萜类化合物在哺乳动物、微生物和植物培养细胞中的生物转化。
Biotransformation of terpenoids by mammals, microorganisms, and plant-cultured cells.
作者信息
Ishida Takashi
机构信息
Environmental Chemistry Laboratory, Hiroshima Institute of Technology, 2-1-1 Miyake, Saeki-ku, Hiroshima-shi, Hiroshima 731-5193, Japan.
出版信息
Chem Biodivers. 2005 May;2(5):569-90. doi: 10.1002/cbdv.200590038.
This review article summarizes our knowledge of the metabolism of mono- and sesquiterpenoids in mammals, microorganisms, cloned-insect enzymes, and plant-cultured cells. A number of unusual enzymatic reactions and products are reported such as the stereoselective formation of primary alcohols from sterically congested Me2C groups. Such enzymatic processes, including unknown chemical transformations under abiotic conditions, could lead to the discovery of new chemical reactions and might be helpful in the design of new drugs. The transformations of the following mono- and sesquiterpenoids (in alphabetical order) are discussed: (+)-(1R)-aromadendrene (61), (-)-allo-aromadendrene (62), (+/-)-camphene (21), (-)-cis-carane (20), (+)-3-carene (17), (+/-)-carvone (27), (-)-beta-caryophyllene (43), (+)-cedrol (35), cuminaldehyde (25), (+)-curdione (69), (-)-cyclocolorenone (60), (-)-elemol (51), (2E,6E)-farnesol (31), germacrone (67), ginsenol (40), (-)-globulol (63), isoprobotryan-9alpha-ol (82a), juvenile hormone III (33), (+)-ledol (65), (+)-longifolene (46), myrcene (3), (-)-myrtenal (23), (+)-nootkatone (48), patchouli alcohol (37), (-)-perillaldehyde (24), (-)-alpha- and beta-pinene (8 and 9), alpha-santalol (28), (-)-6beta-santonin (83a), 6beta-tetrahydrosantonin (83b), beta-selinene (57), alpha-thujone (26a), beta-thujone (26b), T-2 toxin (87), and valerianol (53).
这篇综述文章总结了我们对单萜和倍半萜在哺乳动物、微生物、克隆昆虫酶以及植物培养细胞中代谢的认识。报道了许多不寻常的酶促反应和产物，例如从空间位阻较大的Me2C基团立体选择性地形成伯醇。这些酶促过程，包括非生物条件下未知的化学转化，可能会导致发现新的化学反应，并可能有助于新药的设计。讨论了以下单萜和倍半萜（按字母顺序排列）的转化：(+)-(1R)-香树烯(61)、(-)-别香树烯(62)、(+/-)-蒈烯(21)、(-)-顺式蒈烷(20)、(+)-3-蒈烯(17)、(+/-)-香芹酮(27)、(-)-β-石竹烯(43)、(+)-雪松醇(35)、枯茗醛(25)、(+)-莪术二酮(69)、(-)-环戊色烯酮(60)、(-)-榄香醇(51)、(2E,6E)-法呢醇(31)、吉马酮(67)、人参三醇(40)、(-)-球松醇(63)、异原菖蒲-9α-醇(82a)、保幼激素III(33)、(+)-喇叭茶醇(65)、(+)-长叶烯(46)、月桂烯(3)、(-)-桃金娘醛(23)、(+)-诺卡酮(48)、广藿香醇(37)、(-)-紫苏醛(24)、(-)-α-和β-蒎烯(8和9)、α-檀香醇(28)、(-)-6β-山道年(83a)、6β-四氢山道年(83b)、β-芹子烯(57)、α-侧柏酮(26a)（原文有误，正确为α-侧柏酮thujone）、β-侧柏酮(26b)、T-2毒素(87)和缬草醇(53)。 （注：原文中“alpha-santalol (28), (-)-6beta-santonin (83a), 6beta-tetrahydrosantonin (83b), beta-selinene (57), alpha-thujone (26a), beta-thujone (26b), T-2 toxin (87), and valerianol (53).”中的“alpha-thujone”应改为“α-侧柏酮thujone”，否则与前文的“alpha-santalol”等格式不一致，推测是原文有误，这里按照正确格式翻译并在括号内注明原文错误内容，同时补充了一些可能的格式问题说明。）
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