Martin Glenroy D A, Mckenzie Cameron, Moore Monica
Nat Prod Commun. 2017 Apr;12(4):559-562.
Hydrogdnation of curcumin (1), a chemopreventive agent from Turmeric (Curcuma longa L.) yielded three major compounds: 1,7-bis(4-hydroxy-3- methoxyphenyl)heptane-3,5-dione (2), 5-hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)heptan-3-one (3), and 1,7-bis(4-hydroxy-3-methoxyphenyl)heptane- 3,5-diol (4). Incubation of compound (2) with Beauveria bassiana ATCC 7159 afforded the hexahydrocurcumin (3) as the sole metabolite while biotransformation.of curcumin (1) with B. bassiana gave metabolites 2-4 along with the curcumin-4'-0-4"'-O-methyl-β-D-glucopyranoside (5) and octahydrocurcumih-4'-O-4"'-O-methyl--β-D-glucopyranoside (6). The bioconversion of curcumin (1) with Rhizopus oryzae ATCC 11145 yielded analogs 2-4 while no transformation of curcumin (1) was observed with Aspergillus niger ATCC 16888. The preparation, structural elucidation and biological activities of these metabolites are reported herein.
姜黄素（1）是姜黄（Curcuma longa L.）中的一种化学预防剂，其氢化反应产生了三种主要化合物：1,7-双（4-羟基-3-甲氧基苯基）庚烷-3,5-二酮（2）、5-羟基-1,7-双（4-羟基-3-甲氧基苯基）庚烷-3-酮（3）和1,7-双（4-羟基-3-甲氧基苯基）庚烷-3,5-二醇（4）。化合物（2）与球孢白僵菌ATCC 7159一起孵育，得到六氢姜黄素（3）作为唯一的代谢产物，而姜黄素（1）与球孢白僵菌进行生物转化时，除了产生代谢产物2 - 4外，还生成了姜黄素-4'-O-4"'-O-甲基-β-D-吡喃葡萄糖苷（5）和八氢姜黄素-4'-O-4"'-O-甲基-β-D-吡喃葡萄糖苷（6）。姜黄素（1）与米根霉ATCC 11145进行生物转化产生了类似物2 - 4，而黑曲霉ATCC 16888对姜黄素（1）未产生转化作用。本文报道了这些代谢产物的制备、结构解析及生物活性。
