Chen Avril R M, Ruddock Peter L D, Lamm Andrew S, Reynolds William F, Reese Paul B
Department of Chemistry, University of the West Indies, Mona, Kingston 7, Jamaica.
Phytochemistry. 2005 Aug;66(16):1898-902. doi: 10.1016/j.phytochem.2005.06.015.
Incubation of stemodin (1) with Mucor plumbeus ATCC 4740 resulted in the formation of 2alpha,6beta,13-trihydroxystemodane (2), 2alpha,3beta,13-trihydroxystemodane (3), 2alpha,11beta,13-trihydroxystemodane (4) and 2alpha,13,14-trihydroxystemodane (5), while stemodinone (7) afforded 6alpha,13-dihydroxystemodan-2-one (8) and 6alpha,12alpha,13-trihydroxystemodan-2-one (9). Metabolites obtained from the bioconversion of stemarin (11) were 8,13,19-trihydroxystemarane (12) and 2alpha,13,19-trihydroxystemarane (13). 19-N,N-Dimethylcarbamoxy-13-hydroxystemarane (14) was not transformed by the fungus. Stemodin (1) was incubated with Whetzelinia sclerotiorum ATCC 18687 to produce 2alpha,7beta,13-trihydroxystemodane (6) and 2alpha,11beta,13-trihydroxystemodane (4). Stemodinone (7) was converted to 7beta,13-dihydroxystemodan-2-one (10). Compounds 2, 4, 9, 10, 12 and 13 have not been previously reported.
将司替莫定（1）与铅色毛霉ATCC 4740一起培养，生成了2α,6β,13-三羟基司替莫烷（2）、2α,3β,13-三羟基司替莫烷（3）、2α,11β,13-三羟基司替莫烷（4）和2α,13,14-三羟基司替莫烷（5），而司替莫定酮（7）生成了6α,13-二羟基司替莫丹-2-酮（8）和6α,12α,13-三羟基司替莫丹-2-酮（9）。从司替马林（11）的生物转化中得到的代谢产物为8,13,19-三羟基司替莫烷（12）和2α,13,19-三羟基司替莫烷（13）。19-N,N-二甲基氨甲酰氧基-13-羟基司替莫烷（14）未被该真菌转化。将司替莫定（1）与核盘菌属菌ATCC 18687一起培养，生成了2α,7β,13-三羟基司替莫烷（6）和2α,11β,13-三羟基司替莫烷（4）。司替莫定酮（7）转化为7β,13-二羟基司替莫丹-2-酮（10）。化合物2、4、9、10、12和13以前未曾报道过。
