Instituto de Productos Naturales y Agrobiología, CSIC, Avenida Astrofisico F. Sánchez 3, 38206-La Laguna, Tenerife, Canary Islands, Spain.
J Nat Prod. 2011 Sep 23;74(9):1985-9. doi: 10.1021/np200560s. Epub 2011 Aug 17.
The microbiological transformation of trachinodiol (1) by the fungus Mucor plumbeus afforded the corresponding 1α, 2α, 3α, and 17-hydroxy derivatives (2-4 and 6), respectively. 7β,16α,18-Trihydroxy-ent-kaur-11-ene (sicanatriol) (5) was also obtained in this feeding. The biotransformation of 1 to give 5 by this fungus may occur by enzymatic abstraction of a hydrogen atom, allylic to the cyclopropane ring, and subsequent cleavage of this ring. This route is similar to that postulated by us in plants of the genus Sideritis, where ent-trachylobane and ent-kaur-11-ene diterpenes coexist. This study confirms that hydroxylation of diterpenes by M. plumbeus occurs preferably at ring A carbons.
真菌毛霉将桐甾醇（1）微生物转化，分别得到相应的 1α、2α、3α 和 17-羟基衍生物（2-4 和 6）。在这种喂养中还得到了 7β、16α、18-三羟基-环氧-贝壳杉-11-烯（西卡那醇）（5）。这种真菌将 1 转化为 5，可能是通过环丙烷环的顺式烯丙位氢原子的酶促抽提，随后环的裂解而发生。这条途径类似于我们在西利迪蒂属植物中提出的途径，其中共存着环氧-贝壳杉烷和贝壳杉-11-烯二萜。这项研究证实，毛霉对二萜的羟化作用优先发生在 A 环碳原子上。
