Department of Chemistry, Ilam Branch, Islamic Azad University, Ilam, Iran.
Department of Pure Chemistry, Faculty of Chemistry, Shahid Beheshti University, G.C., Tehran, Iran.
Steroids. 2019 Sep;149:108427. doi: 10.1016/j.steroids.2019.108427. Epub 2019 Jun 20.
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.
醋酸甲羟孕酮（MPA）（1）已被两种丝状真菌，包括灰绿弯孢霉变种和金孢子菌，转化为 11α-羟基-醋酸甲羟孕酮（2）作为主要代谢产物。通过不同的光谱方法（1D 和 2D-NMR、EI-MS 和元素分析）确定了产物的结构。此外，通过 HPLC 进行的时程研究表明，使用这两种真菌，代谢产物的产率分别为 63%和 48%。最后，还研究了温度和底物浓度的影响，发现最佳发酵条件为 25°C，底物浓度为 0.1%（w/v）。本研究首次报道了 11α-羟基-醋酸甲羟孕酮作为真菌生物转化产物的产生。
