TiCl4 catalyzed cleavage of (25R)-22-oxo-23-spiroketals. Synthesis of sapogenins with furostanol and pyranone E rings on the side chain
Publication date: Available online 6 September 2019Source: SteroidsAuthor(s): Alejandro Corona-Díaz, J. Pablo García-Merinos, María E. Ochoa, Rosa E del Río, Rosa Santillan, Susana Rojas-Lima, Jacek W. Morzycki, Yliana LópezAbstractThe regioselective opening of the F ring of 22-oxo-23-spiroketals 7a-d using TiCl4 in acetic anhydride yielded the novel furostanols 11a-d along with cholestanic derivatives 8a-d with pyranone E ring. The structures of the new derivatives thus obtained were established using one- (DEPT) and two-dimensional 1H, 13C NMR experiments (COSY, HSQC, HMBC, NOESY). The 22α-hydroxyl orientation in c...
Source: Steroids - September 7, 2019 Category: Drugs & Pharmacology Source Type: research
Screening of different drug design tools to predict the mode of action of steroidal derivatives as anti-cancer agents
Publication date: Available online 3 September 2019Source: SteroidsAuthor(s): Mohamed S. Nafie, Mohamed A. Tantawy, Gamal A. ElmgeedAbstractThere is a pressing need to discover and develop novel drugs against cancer. With the new era of bioinformatics, which integrates different aspects, drug development has been tremendously improved. Recently, extensive research was directed towards the rational modification of steroid molecules against different disease especially cancer. Moreover, heterocyclic steroid derivatives have shown a lot of different biological activities such as antimicrobial, anti-inflammatory, and anti-canc...
Source: Steroids - September 4, 2019 Category: Drugs & Pharmacology Source Type: research
Editorial Board
Publication date: October 2019Source: Steroids, Volume 150Author(s): (Source: Steroids)
Source: Steroids - August 27, 2019 Category: Drugs & Pharmacology Source Type: research
Population Reference Ranges of Urinary Endogenous Sulfate Steroids Concentrations and Ratios as Complement to the Steroid Profile in Sports Antidoping
Publication date: Available online 22 August 2019Source: SteroidsAuthor(s): Khadija Saad, Ariadni Vonaparti, Ioanna Athanasiadou, Amal Saleh, Wadha Abushareeda, Aisha Alwahaibi, Bibi Fatima Ajab Khan, Rodrigo Aguilera, Souheil Kraiem, Peter L. Horvatovich, Amal Essa Al-Muraikhi, Mohammed Al Maadheed, Costas GeorgakopoulosAbstractThe population based Steroid Profile (SP) ratio of testosterone (T) and epitestosterone (E) has been considered as a biomarker approach to detect testosterone abuse in ‘80s. The contemporary Antidoping Laboratories apply the World Antidoping Agency (WADA) Technical Document (TD) for Endogenous An...
Source: Steroids - August 24, 2019 Category: Drugs & Pharmacology Source Type: research
Analysis of Phenotypes and Genotypes in 84 Patients with 21-Hydroxylase Deficiency in Southern China
ConclusionMicro-conversions were the most common types of CYP21A2 gene mutations in our study, and the frequency of the identified mutations was not significantly different compared with most other Chinese areas and different ethnic regions. However, fewer large gene conversions and deletions were found compared to studies in other ethnic populations. Genotype-phenotype correlation was found in patients with the SW and SV forms of 21-OHD. This study expanded the number of mutations affecting CYP21A2 gene in Chinese patients with 21-OHD, providing additional information for a precise clinical diagnosis and genetic counselin...
Source: Steroids - August 24, 2019 Category: Drugs & Pharmacology Source Type: research
Study on synthesis of key squalamine intermediate 7α, 24R-dihydroxy-5α-cholestan-3-one
Publication date: November 2019Source: Steroids, Volume 151Author(s): Shuai Zhou, Yang Zheng, Beibei Yang, Jiawei Zhong, Haijian ShiAbstractA facile novel strategy has been developed to obtain a key intermediate of squalamine, 7α, 24R -dihydroxy-5α-cholestan-3-one, starting from methyl Δ5-3β-hydroxycholanate. The pure product was successfully synthesized and separated from the C-24 position epimers in good purity, d.e.% and yield.Graphical abstractA key intermediate of squalamine, 7α, 24R-dihydroxy-5α-cholestan-3-one has been developed starting from methyl Δ5-3β-hydroxycholanate. (Source: Steroids)
Source: Steroids - August 20, 2019 Category: Drugs & Pharmacology Source Type: research
Study on Synthesis of Key Squalamine intermediate 7α, 24R -Dihydroxy-5α-cholestan-3-one
Publication date: Available online 7 August 2019Source: SteroidsAuthor(s): Shuai Zhou, Yang Zheng, Beibei Yang, Jiawei Zhong, Haijian ShiAbstractA facile novel strategy has been developed to obtain a key intermediate of squalamine, 7α, 24R -dihydroxy-5α-cholestan-3-one, starting from methyl Δ5-3β-hydroxycholanate. The pure product was successfully synthesized and separated from the C-24 position epimers in good purity, d.e.% and yield.Graphical abstract (Source: Steroids)
Source: Steroids - August 8, 2019 Category: Drugs & Pharmacology Source Type: research
Design, synthesis and biological evaluation of novel 5α, 8α-endoperoxide steroidal derivatives with hybrid side chain as anticancer agents
Publication date: Available online 7 August 2019Source: SteroidsAuthor(s): Hongling Li, Haijun Wang, Jing Wang, Yu Lin, Yukun Ma, Ming BuAbstractA series of novel 5α, 8α-endoperoxide steroidal hybrid derivatives containing isatin or indole substituents on the C-17 side chain were synthesized and characterized. The preliminary anti-proliferative activity of the compounds against HepG2, MCF-7, HT-29 and HeLa cell lines were investigated. Compounds 7g and 7l displayed significant anti-proliferative activity in vitro against HepG2 and Hela cells, with IC50 values lower than 8 μM. Furthermore, the biological functions of 7g ...
Source: Steroids - August 8, 2019 Category: Drugs & Pharmacology Source Type: research
Microbial transformation ethisterone by Aspergillus niger and Cunninghamella blakesleeana
Publication date: Available online 7 August 2019Source: SteroidsAuthor(s): Ambreen Aziz, Saira Bano, Atia-tul-Wahab, M. Iqbal ChoudharyAbstractEthisterone (17α-ethynyl-17β-hydroxyandrost-4-en-3-one) (1) is a synthetic steroidal estrogen. It is extensively used as an oral contraceptive. The current study involves biotransformation of ethisterone (1) by Aspergillus niger, and Cunninghamella blakesleeana. Fermentation of 1 with C. blakesleeana afforded two new polar metabolites 17α-ethynyl-6β,15β,17β-trihydroxyandrost-4-en-3-one, 17α-ethynyl-7β,15β,17β-trihydroxyandrost-4-en-3-one, while transformation of ethisteron...
Source: Steroids - August 8, 2019 Category: Drugs & Pharmacology Source Type: research
Brassinosteroid analogues from the fruiting bodies of Laetiporus sulphureus and their anti-inflammatory activity
Publication date: Available online 7 August 2019Source: SteroidsAuthor(s): Qosimjon Khalilov, Liya Li, Yushuang Liu, Wei Liu, Sodik Numonov, Haji Akber Aisa, Tao YuanAbstractThree new brassinosteroid analogues, named sulphurenolide A, sulphurenolide B and sulphurenolide C, were isolated from the methanolic extract of fruiting bodies of Laetiporus sulphureus. Their structures were established on the basis of extensive spectroscopic analysis (1D, 2D NMR, and HRESIMS) and ECD calculation. Sulphurenolides A and B are a pair of C-20 epimer, and sulphurenolide B represents the first naturally occurring 20R-brassinosteroid. Moreo...
Source: Steroids - August 8, 2019 Category: Drugs & Pharmacology Source Type: research
Synthesis and Biological Activity of Fluorinated Analogues of the DAF-12 Receptor Antagonist 24-Hydroxy-4-cholen-3-one
Publication date: Available online 7 August 2019Source: SteroidsAuthor(s): Cristian R. Rodriguez, M. Celeste del Fueyo, Vanessa J. Santillán, M. Virginia Dansey, Adriana S. Veleiro, Olga A. Castro, Gerardo BurtonAbstractThe DAF-12 receptor is a ligand-activated transcription factor that in its ligand-bound form allows the expression of target genes needed to support the reproductive life cycle of the free-living nematode Caenorhabditis elegans, whereas unbound DAF-12 receptor leads to the developmentally arrested “dauer larvae”, specialized for survival and dispersal. The endogenous ligands of the DAF-12 receptor are ...
Source: Steroids - August 8, 2019 Category: Drugs & Pharmacology Source Type: research
Genetic and epigenetic analyses of aldosterone-producing adenoma with hypercortisolemia
In conclusion, the genetic analysis revealed no association between hypercortisolemia and the evaluated gene mutations. However, the epigenetic analysis suggested that DNA methylation of the CYP11B1 promoter plays a role in concurrent hypercortisolemia and APA. (Source: Steroids)
Source: Steroids - August 8, 2019 Category: Drugs & Pharmacology Source Type: research
Dexamethasone reduces airway epithelial Cl− secretion by rapid non-genomic inhibition of KCNQ1, KCNN4 and KATP K+ channels
Publication date: November 2019Source: Steroids, Volume 151Author(s): Darina Hynes, Brian J. HarveyAbstractBasolateral membrane K+ channels play a key role in basal and agonist stimulated Cl− transport across airway epithelial cells by generating a favourable electrical driving force for Cl− efflux. The K+ channel sub-types and molecular mechanisms of regulation by hormones and secretagoues are still poorly understood. Here we have identified the type of K+ channels involved in cAMP and Ca2+ stimulated Cl− secretion and uncovered a novel anti-secretory effect of dexamethasone mediated by inhibition of basolateral mem...
Source: Steroids - July 27, 2019 Category: Drugs & Pharmacology Source Type: research
Synthesis of New Steroidal Quinolines with Antitumor Properties
Publication date: Available online 25 July 2019Source: SteroidsAuthor(s): Yan-Tao Yang, Shuzhang Du, Song Wang, Xuedong Jia, Xiaojuan Wang, Xiaojian ZhangAbstractThe incorporation of the heterocycles into the steroid nucleus has been recognized as a useful strategy to develop new steroidal agents for disease treatment. Representative examples are abiraterone and galeterone, which are presently used in clinic for the treatment of advanced prostate cancers. Herein we have developed the first Al2O3/KF-promoted pfitzinger reactions for the synthesis of new steroidal quinolines. These new steroidal quinolines showed moderate to...
Source: Steroids - July 27, 2019 Category: Drugs & Pharmacology Source Type: research
Spiral steroids as potential markers for pre-eclampsia: a pilot study
Publication date: Available online 26 July 2019Source: SteroidsAuthor(s): Fred Chasalow, Constance M. John, Ron BochnerAbstractPre-eclampsia is a condition that complicates 3-6% of pregnancies. At present, there is no FDA approved diagnostic method to evaluate risk or progression. We would like to report our observation of elevated levels of the spiral steroid phosphoester precursor in patients with pre-eclampsia.Samples from 20 normotensive pregnant women and from 20 women with pre-eclampsia were purchased from Global Alliance for the Prevention of Prematurity and Stillbirth (GAPPS). After addition of miltefosine (hexadec...
Source: Steroids - July 27, 2019 Category: Drugs & Pharmacology Source Type: research
