Biotransformation of contraceptive drug desogestrel with Cunninghamella elegans, and anti-inflammatory activity of its metabolites.


Journal

Steroids
ISSN: 1878-5867
Titre abrégé: Steroids
Pays: United States
ID NLM: 0404536

Informations de publication

Date de publication:
10 2020
Historique:
received: 12 02 2020
revised: 25 06 2020
accepted: 30 06 2020
pubmed: 11 7 2020
medline: 16 6 2021
entrez: 11 7 2020
Statut: ppublish

Résumé

Biotransformation of an orally active contraceptive drug, desogestrel (1), with Cunninghamella elegans yielded a new metabolite, 13β-ethyl-11-methylene-18,19-dinor-17α-pregn-4-en-20-yn-17β-ol-3,6-dione (2), along with five known metabolites, i.e., 13β-ethyl-11-methylene-18,19-dinor-17α-pregn-4-en-20-yn-3β,6β,17β-triol (3), 13β-ethyl-11-methylene-18,19-dinor-17α-pregn-4-en-20-yn-6β,17β-diol-3-one (4), 13β-ethyl-11-methylene-18,19-dinor-17α-pregn-4-en-20-yn-17β-ol-3-one (5), 13β-ethyl-11-epoxy-18,19-dinor-17α-pregn-4-en-20-yn-17β-ol-3-one (6), and 13β-ethyl-11-methylene-18,19-dinor-17α-pregn-4-en-20-yn-10β,17β-diol-3-one (7). The structure of new metabolite 2 was elucidated by using

Identifiants

pubmed: 32650000
pii: S0039-128X(20)30120-3
doi: 10.1016/j.steroids.2020.108694
pii:
doi:

Substances chimiques

Anti-Inflammatory Agents 0
Contraceptive Agents 0
Desogestrel 81K9V7M3A3

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

108694

Informations de copyright

Copyright © 2020 Elsevier Inc. All rights reserved.

Auteurs

Iman Ibrahim (I)

Department of Biology, American University of Beirut, Beirut 1107 2020, Lebanon; CNRS, Centrale Marseille iSm2, UMR 7313, Aix Marseille University, 13397 Marseille, France.
Dr. Panjwani Center for Molecular Medicine and Drug Research, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan. Electronic address: atia.tulwahab@iccs.edu.

Nisha Khan (N)

H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan.

Mahwish Siddiqui (M)

H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan.

El Hassan Ajandouz (E)

CNRS, Centrale Marseille iSm2, UMR 7313, Aix Marseille University, 13397 Marseille, France.

Almas Jabeen (A)

Dr. Panjwani Center for Molecular Medicine and Drug Research, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan.

Joelle Mesmar (J)

Department of Biology, American University of Beirut, Beirut 1107 2020, Lebanon.

Elias Baydoun (E)

Department of Biology, American University of Beirut, Beirut 1107 2020, Lebanon. Electronic address: eliasbay@aub.edu.lb.

M Iqbal Choudhary (M)

Dr. Panjwani Center for Molecular Medicine and Drug Research, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan; H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan; Department of Biochemistry, Faculty of Science, King Abdulaziz University, Jeddah 21589, Saudi Arabia. Electronic address: iqbal.choudhary@iccs.edu.

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Classifications MeSH