Natural Medicinal Chemistry Research Centre, College of Science, Northwest A & F University, Yangling, 3 Taichen Road, Shaanxi 712100, China.
Steroids. 2011 Jan;76(1-2):43-7. doi: 10.1016/j.steroids.2010.08.006. Epub 2010 Aug 27.
The biotransformation of 3β-acetoxypregna-5,16-diene-20-one (1) by using a filamentous fungus Penicillium citrinum resulted in the production of four metabolites 2-5. The structures of these compounds were elucidated by different spectroscopic analysis (1D- and 2D-NMR) and HR-ESI-MS as 3β,7β-dihydroxy-pregn-5,16(17)-dien-20-one (2), 3β-hydroxy-7α-methoxy-pregn-5,16(17)-dien-20-one (3), 3β,7β,11α-trihydroxy-pregn-5,16(17)-dien-20-one (4), and a known 3β,7α-dihydroxy-pregn-5,16(17)-dien-20-one (5). The 7-O-methylation is a novel reaction in the field of microbial transformation of pregnane steroids.
利用丝状真菌青霉（Penicillium citrinum）对 3β-乙酰氧基孕甾-5,16-二烯-20-酮（1）进行生物转化，生成了四个代谢产物 2-5。通过不同的光谱分析（1D-和 2D-NMR）和高分辨电喷雾电离质谱（HR-ESI-MS）确定了这些化合物的结构，分别为 3β,7β-二羟基孕甾-5,16（17）-二烯-20-酮（2）、3β-羟基-7α-甲氧基孕甾-5,16（17）-二烯-20-酮（3）、3β,7β,11α-三羟基孕甾-5,16（17）-二烯-20-酮（4）和一种已知的 3β,7α-二羟基孕甾-5,16（17）-二烯-20-酮（5）。7-O-甲基化是甾体微生物转化领域的一个新反应。
