7,006 results match your criteria Steroids[Journal]


Seed germination, respiratory processes and phosphatidic acid accumulation in Arabidopsis diacylglycerol kinase knockouts - The effect of brassinosteroid, brassinazole and salinity.

Steroids 2019 Apr 11. Epub 2019 Apr 11.

Department of the Molecular Mechanisms of Cell Metabolism Regulation, Kukhar Institute of Bioorganic Chemistry and Petrochemistry, The National Academy of Sciences of Ukraine, 02660, Murmanska str., 1, Kyiv, Ukraine. Electronic address:

Using Arabidopsis thaliana wild type (WT) plants and diacylglycerol kinase knockouts (single mutants - dgk3, dgk1, dgk6; double mutants - dgk3dgk7, dgk5dgk6, dgk1dgk2) we observed that the inhibitor of brassinosteroid (BR) biosynthesis, brassinazole (BRZ), drastically decreased germination of dgk mutants under salt stress, while BRZ co-administration with 24-epibrassinolide (EBL) partially improved germination rates. We also observed a statistically significant decrease in alternative and cytochrome respiratory pathways in response to BRZ treatment under salinity conditions. We showed that production of the lipid second messenger phosphatidic acid (PA) is impaired in dgk mutants in response to EBL treatment and inhibitor of diacylglycerol kinase (DGK) - R59022. Read More

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http://dx.doi.org/10.1016/j.steroids.2019.04.002DOI Listing

Regio- and stereoselective C-H functionalization of brassinosteroids.

Steroids 2019 Apr 2;146:92-98. Epub 2019 Apr 2.

Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, Kuprevich St., 5/2, 220141 Minsk, Belarus.

Late stage CH functionalization is a powerful tool for modification of natural compounds. Herein we report that the rhodium-catalyzed reaction of brassinosteroids with aryloxysulfonamides proceeds regio- and stereoselectively at C15 position. The derivative obtained from 24-epibrassinolide was easily transformed to the conjugate with a BODIPY dye bearing unaffected functional groups of the native brassinosteroid. Read More

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http://dx.doi.org/10.1016/j.steroids.2019.03.010DOI Listing
April 2019
3 Reads

Elucidation of the biosynthetic pathways of boldenone in the equine testis.

Steroids 2019 Apr 2;146:79-91. Epub 2019 Apr 2.

LGC, Fordham, Cambridgeshire, UK.

Boldenone is an anabolic-androgenic steroid that is prohibited in equine sports. Urine from the uncastrated male horse contains boldenone that is thought to be of endogenous origin and thus a threshold ('cut-off') concentration has been adopted internationally for free and conjugated boldenone to help distinguish cases of doping from its natural production. The testis is likely to be a source of boldenone. Read More

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https://linkinghub.elsevier.com/retrieve/pii/S0039128X193006
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http://dx.doi.org/10.1016/j.steroids.2019.03.011DOI Listing
April 2019
5 Reads

Concise synthesis of 2-methoxyestradiol from 17β-estradiol through the C(sp)-H hydroxylation.

Steroids 2019 Apr 2;146:99-103. Epub 2019 Apr 2.

School of Pharmaceutical Science, Zhengzhou University, Zhengzhou 450001, China; Collaborative Innovation Center of New of New Drug Research and Safety Evaluation, Zhengzhou 450001, China. Electronic address:

A four-step route for the synthesis of 2-methoxyestradiol (5) starting from 17β-estradiol (1) has been achieved with a 51% overall yield. The key step was the ruthenium-catalyzed ortho-C(sp)-H bond hydroxylation of aryl carbamates. Using dimethyl carbamate as the directing group, [RuCl(p-cymene)] as the catalyst, PhI(OAc) as the oxidant and trifluoroacetate/trifluoroacetic anhydride (1:1) as the co-solvent, the hydroxyl group could be singly installed at the 2-position of 3-dimethylcarbamoyloxyestradiol (2) with 65% yield. Read More

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https://linkinghub.elsevier.com/retrieve/pii/S0039128X193006
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http://dx.doi.org/10.1016/j.steroids.2019.03.013DOI Listing
April 2019
4 Reads

Synthesis and evaluation of novel D-ring substituted steroidal pyrazolines as potential anti-inflammatory agents.

Steroids 2019 Apr 2;146:70-78. Epub 2019 Apr 2.

Department of Pharmacology, Shantou University Medical College, Shantou 515041, Guangdong, China. Electronic address:

To identify new potential anti-inflammatory agents, a number of novel steroidal derivatives with nitrogen heterocyclic side chains 4a-4l were synthesized and evaluated for their anti-inflammatory effects in activated RAW 264.7 macrophage cells. The synthesis scheme involves two steps, Claisen-Schmidt condensation with the corresponding pregnenolone and aromatic aldehydes as the first step followed by nucleophilic addition of thiosemicarbazide across an α, β-unsaturated carbonyl as a later step. Read More

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http://dx.doi.org/10.1016/j.steroids.2019.03.012DOI Listing
April 2019
2 Reads

Clinical utility of an ultrasensitive urinary free cortisol assay by tandem mass spectrometry.

Steroids 2019 Apr 2;146:65-69. Epub 2019 Apr 2.

Department of Pathology, Stanford University School of Medicine, Palo Alto, CA, United States. Electronic address:

Background: 24 h urinary free cortisol measurement is a clinically important first-line screening test for Cushing's syndrome (CS). Tandem mass spectrometry (LC-MS/MS) assays have superior sensitivity and specificity compared to immunoassays. Our goal was to improve and validate a LC-MS/MS method to measure urinary free cortisol in both adult and pediatric patients and to characterize its clinical diagnostic performance of CS by chart review. Read More

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https://linkinghub.elsevier.com/retrieve/pii/S0039128X193006
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http://dx.doi.org/10.1016/j.steroids.2019.03.014DOI Listing
April 2019
2 Reads

Timosaponin AIII, a steroidal saponin, exhibits anti-tumor effect on taxol-resistant cells in vitro and in vivo.

Steroids 2019 Apr 2;146:57-64. Epub 2019 Apr 2.

Department of Natural Products Chemistry, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China; Key Laboratory of Computational Chemistry-Based Natural Antitumor Drug Research & Development, Liaoning Province, People's Republic of China. Electronic address:

Timosaponin AIII (TAIII), a steroidal saponin isolated from the rhizome of Anemarrhena asphodeloides, exerted cytotoxic effect in many cancer cell lines. However, the effect of TAIII on resistant tumor cancer cells was unclear. In this study, MTT assay showed that TAIII exhibited significant cytotoxicity against A549/Taxol and A2780/Taxol cells in vitro. Read More

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http://dx.doi.org/10.1016/j.steroids.2019.03.009DOI Listing
April 2019
2 Reads
2.639 Impact Factor

Acute estradiol treatment reduces skeletal muscle protein breakdown markers in early- but not late-postmenopausal women.

Steroids 2019 Mar 27;146:43-49. Epub 2019 Mar 27.

Department of Medicine, Division of Geriatric Medicine, University of Colorado Anschutz Medical Campus, Aurora, CO, USA; VA Eastern Colorado Health Care System, Geriatric Research Education and Clinical Center (GRECC), Denver, CO, USA. Electronic address:

Objectives: Menopause and decline in estradiol (E) may contribute to sarcopenia (i.e., age-related decline in muscle mass and strength) in women. Read More

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http://dx.doi.org/10.1016/j.steroids.2019.03.008DOI Listing
March 2019
3 Reads
2.639 Impact Factor

BPA disrupts the cardioprotection by 17β-oestradiol against ischemia/reperfusion injury in isolated guinea pig hearts.

Steroids 2019 Mar 20;146:50-56. Epub 2019 Mar 20.

Department of Pharmaceutical Toxicology, School of Pharmacy, China Medical University, Shenyang 110122, China. Electronic address:

Bisphenol A (BPA) is an environmental oestrogen or xenoestrogen (XEs). XEs represent a health risk due to their potential for endocrine disruption and ability to mimic estrogenic activity. The effects of BPA on isolated hearts under normal and ischemia/reperfusion (I/R) conditions were investigated for the first time, with a focus on the effects of BPA and 17β-oestradiol (E) co-administration on I/R injury. Read More

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http://dx.doi.org/10.1016/j.steroids.2019.03.006DOI Listing

The synthesis of 16-androstene sulfoconjugates from primary porcine Leydig cell culture.

Steroids 2019 Mar 20;146:14-20. Epub 2019 Mar 20.

Department of Animal Biosciences, University of Guelph, Guelph, Ontario N1G2W1, Canada. Electronic address:

Increased public interest in the welfare of pigs reared for pork production has led to an enhanced effort in finding alternatives to castration for controlling the unpleasant odour and flavour from heated pork products known as boar taint. The purpose of this study was to investigate the testicular metabolism of androstenone, one of the major components of boar taint. Leydig cells were isolated from mature boars and incubated with radiolabeled androstenone for 10 min, 1 h, 4 h, 8 h, and 12 h. Read More

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http://dx.doi.org/10.1016/j.steroids.2019.03.007DOI Listing

Metabolism of formestane in humans: Identification of urinary biomarkers for antidoping analysis.

Steroids 2019 Mar 20;146:34-42. Epub 2019 Mar 20.

Laboratorio Antidoping FMSI, Largo Onesti 1, 00197 Rome, Italy; Department of Experimental Medicine, "Sapienza" University of Rome, Viale Regina Elena, 291, 00161 Roma, Italy.

Formestane (4-hydroxyandrost-4-ene-3,17-dione, 4OH-AED) is an aromatase inhibitor prohibited in sports. In recent years, it has been demonstrated that it can also originate endogenously by the hydroxylation in C4 position of androstenedione. Thus, the use of isotope ratio mass spectrometry (IRMS) is mandatory according to the World Antidoping Agency (WADA) to discriminate endogenous from synthetic origin. Read More

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https://linkinghub.elsevier.com/retrieve/pii/S0039128X193005
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http://dx.doi.org/10.1016/j.steroids.2019.03.005DOI Listing
March 2019
2 Reads

Corrigendum to "Membrane-initiated nuclear trafficking of the glucocorticoid receptor in hypothalamic neurons" [Steroids 142 (2019) 55-64].

Steroids 2019 Mar 19. Epub 2019 Mar 19.

Department of Cell and Molecular Biology, Tulane University, New Orleans, LA, USA; Tulane Brain Institute, Tulane University, New Orleans, LA, USA. Electronic address:

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http://dx.doi.org/10.1016/j.steroids.2019.03.001DOI Listing

Expression of estrogen receptor alpha in developing brain, ovary and shell gland of Gallus gallus domesticus: Impact of stress and estrogen.

Steroids 2019 Mar 15;146:21-33. Epub 2019 Mar 15.

Department of Zoology, Dr. H. S. Gour University, Sagar, MP 470003, India. Electronic address:

Estrogen plays a central role in the control of reproductive behaviour and in the regulation of neuroendocrine system. To elucidate the mechanism by which it controls the stress-modulated functions, it is important to understand how estrogenic effects are mediated. The distribution of estrogen receptor alpha (ERα) protein in brain, ovary and shell gland of chickens has been investigated. Read More

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http://dx.doi.org/10.1016/j.steroids.2019.03.002DOI Listing

Synthesis, characterization and antiproliferative activity of seco analogues of brassinosteroids.

Steroids 2019 Mar 16;146:1-13. Epub 2019 Mar 16.

Laboratory of Growth Regulators, The Czech Academy of Sciences, Institute of Experimental Botany & Palacký University, Šlechtitelů 27, CZ-78371 Olomouc, Czech Republic.

Synthesis and structure-activity relationship analysis of a two groups of 2,3-seco analogues of brassinosteroids (BRs) were performed to examine their antiproliferative activities. Two steroid skeletons were chosen for the preparation of seco analogues - cholestane and stigmastane. The synthetic strategy consists of multistep reactions and detailed analysis of compounds prepared. Read More

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http://dx.doi.org/10.1016/j.steroids.2019.03.004DOI Listing

Design and synthesis of novel steroidal imidazoles as dual inhibitors of AR/CYP17 for the treatment of prostate cancer.

Steroids 2019 Mar 15. Epub 2019 Mar 15.

Jiangsu Key Laboratory of Drug Design and Optimization, China Pharmaceutical University, 24 Tongjiaxiang, Nanjing 210009, PR China. Electronic address:

Both AR and CYP17 are important targets for blocking androgen signaling, and it has been accepted that multifunctional drugs have a low risk of drug resistance in the treatment of cancer. Thus, herein a series of steroidal imidazoles were designed, synthesized and evaluated as dual AR/CYP17 ligands. Several compounds displayed good biological profiles in both enzymatic and cellular assays. Read More

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http://dx.doi.org/10.1016/j.steroids.2019.03.003DOI Listing

Upregulated cyclin B1/CDK1 mediates apoptosis following 2-methoxyestradiol-induced mitotic catastrophe: Role of Bcl-X phosphorylation.

Steroids 2019 Feb 22. Epub 2019 Feb 22.

School of Life and Health Sciences and School of Science and Engineering, The Chinese University of Hong Kong, Shenzhen, Guangdong 518172, China. Electronic address:

2-Methoxyestradiol is an endogenous nonpolar metabolite of 17β-estradiol with a strong antitubulin activity. Earlier we showed that 2-methoxyestradiol increases the level and activity of cyclin B1/CDK1, which subsequently induces mitotic prometaphase arrest. In the present study, we demonstrate that upregulation of cyclin B1/CDK1 is responsible for the increased phosphorylation of the anti-apoptotic proteins Bcl-2 and Bcl-X in 2-methoxyestradiol-induced, mitotically-arrested cancer cells. Read More

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https://linkinghub.elsevier.com/retrieve/pii/S0039128X193004
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http://dx.doi.org/10.1016/j.steroids.2019.02.014DOI Listing
February 2019
2 Reads

Design and synthesis of fluorescently labeled steroidal antiestrogens.

Steroids 2019 May 21;145:39-46. Epub 2019 Feb 21.

Department of Chemistry and Chemical Biology, Northeastern University, Boston, MA 02115, United States.

A set of derivatives of 11β-(4-oxyphenyl)estradiol were prepared as potential fluorescent imaging agents for the evaluation of the estrogen receptor. The compounds were designed based on the established affinity and selectivity of 11β-[4-(dimethylethoxy)phenyl]estradiol (RU39411) as an estrogen receptor (ER) antagonist. The 5-(dimethylamino) naphathalene-1-sulfonyl (dansyl) and 7-nitrobenzo[c][1,2,5] oxadiaol-4-yl (NBD) moieties were selected based on their fluorescent and physicochemical properties. Read More

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http://dx.doi.org/10.1016/j.steroids.2019.02.013DOI Listing
May 2019
3 Reads

International Conference on Rapid Responses to Steroid Hormones.

Steroids 2019 Feb;142

Former Executive Vice President for Medical Affairs, VCU Health System, and Dean, Virginia Commonwealth University School of Medicine.

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http://dx.doi.org/10.1016/j.steroids.2019.01.007DOI Listing
February 2019

Trace analysis of estrogens in milk samples by molecularly imprinted solid phase extraction with genistein as a dummy template molecule and high-performance liquid chromatography-tandem mass spectrometry.

Steroids 2019 May 15;145:23-31. Epub 2019 Feb 15.

SCIEX, Shanghai 200335, China.

Dummy molecularly imprinted polymer microspheres (DMIPMS) towards estrogens were synthesized by Pickering emulsion polymerization employing genistein (GEN) as a dummy template molecule. The FTIR analysis indicated the successful preparation of the imprinted polymers, and the characterization results of scanning electron microscopy and nitrogen adsorption desorption measurement indicated that the obtained DMIPMS are in possess of regular spherical shapes, porous structures and narrow diameter distribution, a BET surface area of 402.74 m g, a total pore volume of 0. Read More

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http://dx.doi.org/10.1016/j.steroids.2019.02.010DOI Listing

Novel antimicrobial agents' discovery among the steroid derivatives.

Steroids 2019 Apr 15;144:52-65. Epub 2019 Feb 15.

Mycological Laboratory, Department of Plant Physiology, Institute for Biological Research, Siniša Stanković, University of Belgrade, Bulevar Despota Stefana, Serbia.

Fourteen steroid compounds were in silico evaluated using computer program PASS as antimicrobial agents. The experimental studies evaluation revealed that all compounds have good antibacterial activity with MIC at range of 0.003-0. Read More

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http://dx.doi.org/10.1016/j.steroids.2019.02.012DOI Listing
April 2019
5 Reads
2.639 Impact Factor

Effect of testosterone cypionate and stanozolol on the heart of young trained mice: A morphometric study.

Steroids 2019 May 15;145:19-22. Epub 2019 Feb 15.

Institute of Biomedical Sciences, Department of Anatomy, Federal University of Alfenas, Alfenas, Brazil. Electronic address:

Testosterone cypionate and Stanozolol are Anabolic-Androgenic Steroids (AAS) which are synthetic substances that possess functions similar to testosterone. The use of these substances has increased considerably among youngsters and sports practitioners aiming better performance of with aesthetic purposes. The major concern is the effects caused by the inappropriate use of the substances, such as hypertension, myocardial ischemia, and left ventricle hypertrophy. Read More

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http://dx.doi.org/10.1016/j.steroids.2019.02.011DOI Listing
May 2019
2 Reads

Immunomodulatory effects of progesterone and selective ligands of membrane progesterone receptors.

Steroids 2019 May 10;145:5-18. Epub 2019 Feb 10.

Faculty of Biology, Lomonosov Moscow State University, Moscow 119991, Russia. Electronic address:

Progesterone (P4) and its analogues regulate various reproductive processes, such as ovulation, implantation, pregnancy maintenance and delivery. In these processes, an important role is played by the immune cells recruited to the female reproductive organs and tissues, where they are exposed to the action of P4. Progestins regulate cellular processes, acting through nuclear steroid receptors (nSRs), membrane P4 receptors (mPRs), and through the sensors. Read More

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http://dx.doi.org/10.1016/j.steroids.2019.02.009DOI Listing
May 2019
1 Read

Biotransformation into 11α-hydroxyprogesterone glucosides by glucosyltransferase.

Steroids 2019 May 10;145:32-38. Epub 2019 Feb 10.

Department of Pharmaceutical Engineering and Biotechnology, Sun Moon University, 70 Sunmoon-ro 221, Tangjeong-myeon, Asan-si, Chungnam 31460, Republic of Korea; Genome-based BioIT Convergence Institute, 70 Sunmoon-ro 221, Tangjeong-myeon, Asan-si, Chungnam 31460, Republic of Korea; Department of Life Science and Biochemical Engineering, Sun Moon University, 70 Sunmoon-ro 221, Tangjeong-myeon, Asan-si, Chungnam 31460, Republic of Korea. Electronic address:

Recently, studies on the steroidal hormone activity in the brain have attracted attention, and the influences of the varied glucosides and their artificial derivatives have been discussed; additionally, it has been suggested that glucosides are the synthetic precursors of glucuronide as a label molecule. However, glucosides are formed with 11α-hydroxyprogesterone (1), which is important as a blood pressure regulator, but anti-androgen activity remains unknown. Using UDP-glucosyltransferase, glucoside synthesis was successful in linking β-d-glucopyranose and β-d-laminaribiose to 11α oxygen of 1 at a high conversion ratio, and full assignment structure was analyzed for the two glucosides by high-resolution quadrupole-time flight electrospray ionization-mass spectrometry, 1D (H and C) NMR and 2D (COSY, ROESY, HSQC-DEPT and HMQC) NMR. Read More

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http://dx.doi.org/10.1016/j.steroids.2019.02.008DOI Listing

Severe forms of complete androgen insensitivity syndrome caused by a p.Q65X novel mutation in androgen receptor: Clinical manifestations, imaging findings and molecular genetics.

Steroids 2019 Apr 8;144:47-51. Epub 2019 Feb 8.

Children Inherited Metabolism and Endocrine Department, Guangdong Women and Children Hospital, No. 521 XingNan Road, Panyu District, Guangzhou, Guangdong 511400, PR China.

Androgen insensitivity syndrome (AIS), a rare X-linked recessive genetic disorder with a normal 46, XY karyotype, is caused by defect of androgen receptor gene (AR) leading to resistance of the target tissues to androgenic hormones. There is a wide spectrum of clinical presentations of AIS, ranging from male infertility, hypospadias to completely normal female external genitalia. Here, we describe a 15-year old, phenotypically female individual, who visited our clinic for primary amenorrhea. Read More

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http://dx.doi.org/10.1016/j.steroids.2019.02.007DOI Listing
April 2019
2 Reads

Induced production of steroids by co-cultivation of two endophytes from Mahonia fortunei.

Steroids 2019 May 6;145:1-4. Epub 2019 Feb 6.

Department of Natural Medicinal Chemistry and Pharmacognosy, School of Pharmacy, Qingdao University, Qingdao 266021, People's Republic of China; Department of Natural Product Chemistry, Key Laboratory of Chemical Biology of Ministry of Education, School of Pharmaceutical Sciences, Shandong University, Jinan 250012, People's Republic of China. Electronic address:

A new ergosterol derivative, 23R-hydroxy-(20Z,24R)-ergosta-4,6,8(14),20(22)-tetraen-3-one (1), and a biosynthetically related known compound, (22E,24R)-ergosta-4,6,8(14),22-tetraen-3-one (2), were isolated from the co-culture between endophytic fungus Pleosporales sp. F46 and endophytic bacterium Bacillus wiedmannii Com1 both inhibiting in the medicinal plant Mahonia fortunei. The structure of the new compound 1 was determined by extensive spectroscopic analysis using HRMS and NMR, together with the modified Mosher's ester method. Read More

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http://dx.doi.org/10.1016/j.steroids.2019.02.005DOI Listing
May 2019
1 Read

Synthesis of benzoylbenzamide derivatives of 17α-E-vinyl estradiol and evaluation as ligands for the estrogen receptor-α ligand binding domain.

Steroids 2019 Apr 6;144:15-20. Epub 2019 Feb 6.

Department of Obstetrics and Gynecology, Yale University School of Medicine, New Haven, CT 06520, United States.

A series consisting of substituted benzoylbenzamide derivatives of 17α-E-vinyl estradiol 6a-i and 7a-d was prepared in good overall yields from the corresponding novel iodinated benzoylbenzamide precursors using Pd(0)-catalyzed Stille coupling. Biological evaluation using competitive binding assays indicated that all compounds were effective ligands for the ERα- and ERβ-LBD (RBA = 0.5-10. Read More

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http://dx.doi.org/10.1016/j.steroids.2019.02.003DOI Listing
April 2019
1 Read

Review of fluorescent steroidal ligands for the estrogen receptor 1995-2018.

Steroids 2019 Apr 6;144:30-46. Epub 2019 Feb 6.

Department of Chemistry and Chemical Biology, Northeastern University, 360 Huntington Avenue, Boston MA02115-5000, United States. Electronic address:

The development of fluorescent ligands for the estrogen receptor (ER) continues to be of interest. Over the past 20 years, most efforts have focused on appending an expanding variety of fluorophores to the B-, C- and D-rings of the steroidal scaffold. This review highlights the synthesis and evaluation of derivatives substituted primarily at the 6-, 7α- and 17α-positions, culminating with our recent work on 11β-substituted estradiols, and proposes an approach to new fluorescent imaging agents that retain high ER affinity. Read More

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http://dx.doi.org/10.1016/j.steroids.2019.02.002DOI Listing
April 2019
1 Read

WITHDRAWN: Sex differences in glucocorticoids-induced anabolic effects on energy balance.

Steroids 2019 Feb 7. Epub 2019 Feb 7.

State University of Londrina-UEL, Brazil.

This article has been withdrawn: please see Elsevier Policy on Article Withdrawal (http://www.elsevier.com/locate/withdrawalpolicy). Read More

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https://linkinghub.elsevier.com/retrieve/pii/S0039128X193002
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http://dx.doi.org/10.1016/j.steroids.2019.02.006DOI Listing
February 2019
11 Reads

Synthesis of steroidal 1,2- and 1,3-diamines as ligands for transition metal ion complexation.

Steroids 2019 Feb 6. Epub 2019 Feb 6.

Institute of Chemistry, University of Bialystok, K. Ciolkowskiego 1K, 15-245 Bialystok, Poland.

Two series of cholestane-based diamines (1,2 and 1,3) were synthesized using simple and efficient procedures. The convenient substrates for these syntheses were cholesteryl mesylate and tosylate, which were converted to appropriate amines via easily obtained azides. The final diamines were prepared using a substitution reaction with bromoacetonitrile (in the case of 1,2-diamines) or condensation with acrylonitrile (in the case of 1,3-diamines), followed by the reduction of intermediate aminonitriles. Read More

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http://dx.doi.org/10.1016/j.steroids.2019.02.001DOI Listing
February 2019

Molecular modelling predicts that 2-methoxyestradiol disrupts HIF function by binding to the PAS-B domain.

Steroids 2019 Apr 6;144:21-29. Epub 2019 Feb 6.

Institute for Maternal and Child Research (IDIMI), School of Medicine, University of Chile, Avenida Santa Rosa 1234, 8360160 Santiago-Centro, Santiago, Chile; Department of Obstetrics and Gynecology, School of Medicine, San Borja-Arriaran Clinical Hospital, University of Chile, Avenida Santa Rosa 1234, 8360160 Santiago-Centro, Santiago, Chile. Electronic address:

An estradiol metabolite, 2-methoxyestradiol (2ME), has emerged as an important regulator of ovarian physiology. 2ME is recognized as a potent anti-angiogenic agent in clinical trials and laboratory studies. However, little is known about its molecular actions and its endogenous targets. Read More

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http://dx.doi.org/10.1016/j.steroids.2019.02.004DOI Listing
April 2019
6 Reads

Membrane androgen receptors (OXER1, GPRC6A AND ZIP9) in prostate and breast cancer: A comparative study of their expression.

Steroids 2019 Feb 29;142:100-108. Epub 2019 Jan 29.

Laboratory of Experimental Endocrinology, University of Crete, School of Medicine, Heraklion 71013, Greece. Electronic address:

Accumulating evidence during the last decades revealed that androgens exert membrane-initiated actions leading to the modulation of significant cellular processes, important for cancer cell growth and metastasis (including prostate and breast), that involve signaling via specific kinases. Collectively, many nonclassical, cell surface-initiated androgen actions are mediated by novel membrane androgen receptors (mARs), unrelated to nuclear androgen receptors. Recently, our group identified the G protein coupled oxo-eicosanoid receptor 1 (OXER1) (a receptor of the arachidonic acid metabolite, 5-oxoeicosatetraenoic acid, 5-oxoETE) as a novel mAR involved in the rapid effects of androgens. Read More

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http://dx.doi.org/10.1016/j.steroids.2019.01.006DOI Listing
February 2019

Estrogen metabolism pathways in preeclampsia and normal pregnancy.

Steroids 2019 Apr 25;144:8-14. Epub 2019 Jan 25.

Division of Cancer Epidemiology and Genetics, National Cancer Institute, National Institutes of Health, Department of Health and Human Services, Rockville, MD, United States.

Background: Experimental studies suggest that shallow uterine cytotrophoblastic invasion in preeclampsia may be associated with alterations in estrogen metabolism. The objective of this study was to examine the association of parent estrogens and their metabolites between preeclamptics and normotensive controls at three time points during pregnancy. Methods Parent estrogens and their metabolites were measured in urine by high-performance liquid chromatography-tandem mass spectrometry in 66 singleton preeclampsia cases and 137 matched controls. Read More

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http://dx.doi.org/10.1016/j.steroids.2019.01.005DOI Listing
April 2019
14 Reads

Alpha lipoic acid protects against dexamethasone-induced metabolic abnormalities via APPL1 and PGC-1 α up regulation.

Steroids 2019 Apr 24;144:1-7. Epub 2019 Jan 24.

Department of Biochemistry, Faculty of Medicine, Cairo University, Egypt.

Background: Glucocorticoids (GCs) have various uses in the medicine in different specialties. However, GCs administration is usually accompanying with multiple side effects such as hyperglycemia and hyperlipidemia. Alpha lipoic acid (ALA) has been documented to posse anti-diabetic properties. Read More

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http://dx.doi.org/10.1016/j.steroids.2019.01.004DOI Listing
April 2019
1 Read

Expression of aromatase and synthesis of sex steroid hormones in skeletal muscle following exercise training in ovariectomized rats.

Steroids 2019 Mar 18;143:91-96. Epub 2019 Jan 18.

Department of Neuroscience and Regenerative Medicine, Medical College of Georgia, Augusta University, 1120 15th Street, Augusta, GA 30912, USA.

Age-related muscle wasting (sarcopenia) is accompanied by a decrease in estrogen levels which can compromise the health of aging women. Recent studies have shown that the key enzyme of estrogen synthesis (aromatase) is detected in the skeletal muscle. The purpose of this study was to investigate the effects of exercise on the expression of aromatase and the synthesis of sex steroid hormones in skeletal muscle following exercise training. Read More

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http://dx.doi.org/10.1016/j.steroids.2019.01.003DOI Listing
March 2019
3 Reads

Ile351, Leu355 and Ile461 residues are essential for catalytic activity of bovine cytochrome P450scc (CYP11A1).

Steroids 2019 Mar 11;143:80-90. Epub 2019 Jan 11.

Institute of Protein Research, Russian Academy of Sciences, Pushchino, Moscow Region 142290, Russia. Electronic address:

Cytochrome P450scc (CYP11A1) is a mammalian mitochondrial enzyme which catalyzes cholesterol side chain cleavage to form pregnenolone. Along with cholesterol, some other steroids including sterols with a branched side chain like β-sitosterol are the substrates for the enzyme, but the activity towards β-sitosterol is rather low. Modification of the catalytic site conformation could provide more effective β-sitosterol bioconversion by the enzyme. Read More

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http://dx.doi.org/10.1016/j.steroids.2019.01.002DOI Listing
March 2019
3 Reads

Characterization of a highly specific monoclonal antibody against human aldo-keto reductase AKR1C3.

Steroids 2019 Mar 11;143:73-79. Epub 2019 Jan 11.

School of Pharmaceutical Sciences, Sun Yat-Sen University, Guangzhou 510006, China. Electronic address:

Human aldo-keto reductase AKR1C3 (type 2 3α-hydroxysteroid dehydrogenase/type 5 17β-hydroxysteroid dehydrogenase) is involved in testosterone and estrogen metabolism. AKR1C3 expression is relatively low in most tissues and high in prostate and mammary glands in regulating androgen and estrogen levels. However, in many cancers, overexpression of AKR1C3 was observed, thus prompting the development of therapeutics targeting AKR1C3. Read More

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http://dx.doi.org/10.1016/j.steroids.2019.01.001DOI Listing
March 2019
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Establishment of reference intervals for serum concentrations of androstanediol glucuronide by a newly developed LC-MS/MS method.

Steroids 2019 Mar 6;143:62-66. Epub 2019 Jan 6.

Department of Clinical Chemistry, University of Liège, CHU Sart-Tilman, Liège, Belgium.

Background: Androstanediol glucuronide is linked to a range of disorders of peripheral androgen formation and action, such as in hirsutism and acne. Nowadays its accurate quantification is still challenging and there are just a few LC-MS/MS methods available. Besides, their reference intervals for normal European populations by LC-MS/MS, including prepubertal and pubertal children, have not been reported yet. Read More

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http://dx.doi.org/10.1016/j.steroids.2018.12.008DOI Listing
March 2019
3 Reads

Biotransformation of progestonic hormone dydrogesterone with Macrophomina phaseolina, and study of the effect of biotransformed products on phagocytes oxidative burst.

Steroids 2019 Mar 6;143:67-72. Epub 2019 Jan 6.

H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan; Dr. Panjwani Center for Molecular Medicine and Drug Research, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan; Department of Biochemistry, Faculty of Science, King Abdulaziz University, Jeddah 21412, Saudi Arabia. Electronic address:

Biotransformation of a synthetic progestonic hormone dydrogesterone (1), CHO, with a plant pathogenic fungus Macrophomina phaseolina yielded two new 2 and 3, and a known 4 metabolites. These analogues were identified as, 3β,11α-dihydroxy-5β,9β,10α-pregna-7-ene-6,20-dione (2), 15β-hydroxy-9β,10α-pregna-4,6-diene-3,20-dione (3), and 8α-hydroxy-9β,10α-pregna-4,6-diene-3,20-dione (4). Major structural changes were observed in metabolite 2. Read More

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http://dx.doi.org/10.1016/j.steroids.2018.12.009DOI Listing
March 2019
1 Read

Research on isoprenoids is of great relevance to human life.

Steroids 2019 Jan 4. Epub 2019 Jan 4.

Institute of Chemistry, University of Bialystok, PL 15-245 Białystok, Poland. Electronic address:

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http://dx.doi.org/10.1016/j.steroids.2018.12.006DOI Listing
January 2019
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Design, synthesis and antitumor activity of steroidal pyridine derivatives based on molecular docking.

Steroids 2019 Mar 25;143:53-61. Epub 2018 Dec 25.

College of Chemistry and Chemical Engineering, Guangxi University for Nationalities, Nanning 530006, China; Key Laboratory of Development and Application of Forest Chemicals of Guangxi, Nanning 530006, China. Electronic address:

With steroid as a carrier nucleus and introducing a pyridine heterocycle as a pharmacophore on the D ring, a series of steroidal pyridine derivatives were designed and studied for their antitumor activity by molecular docking software. The compounds were synthesized as small molecule inhibitors and studied as anticancer agents. The synthesis of the analogs was performed in a one-pot multi-component reaction and the corresponding compounds were screened in vitro for their antitumor activity. Read More

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http://dx.doi.org/10.1016/j.steroids.2018.12.007DOI Listing
March 2019
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Structural analysis of 25-hydroxycholesterol stereoisomers differing in configuration in position 17 and 20, by three-dimensional NMR spectra.

Steroids 2019 Mar 22;143:49-52. Epub 2018 Dec 22.

Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland.

The application of 3D NMR experiments and DFT calculations enabled the structure investigation of C-17 epimer of 3-(25-hydroxycholest-5-enyl) acetate is presented. The H-17 and H-20 protons features the same values of H chemical shift, what causes that the structure elucidation require additional resolution enabled by 3D NMR experiments. The NMR experiments and theoretical calculations allowed for: the resonance assignment (3D COSY-HMBC and 3D TOCSY-HSQC techniques), the prediction of spatial structure (3D NOESY-HSQC and 3D ROESY-HSQC experiments), and the precise measurement of heteronuclear coupling constants (3D HSQC-TOCSY spectra with E. Read More

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http://dx.doi.org/10.1016/j.steroids.2018.12.005DOI Listing
March 2019
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First report of a lactonic disecosteroid from the buccinid gastropod Babylonia spirata.

Steroids 2019 Mar 17;143:41-48. Epub 2018 Dec 17.

Marine Biotechnology Division, Central Marine Fisheries Research Institute, Ernakulam North, P.B. No. 1603, Cochin, India.

A lactonic steroid with an unprecedented 1, 10: 8, 9-disecoergostane framework was identified from the ethyl acetate-methanol extract of buccinid gastropod mollusk, Babylonia spirata collected from the southwestern coast of Indian peninsular region. The compound was characterized as 1, 10: 8, 9-disecoergosta-8-en-A-homo-6a-oxa-1-one by exhaustive spectroscopic methods including two-dimensional nuclear magnetic resonance and mass spectroscopic investigations. The disecosteroid displayed moderate carbolytic enzyme inhibition activity as distinguished by its inhibitive effects against α-amylase and α-glucosidase (IC 0. Read More

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http://dx.doi.org/10.1016/j.steroids.2018.12.004DOI Listing
March 2019
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Cholesterol biosensors: A review.

Steroids 2019 Mar 10;143:6-17. Epub 2018 Dec 10.

Department of Biotechnology, Deen Bandhu Chhotu Ram University of Science and Technology, Murthal, Sonipat, India.

Cholesterol is the most important sterol synthesized by most of the human cells majorly in the liver. It is a necessary constituent of cell membranes, it acts as a precursor for the synthesis of steroid hormones, vitamin D, and bile acids. Cholesterol is transported in plasma primarily in the form of low-density lipoproteins (LDL), the principal route for its removal from tissues to the liver is in high-density lipoproteins (HDL), followed by excretion in the bile. Read More

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http://dx.doi.org/10.1016/j.steroids.2018.12.003DOI Listing
March 2019
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Cytotoxic epimeric ginsenosides from the flower buds of Panax ginseng.

Steroids 2019 Mar 10;143:1-5. Epub 2018 Dec 10.

College of Life Science, Dalian Minzu University, Dalian 116600, People's Republic of China. Electronic address:

Three pairs of ginsenoside epimers, including three new compounds (2, 3 and 5), were isolated from the flower buds of Panax ginseng. The structures of the isolated compounds were elucidated on the basis of considerable spectroscopic analyses and comparison with the reported data. All six compounds were evaluated for their cytotoxicties against three human cancer cell lines, HL-60, MGC80-3 and Hep-G2. Read More

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https://linkinghub.elsevier.com/retrieve/pii/S0039128X183022
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http://dx.doi.org/10.1016/j.steroids.2018.12.002DOI Listing
March 2019
11 Reads
2.639 Impact Factor

Ontogenesis of human fetal testicular steroidogenesis at early gestational age.

Steroids 2019 01 4;141:96-103. Epub 2018 Dec 4.

Department of Women's and Children's Health, Pediatric Endocrinology Unit, Karolinska Institute & University Hospital, Stockholm, Sweden. Electronic address:

The onset of steroidogenesis in human fetal testes (HFT) during the first trimester is poorly investigated. One important unresolved question is the ontogeny of steroidogenic enzymes and formation of steroidogenic pathways in the HFT at early pregnancy. Our aim was to explore steroidogenesis, the expression of steroidogenic enzymes and their maturation in the HFT at gestational weeks (GW) 8-12. Read More

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http://dx.doi.org/10.1016/j.steroids.2018.12.001DOI Listing
January 2019
2 Reads

Design, synthesis and anti-tumor evaluation of novel steroidal glycoconjugate with furoxan derivatives.

Steroids 2019 01 3;141:81-95. Epub 2018 Dec 3.

Department of Medicinal Chemistry, School of Pharmacy, Fudan University, Shanghai 201203, China. Electronic address:

In this study, eighteen novel steroidal-furoxan derivatives with 3-glycosyl or 3-methoxy moiety (12a-c, 13a-c, 17a-c, 26a-c, 27a-c and 28a-c) were synthesized and their anti-proliferative activity was evaluated against eight drug-sensitive and three drug-resistant cancer cell lines HeLa, A2780, LNCaP, PC-3, MDA-MB-231, MCF-7, SW480, A549, MCF-7/ADR, A2780/CDDP and A2780/T. Most of them displayed significant anti-cancer potency in vitro with IC values at the nanomole level. Among them, 3-methoxy steroidal-furoxan hybrids expressed much better activity than that of 3-glycosyl substitute ones, while estrane and 5α-H-androstane scaffold were slightly more favorable to the improvement of anti-proliferative activity. Read More

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https://linkinghub.elsevier.com/retrieve/pii/S0039128X183022
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http://dx.doi.org/10.1016/j.steroids.2018.11.018DOI Listing
January 2019
19 Reads

Impact of the UGT2B17 polymorphism on the steroid profile. Results of a crossover clinical trial in athletes submitted to testosterone administration.

Steroids 2019 01 29;141:104-113. Epub 2018 Nov 29.

Preventive Medicine Service, Hospital Clínico San Carlos, Instituto de Investigación Sanitaria IdISSC, Hospital Clínico San Carlos, Madrid, Spain.

This article studies the genetic influence of polymorphism of the UGT2B17 gen on the urinary steroid profile and its implications for the anti-doping field. The study presents the results of a triple-blind randomized placebo-controlled crossover trial with healthy athletes submitted to a single dose of 250 mg of testosterone cypionate. Forty urine samples were collected from each participant. Read More

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http://dx.doi.org/10.1016/j.steroids.2018.11.009DOI Listing
January 2019
3 Reads

Steroid hormone calcitriol and its analog tacalcitol inhibit miR-125b expression in a human breast cancer MCF-7 cell line.

Steroids 2019 01 29;141:70-75. Epub 2018 Nov 29.

Laboratory of Experimental Anticancer Therapy, Hirszfeld Institute of Immunology and Experimental Therapy, Polish Academy of Sciences, 12 R. Weigla Street, 53-114 Wroclaw, Poland. Electronic address:

MiR-125b belongs to the class of microRNAs, which are short endogenous non-coding RNAs that negatively regulate gene expression at the post-transcriptional level. Recently, it was reported that miR-125b was found to promote migration and invasion of MCF-7 cells and was involved in chemotherapeutic resistance. Decreasing miR-125b expression would have potential therapeutic significance in preventing dissemination of breast cancer cells. Read More

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http://dx.doi.org/10.1016/j.steroids.2018.11.014DOI Listing
January 2019
2 Reads

Screening, preparation and characterization of diosgenin versatile solvates.

Steroids 2019 Mar 1;143:18-24. Epub 2018 Dec 1.

Beijing Key Laboratory of Polymorphic Drugs, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China. Electronic address:

Solvatomorphism occurred in diosgenin solvates. A series of solvates including DMSO, DMF, DMAC, Methanol of diosgenin were obtained and crystallized in order to compare their structures and properties in the solid state. Single-crystal X-ray diffraction was used to analyze the crystal structures and the solvent types and the stoichiometric ratio of the diosgenin solvates. Read More

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http://dx.doi.org/10.1016/j.steroids.2018.11.016DOI Listing
March 2019
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Synthesis of steroid bisglucuronide and sulfate glucuronide reference materials: Unearthing neglected treasures of steroid metabolism.

Steroids 2019 Mar 1;143:25-40. Epub 2018 Dec 1.

Research School of Chemistry, Australian National University, Canberra, ACT 2601, Australia. Electronic address:

Doubly or bisconjugated steroid metabolites have long been known as minor components of the steroid profile that have traditionally been studied by laborious and indirect fractionation, hydrolysis and gas chromatography-mass spectrometry (GC-MS) analysis. Recently, the synthesis and characterisation of steroid bis(sulfate) (aka disulfate or bis-sulfate) reference materials enabled the liquid chromatography-tandem mass spectrometry (LC-MS/MS) study of this metabolite class and the development of a constant ion loss (CIL) scan method for the direct and untargeted detection of steroid bis(sulfate) metabolites. Methods for the direct LC-MS/MS detection of other bisconjugated steroids, such as steroid bisglucuronide and mixed steroid sulfate glucuronide metabolites, have great potential to reveal a more complete picture of the steroid profile. Read More

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http://dx.doi.org/10.1016/j.steroids.2018.11.017DOI Listing
March 2019
2 Reads