Fraga B M, González P, Guillermo R, Hernández M G
Instituto de Productos Naturales y Agrobiología, CSIC, P.O. Box 195, La Laguna, 38206-Tenerife, Canary Islands, Spain. Laguna, Tenerife, Spain.
J Nat Prod. 1998 Oct;61(10):1237-41. doi: 10.1021/np980133m.
Biotransformations of jhanol (18-hydroxymanoyl oxide) (2), jhanidiol (1beta,18-dihydroxymanoyl oxide) (3), and 1-oxo-jhanol (1-oxo-18-hydroxymanoyl oxide) (4) by the fungus Mucor plumbeus have been studied. In the incubation of 2 there exists a preference for hydroxylation at C-2(alpha) (8) and C-6(beta) (9-11) and, to a lesser degree, at C-1(alpha) (7), C-11(alpha) (6), and C-11(beta) (5 and 10). In the second substrate (3), the presence of a 1beta-hydroxyl group inhibits 6beta- or 11-hydroxylation. Epoxidation of the vinyl group constitutes the main reaction, with the positions 2alpha (14) and 3beta (15) being hydroxylated. In the incubation of 4, there was a preference for 6beta-hydroxylation (21) or epoxidation of the vinyl group (22). Other hydroxylations observed were at the 2alpha (19), 2beta (20), 3alpha (23), 3beta (24), and 11beta (18) positions.
已对真菌铅灰毛霉对詹醇（18 - 羟基马诺内酯）（2）、詹二醇（1β，18 - 二羟基马诺内酯）（3）和1 - 氧代詹醇（1 - 氧代 - 18 - 羟基马诺内酯）（4）的生物转化进行了研究。在2的孵育过程中，优先在C - 2(α)（8）和C - 6(β)（9 - 11）处发生羟基化，在较小程度上也在C - 1(α)（7）、C - 11(α)（6）和C - 11(β)（5和10）处发生羟基化。在第二种底物（3）中，1β - 羟基的存在会抑制6β - 或11 - 羟基化。乙烯基的环氧化是主要反应，2α（14）和3β（15）位置会发生羟基化。在4的孵育过程中，优先发生6β - 羟基化（21）或乙烯基的环氧化（22）。观察到的其他羟基化发生在2α（19）、2β（20）、3α（23）、3β（24）和11β（18）位置。
