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The 11α-hydroxylation of medroxyprogesterone acetate by Absidia griseolla var. igachii and Acremonium chrysogenum.
Steroids 2019; 149:108427S

Abstract

Medroxyprogesterone acetate (MPA) (1) has been transformed by two filamentous fungi, including Absidia griseolla var. igachii and Acremonium chrysogenum, into 11α-hydroxy-medroxyprogesterone acetate (2) as the major metabolite. The structure of the product was identified by different spectroscopic methods (1D- and 2D-NMR, EI-MS, and elemental analysis). Moreover, a time course study determined by HPLC showed 63% and 48% yields for the metabolite by using the two mentioned fungi, respectively. Finally, the effect of the temperature and concentration of the substrate were investigated, which the optimal fermentation conditions were found to be 25 °C with a substrate concentration of 0.1% (w/v). This study reports for the first time the production of 11α-hydroxy-medroxyprogesterone acetate as a fungal biotransformation product.

Authors+Show Affiliations

Department of Chemistry, Ilam Branch, Islamic Azad University, Ilam, Iran. Electronic address: sb.ghasemi@ilam-iau.ac.ir.Department of Pure Chemistry, Faculty of Chemistry, Shahid Beheshti University, G.C., Tehran, Iran.Department of Pure Chemistry, Faculty of Chemistry, Shahid Beheshti University, G.C., Tehran, Iran. Electronic address: z_habibi@sbu.ac.ir.

Pub Type(s)

Journal Article

Language

eng

PubMed ID

31228485

Citation

Ghasemi, Saba, et al. "The 11α-hydroxylation of Medroxyprogesterone Acetate By Absidia Griseolla Var. Igachii and Acremonium Chrysogenum." Steroids, vol. 149, 2019, p. 108427.
Ghasemi S, Heidary M, Habibi Z. The 11α-hydroxylation of medroxyprogesterone acetate by Absidia griseolla var. igachii and Acremonium chrysogenum. Steroids. 2019;149:108427.
Ghasemi, S., Heidary, M., & Habibi, Z. (2019). The 11α-hydroxylation of medroxyprogesterone acetate by Absidia griseolla var. igachii and Acremonium chrysogenum. Steroids, 149, p. 108427. doi:10.1016/j.steroids.2019.108427.
Ghasemi S, Heidary M, Habibi Z. The 11α-hydroxylation of Medroxyprogesterone Acetate By Absidia Griseolla Var. Igachii and Acremonium Chrysogenum. Steroids. 2019;149:108427. PubMed PMID: 31228485.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - The 11α-hydroxylation of medroxyprogesterone acetate by Absidia griseolla var. igachii and Acremonium chrysogenum. AU - Ghasemi,Saba, AU - Heidary,Marjan, AU - Habibi,Zohreh, Y1 - 2019/06/20/ PY - 2019/03/25/received PY - 2019/05/08/revised PY - 2019/06/13/accepted PY - 2019/6/23/pubmed PY - 2019/6/23/medline PY - 2019/6/23/entrez KW - 11α-Hydroxy-MPA KW - Absidia griseolla KW - Acremonium chrysogenum KW - Biotransformation KW - Hydroxylation KW - Medroxyprogesterone acetate (MPA) SP - 108427 EP - 108427 JF - Steroids JO - Steroids VL - 149 N2 - Medroxyprogesterone acetate (MPA) (1) has been transformed by two filamentous fungi, including Absidia griseolla var. igachii and Acremonium chrysogenum, into 11α-hydroxy-medroxyprogesterone acetate (2) as the major metabolite. The structure of the product was identified by different spectroscopic methods (1D- and 2D-NMR, EI-MS, and elemental analysis). Moreover, a time course study determined by HPLC showed 63% and 48% yields for the metabolite by using the two mentioned fungi, respectively. Finally, the effect of the temperature and concentration of the substrate were investigated, which the optimal fermentation conditions were found to be 25 °C with a substrate concentration of 0.1% (w/v). This study reports for the first time the production of 11α-hydroxy-medroxyprogesterone acetate as a fungal biotransformation product. SN - 1878-5867 UR - https://www.unboundmedicine.com/medline/citation/31228485/The_11α-hydroxylation_of_medroxyprogesterone_acetate_by_Absidia_griseolla_var._igachii_and_Acremonium_chrysogenum L2 - https://linkinghub.elsevier.com/retrieve/pii/S0039-128X(19)30117-5 DB - PRIME DP - Unbound Medicine ER -