Synthesis and chemical reactions of the steroidal hormone 17α-methyltestosterone

@article{ElDesoky2016SynthesisAC,
  title={Synthesis and chemical reactions of the steroidal hormone 17$\alpha$-methyltestosterone},
  author={El‐Sayed I. El‐Desoky and Mahmoud Reyad and Elsayed M. Afsah and A. M. Dawidar},
  journal={Steroids},
  year={2016},
  volume={105},
  pages={68-95}
}
View on Elsevier
doi.org
17 Citations

17 Citations

Citation Type

Citation Type

Synthesis and Chemical Reactions of the Steroidal Hormone 17α-Methyltestosterone.
TLDR
A review of literature is presented on the chemistry of the steroidal hormone 17α-methyltestosterone that is approved by Food and Drug Administration in the United States as an androgen for estrogen-androgen hormone replacement therapy treatment and the analog offers special possibilities for the prevention/treatment of hormone-sensitive cancers.
Benign Synthesis of Thiazolo-androstenone Derivatives as Potent Anticancer Agents.
An unprecedented reaction of thiourea derivatives with 6β-bromoandrostenedione has been discovered for the formation of aminothiazolo-androstenones via a simple, safer, cascade protocol that enables…
Synthesis of steroid bearing heterocyclic derivatives and biological activity. Review 2014-2020
TLDR
An outline of the literature reports (2014-2020) of synthesis heterocyclic compounds for steroid molecules fused at rings-A or B or D of steroid skeleton or annealed is described.
Highly Regioselective and Stereoselective Biohydroxylations of Oxandrolone
TLDR
Efficient hydroxylations of the steroidal anabolic-androgenic lactone, oxandrolone, in the cultures of three strains of fungi indicate that these strains offer a new way to generate steroidal Hydroxylactones with potential pharmaceutical interest.
Hexafluoroisopropanol-Mediated Domino Reaction for the Synthesis of Thiazolo-androstenones: Potent Anticancer Agents
TLDR
A cascade reaction of thioamides with 6β-bromoandrostenedione in hexafluoroisopropanol formed substituted thiazolo-androstenones, which are potent growth inhibitors of colon, central nervous system, melanoma, ovarian, and renal cancer cell lines with 50% growth inhibition values as low as 1.04 μM.
Reactivity of steroidal 1-azadienes toward enamines: an approach to novel chiral penta- and hexacyclic steroids.
TLDR
Interestingly, the studied steroidal scaffolds follow a different mechanistic pathway with cyclic ketones, which undergo a diastereoselective annulation reaction, under enamine catalysis, affording chiral hexacyclic steroids.
Designed synthesis of “L” shaped 17-halo-aryl-ethynyl steroids
Thirteen steroidal derivatives were synthesized through a Sonogashira cross-coupling reaction which has been found to be an excellent synthetic strategy to introduce halo-aromatic groups into…
Comparative investigation of binding interactions with three steroidal derivatives of d(GGGT)4 G-quadruplex aptamer
Comparative investigation of binding interactions between three steroidal compounds and human serum albumin: Multispectroscopic and molecular modeling techniques
General Enantioselective and Stereochemically Divergent Four-Stage Approach to Fused Tetracyclic Terpenoid Systems.
Tetracyclic terpenoid-derived natural products are a broad class of medically relevant agents that include well-known steroid hormones and related structures, as well as more synthetically…
...
1
2
...

References

SHOWING 1-10 OF 83 REFERENCES
Studies on anabolic steroids. 9. Tertiary sulfates of anabolic 17α-methyl steroids: synthesis and rearrangement
Biological transformations of steroidal compounds: A review
Enzyme-assisted synthesis and structure characterization of glucuronide conjugates of eleven anabolic steroid metabolites
Contragestational agents. 1. Steroidal O-aryloximes.
TLDR
One of the most active compounds in the series was shown to have the ability to terminate pregnancy, when orally administered to rats at 2.5 mg/kg on days 9-12 of gestation, and was found to be devoid of androgenic activity at this dose level.
Synthesis and antineoplastic activity of 2-alkylaminoethyl derivatives of various steroidal oximes.
Steroids and Steroidases. XI. Synthetic Approaches to C-17 Bis(2-hydroxyethyl)-amino Compounds as Potential Precursors of 17-Hydroxyandrostane Nitrogen Mustards
The synthesis of some potential nitrogen mustard precursor 17α-bis(2-hydroxyethyl)aminomethyl androst-17β-ol derivatives has been achieved by two routes. During the investigation, unequivocal proof...
Synthesis and biological activity of azasteroidal [3,2-c]- and [17,16-c]pyrazoles
Design and synthesis of D-ring steroidal isoxazolines and oxazolines as potential antiproliferative agents against LNCaP, PC-3 and DU-145 cells
Hydroxylation of steroids with 11α-hydroxylase of Rhizopus nigricans
Novel metabolites of dehydroepiandrosterone and progesterone obtained in Didymosphearia igniaria KCH 6670 culture
...
1
2
3
4
5
...