNS-related diseases. Read More

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Acetylcholinesterase and monoamine oxidase-B inhibitory activities by ellagic acid derivatives isolated from Castanopsis cuspidata var. sieboldii.

Sci Rep 2021 Jul 6;11(1):13953. Epub 2021 Jul 6.

Department of Pharmacy, and Research Institute of Life Pharmaceutical Sciences, Sunchon National University, Suncheon, 57922, Republic of Korea.

Among 276 herbal extracts, a methanol extract of Castanopsis cuspidata var. sieboldii stems was selected as an experimental source for novel acetylcholinesterase (AChE) inhibitors. Five compounds were isolated from the extract by activity-guided screening, and their inhibitory activities against butyrylcholinesterase (BChE), monoamine oxidases (MAOs), and β-site amyloid precursor protein cleaving enzyme 1 (BACE-1) were also evaluated. Read More

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Glycosides of polygalacic acid from the stem barks of Piper guineense Schum and Thonn.

Carbohydr Res 2021 Jun 16;507:108374. Epub 2021 Jun 16.

Department of Chemistry, University of the Free State, 205 Nelson Mandela Avenue, Bloemfontein, 9301, South Africa.

In a continuation of our study on constituents of P. guineense now focusing on the search for saponins, phytochemical investigation of the n-BuOH fraction of P. guineense stem bark led to the isolation of three previously undescribed triterpenoid saponins, named guineenosides A─C (1─3). Read More

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Clerodane-type Diterpene Glycosides from Dicranopteris pedata.

Nat Prod Bioprospect 2021 Jun 5. Epub 2021 Jun 5.

State Key Laboratory of Phytochemistry and Plant Resources in West China and Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, 650201, China.

Three new clerodane-type diterpene glycosides, (5R,6S,8R,9S,10R)-6-O-[β-D-glucopyranosyl-(1 → 4)-α-L-rhamnopyranosyl]cleroda-3,13(16),14-diene (1), (5R,6S,8R,9S,10R,13S)-6-O-[β-D-glucopyranosyl-(1 → 4)-α-L-rhamnopyranosyl]-2-ox-oneocleroda-3,13-dien-15-ol (2), (5R,6S,8R,9S,10R)-6-O-[β-D-glucopyranosyl-(1 → 4)-α-L-rhamnopyranosyl]-(13E)-2-oxoneocleroda-3,14-dien-13-ol (3), together with two known compounds 4 and 5 were isolated from Dicranopteris pedata. The structures of these compounds were elucidated by detailed spectroscopic analysis, and the absolute configuration of compound 2 was determined by ECD calculations. In addition, compound 1 exhibited weak inhibitory activities against SMMC-7721, MCF-7 and SW480. Read More

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Anti-phytopathogen terpenoid glycosides from the root bark of Chytranthus macrobotrys and Radlkofera calodendron.

Phytochemistry 2021 Aug 20;188:112797. Epub 2021 May 20.

PEPITE EA 4267, Laboratoire de Pharmacognosie, UFR des Sciences de Santé, Université de Bourgogne Franche-Comté, BP 87900, 21079, Dijon, Cedex, France.

Chytranthus macrobotrys and Radlkofera calodendron are two Sapindaceae characterized by a lack of phytochemical data. Both root barks from the two Sapindaceae species were processed by ethanol extraction followed by the isolation of their primary constituents by liquid chromatography. This process yielded four previously undescribed terpenoid glycosides together with eight known analogues. Read More

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Steroidal alkaloids isolated from Veratrum grandiflorum Loes. as novel Smoothened inhibitors with anti-proliferation effects on DAOY medulloblastoma cells.

Bioorg Med Chem 2021 Jun 21;39:116166. Epub 2021 Apr 21.

Key Laboratory of Neuropsychiatric Drug Research of Zhejiang Province, Institute of Materia Medica, Hangzhou Medical College, Hangzhou, Zhejiang 310013, China. Electronic address:

Constitutive activation of Hedgehog (Hh) pathway is intimately related with the occurrence and development of several malignancies, such as medulloblastoma (MB) and other tumors. Therefore, small molecular inhibitors of Hh pathway are urgently needed. In this study, three new steroidal alkaloids, ⊿ (20R, 24R) 23-oxo-24-methylsolacongetidine, ⊿ (20S, 24R) 23-oxo-24-methylsolacongetidine and veralinine 3-O-α-l-rhamnopyranosyl-(1 → 2)-β-D-glucopyranoside, together with six known alkaloids, 20-epi-verazine, verazine, protoverine 15-(l)-2'-methylbutyrate, jervine, veramarine and β1-chaconine, were isolated and determined from Veratrum grandiflorum Loes. Read More

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A novel acylated flavonol tetraglycoside and rare oleanane saponins with a unique acetal-linked dicarboxylic acid substituent from the xero-halophyte Bassia indica.

Fitoterapia 2021 Jul 20;152:104907. Epub 2021 Apr 20.

Department of Agro-environmental Sciences, Graduate School of Bioresources and Bioenvironmental Sciences, Kyushu University, Fukuoka 819-0395, Japan. Electronic address:

In recent years, the scientific interest and particularly the economic significance of halophytic plants has been highly demanding due to the medicinal and nutraceutical potential of its bioactive compounds. A xero-halophyte Bassia indica is deemed to be a very cheap source of natural entities without chemical or biological investigation. In this context, a new acylated flavonol tetraglycoside, kaempferol-3-O-β-d-glucopyranosyl-(1→6)-O-[β-D-galactopyranosyl-(1→3)-2-O-trans-feruloyl-α-L-rhamnopyranosyl-(1→2)]-β-D-glucopyranoside (14), together with rare occurring flavonol triglycoside, isorhamnetin-3-O-β-d-glucopyranosyl-(1→6)-O-[α-L-rhamnopyranosyl-(1→2)]-β-D-glucopyranoside (15), were isolated from the aqueous methanol extract of the aerial parts of B. Read More

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HPLC-ESI/MS profiling, phytoconstituent isolation and evaluation of renal function, oxidative stress and inflammation in gentamicin-induced nephrotoxicity in rats of Ficus spragueana Mildbr. & Burret.

Biomed Chromatogr 2021 Apr 5:e5135. Epub 2021 Apr 5.

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

Ficus spragueana Mildbr. & Burret (family Moraceae) was reported to have various biological activities. However, its activity in treatment of renal injury has not been investigated yet. Read More

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Laboratory and Field Evaluation of the Phytotoxic Activity of Gaertn Pulp Extract and Identification of a Phytotoxic Substance.

Molecules 2021 Mar 2;26(5). Epub 2021 Mar 2.

SFA Key Laboratory of Bamboo and Rattan Science and Technology, International Centre for Bamboo and Rattan, No. 8 Futong Dongdajie, Wangjing, Chaoyang District, Beijing 100102, China.

Interest in finding plant-based herbicides to supplement synthesized herbicides is increasing. Although the extract of Gaertn has been reported to have herbicidal activity, little is known about phytotoxic substances and their efficacy of weed control in the field. To identify phytotoxic substances, the bioassay-guided fractionation by column chromatography and high-speed counter-current chromatography (HSCCC) was carried out. Read More

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Preparative separation of five polyphenols from the fruits of Sorbus pohuashanensis Hedl. by high-speed counter-current chromatography.

J Chromatogr B Analyt Technol Biomed Life Sci 2021 May 5;1172:122620. Epub 2021 Mar 5.

School of Pharmaceutical Sciences, Liaoning University, Shenyang 110036, PR China; Natural Products Pharmaceutical Engineering Technology Research Center of Liaoning Province, Shenyang 110036, PR China. Electronic address:

The fruits of Sorbus pohuashanensis Hedl. (S. pohuashanensis) are rich in polyphenols with many beneficial effects such as anti-inflammatory, anti-tussive, anti-asthmatic and anti-cancer. Read More

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Compounds DRG and DAG, Two Phenol Glycosides, Inhibit TNF-α-stimulated Inflammatory Response through Blocking NF-kB/AKT/JNK Signaling Pathways in MH7A Cells.

Inflammation 2021 Mar 25. Epub 2021 Mar 25.

Research Center of Natural Resources of Chinese Medicinal Materials and Ethnic Medicine, Jiangxi University of Traditional Chinese Medicine, Nanchang, 330004, People's Republic of China.

Fourteen constituents were recently isolated from the roots of Dendropanax dentiger with cyclooxygenase-2 (COX-2) inhibitory effects. However, the effect of 14 constituents on rheumatoid arthritis (RA) and their action mechanism remain unclear. The study aimed to explore the anti-RA effect and potential mechanism of these constituents in tumor necrosis factor α (TNF-α)-stimulated human RA fibroblast-like synoviocytes (MH7A cells). Read More

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Manniosides B-F, five new triterpenoid saponins from the leaves of Schefflera mannii (Hook.f.) Harms.

Carbohydr Res 2021 Apr 1;502:108279. Epub 2021 Mar 1.

Department of Natural Products Chemistry, Graduate School of Pharmaceutical Sciences, Kyushu University, Fukuoka, 812-8582, Japan. Electronic address:

Fifteen triterpenoid saponins including five new compounds (Mannioside B: 3β-[(β-d-glucopyranosyl)oxy]urs-12-en-28-oic acid α-l-rhamnopyranosyl-(1 → 4)-β-d-glucopyranosyl-(1 → 6)-β-d-glucopyranosyl ester (1), mannioside C: 3β-[(β-d-glucopyranosyl)23-dioxy]urs-12-en-28-oic acid α-l-rhamnopyranosyl-(1 → 4)-β-d-glucopyranosyl-(1 → 6)-β-d-glucopyranosyl ester (2), mannioside D: 3β,23-dihydroxyurs-12-en-28-oic acid β-d-glucopyranosyl-(1 → 6)- β-d-glucopyranosyl ester (3), mannioside E: 3β-hydroxy-23-oxolup-20(29)-en-28-oic acid α-l-rhamnopyranosyl-(1 → 4)-β-d-glucopyranosyl-(1 → 6)-β-d-glucopyranosyl ester (4) and mannioside F: (22S)-27β-[(β-d-glucopyranosyl)oxy]-22-hydroxyprotosta-12,24-dien-3β-yl β-d-glucopyranoside (5)) were isolated from the leaves of Schefflera mannii (Hook.f.) Harms. Read More

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New Phenylpropanoid Glycosides from Illicium majus and Their Radical Scavenging Activities.

Chem Biodivers 2021 Apr 24;18(4):e2001012. Epub 2021 Mar 24.

School of Pharmaceutical Science, Zhengzhou University, Ke Xue Da Dao 100, Zhengzhou, 450001, P. R. China.

Chemical investigation of the ethanol extract of the branch and leaves of Illicium majus resulted in the isolation of four new phenylpropanoid glycosides (1-4) and one new phenolic glycoside (9), along with 13 known ones. Spectroscopic techniques were used to elucidate the structures of the new isolates such as 3-[(2R,3S)-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1-benzofuran-5-yl]propyl β-D-glucopyranoside (1), [(2R,3S)-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-5-(3-hydroxypropyl)-2,3-dihydro-1-benzofuran-3-yl]methyl 2-O-α-L-rhamnopyranosyl-β-D-glucopyranoside (2), [(2R,3S)-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-5-(3-hydroxypropyl)-2,3-dihydro-1-benzofuran-3-yl]methyl 2-O-α-L-rhamnopyranosyl-β-D-xylopyranoside (3), 3-[(2R,3S)-3-({[2-O-(4-O-acetyl-α-L-rhamnopyranosyl)-β-D-xylopyranosyl]oxy}methyl)-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydro-1-benzofuran-5-yl]propyl acetate (4), and 4-(2-hydroxyethyl)phenyl 3-O-β-D-glucopyranosyl-β-D-glucopyranoside (9). Free radical scavenging activities of the isolates were elucidated through the DPPH assay method. Read More

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Phytochemistry and Biological Activities of Iris Species Growing in Iraqi Kurdistan and Phenolic Constituents of the Traditional Plant .

Molecules 2021 Jan 7;26(2). Epub 2021 Jan 7.

Medical Analysis Department, Faculty of Science, Tishk International University, Erbil 44001, Kurdistan Region, Iraq.

A dozen species (Iridaceae) are considered traditional remedies in Kurdistan, especially for treating inflammations. Phytochemical studies are still scarce. The information reported in the literature about species growing in Kurdistan has been summarized in the first part of this paper, although, except for , investigations have been performed on vegetal samples collected in countries different from Kurdistan. Read More

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January 2021

β-Selective Glycosylation Using Axial-Rich and 2-O-Rhamnosylated Glucosyl Donors Controlled by the Protecting Pattern of the Second Sugar.

Chem Pharm Bull (Tokyo) 2021 ;69(1):124-140

School of Science and Technology, Kwansei Gakuin University.

Herein, we describe two counterexamples of the previously reported β/α-selectivity of 96/4 for glycosylation using ethyl 2-O-[2,3,4-tris-O-tert-butyldimethylsilyl (TBS)-α-L-rhamnopyranosyl]-3,4,6-tris-O-TBS-thio-β-D-glucopyranoside as the glycosyl donor. Furthermore, we investigated the effects of protecting group on the rhamnose moieties in the glycosylation with cholestanol and revealed that β-selectivity originated from the two TBS groups at the 3-O and 4-O positions of rhamnose. In contrast, the TBS group at the 2-O position of rhamnose hampered the β-selectivity. Read More

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Infraspecific Chemical Variability and Biological Activity of Casearia sylvestris from Different Brazilian Biomes.

Planta Med 2021 Feb 21;87(1-02):148-159. Epub 2020 Dec 21.

Institute of Chemistry, Department of Biochemistry and Organic Chemistry, São Paulo State University (UNESP), Araraquara/SP, Brazil.

is an outstanding representative of the genus. This representability comes from its distinctive chemical profile and pharmacological properties. This species is widespread from North to South America, occurring in all Brazilian biomes. Read More

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February 2021

Barrier protective functions of hederacolchiside-E against HMGB1-mediated septic responses.

Pharmacol Res 2021 01 24;163:105318. Epub 2020 Nov 24.

College of Pharmacy, CMRI, Research Institute of Pharmaceutical Sciences, BK21 Plus KNU Multi-Omics Based Creative Drug Research Team, Kyungpook National University, Daegu 41566, Republic of Korea. Electronic address:

The role of high mobility group box 1 (HMGB1) has been recognized as important, and suppression of HMGB1 release and restoration of vascular barrier integrity are regarded as potentially promising therapeutic strategies against sepsis. Hederacolchiside-E (HCE), namely 3-O-{α-L-rhamnopyranosyl (1→2)-[β-D-glucopyranosyl(1→4)]-α-L-arabinopyranosyl}-28-O-[α-L-rhamnopyranosyl (1→4)-β-D-glucopyranosyl(1→6)-β-D-glucopyranosyl ester, is a bidesmosidic oleanane saponin first isolated in 1970 from the leaves of Hedera colchica. We tested our hypothesis that HCE inhibits HMGB1-induced vascular hyperpermeability and thereby increases the survival of septic mouse model from suppression of HMGB1 release upon lipopolysaccharide (LPS)-stimulation. Read More

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January 2021

Flavonoids from Barnebydendron riedelii leaf extract mitigate thioacetamide-induced hepatic encephalopathy in rats: The interplay of NF-κB/IL-6 and Nrf2/HO-1 signaling pathways.

Bioorg Chem 2020 12 1;105:104444. Epub 2020 Nov 1.

Biochemistry Department, Faculty of Science, Ain Shams University, Cairo 11566, Egypt.

Phytochemical investigation of the butanol fraction (BUF) derived from the 70% aqueous methanolic leaf extract of Barnebydendron riedelii led to the isolation of three flavonoid glycosides; kaempferol-3-O-α-l-rhamnopyranosyl-(1 → 6)-β-d-glucopyranoside, quercetin-3-O-α-l-rhamnopyranosyl-(1 → 6)-β-d-galactopyranoside and quercetin-3-O-α-l-rhamnopyranosyl-(1 → 6)-β-d-glucopyranoside. Docking studies were fulfilled to validate the possible bio-properties of BUF toward nuclear factorkappa B (NF-κB) and nuclear factor erythroid 2-related factor 2 (Nrf2). The protective role of BUF against behavioral, biochemical, molecular, histopathological and immunohistochemical alterations in thioacetamide (TAA)-induced hepatic encephalopathy in rats was investigated. Read More

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December 2020

Studies on Bignoniaceae: Newbouldiosides D - F, Minor Phenylethanoid Glycosides from Newbouldia laevis, and New Flavonoids from Markhamia zanzibarica and Spathodea campanulata.

Planta Med 2020 Nov 6. Epub 2020 Nov 6.

Freie Universität Berlin, Institute of Pharmacy, Pharmaceutical Biology, Berlin, Germany.

Continued examination of the stem bark of afforded three minor phenylethanoid glycosides, designated as newbouldiosides D - F. Their structures were elucidated by spectroscopic methods as -(3,4-dihydroxyphenyl)ethyl 5--syringoyl---apiofuranosyloxy-(1 → 2)--[-L-rhamnopyranosyl-(1 → 3)]-6--E-sinapoyl--D-glucopyranoside, -(3,4-dihydroxyphenyl)ethyl -D-apiofuranosyloxy-(1 → 2)--[-L-rhamnopyranosyl-(1 → 3)]-6--E-sinapoyl--D-glucopyranoside, and -(3,4-dihydroxyphenyl)ethyl -D-apiofuranosyloxy-(1 → 2)---L-rhamnopyranosyl-(1 → 2)-6--E-sinapoyl---glucopyranoside, respectively. These metabolites are the first members possessing a sinapoyl structural element. Read More

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November 2020

Cardiac glycosides from the roots of Streblus asper Lour. and their apoptosis-inducing activities in A549 cells.

Phytochemistry 2021 Jan 30;181:112544. Epub 2020 Oct 30.

School of Traditional Chinese Pharmacy, China Pharmaceutical University, 24 Tongjiaxiang, Nanjing 210009, China; Jiangsu Food and Pharmaceutical Science College, Huaian, Jiangsu, 223003, China. Electronic address:

Phytochemical investigation of the roots of Streblus asper Lour. resulted in the isolation of six previously undescribed cardiac glycosides, designated 2'-de-O-methylstrebloside (1), cannogenol-3α-O-β-D-gluopyranosyl-(1 → 4)-6-deoxy -2,3-dimethoxyl-β-D-fucopyranoside (2), periplogenin-3-O-α-L-rhamnopyranosyl -(1 → 4)-6-deoxy-β-D-allopyranoside (3), 5-de-O-hydroxylstrebloside (4), 5βH-16β-hydroxylkamaloside (5), and 17S, 21R-21-hydroxylstrebloside (6), and three known analogues (7-9). The structures were elucidated using NMR spectroscopic techniques, mass spectrometry, and comparison of the spectroscopic data with previously reported data. Read More

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January 2021

Triterpenoid saponins from the herb Hylomecon japonica.

Phytochemistry 2021 Jan 22;181:112542. Epub 2020 Oct 22.

School of Pharmaceutical Sciences, Jilin University, Changchun, 130021, People's Republic of China. Electronic address:

Six undescribed triterpenoid saponins, named as hylomeconoside C-H, were isolated from the EtOH extract of Hylomecon japonica. On the basis of spectroscopic and chemical evidence, their structures were identified as 3-O-β-D-galactopyranosyl-(1 → 2)-β-D-glucuronopyranosyl gypsogenin 28-O-α-L-rhamnopyranosyl-(1 → 2)-β-L-arabinopyranoside; 3-O-β-D-galactopyranosyl-(1 → 2)-β-D-glucuronopyranosyl gypsogenin 28-O-β-D-xylopyranosyl-(1 → 4)-α-L-rhamnopyranosyl-(1 → 2)-β-L-arabinopyranoside; 3-O-β-D-galactopyranosyl-(1 → 2)-[α-L-arabinopyranosyl-(1 → 3)]-β-D-glucuronopyranosyl gypsogenin 28-O-β-D-glucopyranosyl-(1 → 3)-[β-D-xylopyranosyl-(1 → 4)]-α-L-rhamnopyranosyl-(1 → 2)-β-L-arabinopyranoside; 3-O-β-D-galactopyranosyl-(1 → 2)-β-D-glucuronopyranosyl gypsogenin 28-O-β-D-galactopyranosyl-(1 → 3)-[β-D-xylopyranosyl-(1 → 4)]-α-L-rhamnopyranosyl-(1 → 2)-β-D-fucopyranoside; 3-O-α-L-rhamnopyranosyl-(1 → 3)-[β-D-galactopyranosyl-(1 → 4)]-β-D-glucuronopyranosyl quillaic acid 28-O-β-D-galactopyranosyl-(1 → 3)-[β-D-xylopyranosyl-(1 → 4)]-α-L-rhamnopyranosyl-(1 → 2)-β-D-fucopyranoside; 3-O-α-L-rhamnopyranosyl-(1 → 3)-[β-D-galactopyranosyl-(1 → 4)]-β-D-glucuronopyranosyl quillaic acid 28-O-β-D-xylopyranosyl-(1 → 3)-β-D-xylopyranosyl-(1 → 4)-α-L-rhamnopyranosyl-(1 → 2)-β-D-quinovopyranoside. The 50% EtOH extract showed moderate inhibitory activity on the human cancer cell line HeLa, HepG-2, MCF-7, A549, K562 and TE-1. Read More

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January 2021

Cytotoxic triterpenoid saponins from .

Nat Prod Res 2020 Oct 15:1-8. Epub 2020 Oct 15.

College of Pharmaceutical Sciences, Southwest University, Chongqing, P.R. China.

Two new cycloartane glycosides, cycloatriosides A and B (), and a new oleanolic acid glycoside, thaliatrioside A (), along with known triterpenoids () were isolated from . The structures of the new compounds were established as 3---D-galactopyranosyl (20, 24 )-3,16,25,29-tetrahydroxy-20,24-epoxycycloartane-29-O--D-glucopyranoside (), 3---D-glucopyranosyl-(1→2)--arabinopyranosyl-3,22,30-trihydroxycycloart-24-en-21-oic acid -L-arabinopyranosyl-(1→6)--D-glucopyranoside () and 3--[-L-rhamnopyranosyl-(1→3)--D-xylopyranosyl-(1→3)--L-rhamnopyranosyl-(1→2)--L-arabinopyranosyl]-oleanolic acid 28---D-glucopyranosyl ester () on the basis of extensive NMR and HR-ESI-MS analyses, along with acid hydrolysis. Their cytotoxic activities against human lung cancer cells A549 and human breast cancer cells MDA-MB-231 were evaluated using MTT method. Read More

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October 2020

New caryophyllene-type sesquiterpene and flavonol tetraglycoside with sixteen known compounds from sword bean ().

Food Sci Biotechnol 2020 Oct 1;29(10):1343-1353. Epub 2020 Aug 1.

Department of Food Science and Technology, Chonnam National University, Gwangju, 61186 Republic of Korea.

Eighteen compounds including new caryophyllene-type sesquiterpene and flavonol tetraglycoside were purified and isolated from sword beans (). Two new compounds, (,1,7,9)-7-hydroxy-11,11-dimethyl-8-methylenebicyclo[7.2. Read More

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October 2020

Chemical Constituents from the Aerial Parts of and Their Protective Activities on Glutamate-Induced HT22 Cell Death.

J Nat Prod 2020 10 29;83(10):3149-3155. Epub 2020 Sep 29.

Herbal Medicine Resources Research Center, Korea Institute of Oriental Medicine (KIOM), Naju 58245, Republic of Korea.

A new phenolic glucoside, (7,9)-3-hydroxyavenalumic acid-3--[6'--()-caffeoyl]-β-d-glucopyranoside (), and three new acetylated flavone glycosides, acacetin-7--[β-d-glucopyranosyl(1″″→2″)-4‴--acetyl-α-l-rhamnopyranosyl(1‴→6″)]-β-d-glucopyranoside (), acacetin-7--[6″″--acetylβ-d-glucopyranosyl(1″″→2″)-3‴--acetyl-α-l-rhamnopyranosyl(1‴→6″)]-β-d-glucopyranoside (), and acacetin-7--[3″″,6″″-di--acetylβ-d-glucopyranosyl(1″″→2″)-4‴--acetyl-α-l-rhamnopyranosyl(1‴→6″)]-β-d-glucopyranoside (), as well as 34 known compounds (, , , and -) were isolated from the aerial parts of . The chemical structures of the new compounds were determined by spectroscopic/spectrometric data interpretation using NMR and HRESIMS. The neuroprotective effect of the isolated compounds was evaluated by a cell viability assay on HT22 murine hippocampal neuronal cells. Read More

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October 2020

Bioactive Diarylheptanoids from Alpinia coriandriodora.

Nat Prod Bioprospect 2021 Feb 9;11(1):63-72. Epub 2020 Sep 9.

Key Laboratory of Plant Resources Conservation and Sustainable Utilization, South China Botanical Garden, Chinese Academy of Sciences, Tianhe District, Xingke Road 723, Guangzhou, 510650, People's Republic of China.

Eight new diarylheptanoids, coriandralpinins A-H (1-8), were isolated from the rhizomes of Alpinia coriandriodora, an edible plant of the ginger family. Their structures, including the absolute configurations, were established by extensive spectroscopic analysis and ECD calculations. Compounds 1-8 have a 1,5-O-bridged diarylheptanoid structure featuring polyoxygenated aryl units. Read More

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February 2021

A new acetylated triterpene saponin from Agrostemma githago L. modulates gene delivery efficiently and shows a high cellular tolerance.

Int J Pharm 2020 Nov 27;589:119822. Epub 2020 Aug 27.

Institut für Pharmazie, Freie Universität Berlin, Königin-Luise-Str. 2+4, 14195 Berlin, Germany. Electronic address:

Transfection is the process to deliver nucleic acid into eukaryotic cells. Different transfection techniques already exist. However, they can be expensive and toxic toward subjected cells. Read More

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November 2020

Kaempferol separated from meal by high-speed countercurrent chromatography for antibacterial application.

Eur Food Res Technol 2020 Aug 9:1-15. Epub 2020 Aug 9.

School of Food Science and Engineering, South China Agricultural University, No. 483 Wushan Road, Wushan Street, Tianhe District, Guangzhou, 510000 China.

Natural biologically active substances have received continuous attention for the potentially beneficial health properties against chronic diseases. In this study, bacteriostatic active substance from meal, which is a major by-product of the oil processing industry, were extracted with continuous phase change extraction (CPCE) method and separated by HSCCC. Compared with traditional extraction methods, CPCE possessed higher extraction efficiency. Read More

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