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首页> 外文期刊>Natural product communications >Stereo and Regioselective Microbial Reduction of the Clerodane Diterpene 3,12-Dioxo-15,16-epoxy-4-hydroxycleroda-13(16),14-diene
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Stereo and Regioselective Microbial Reduction of the Clerodane Diterpene 3,12-Dioxo-15,16-epoxy-4-hydroxycleroda-13(16),14-diene

机译:Clerodane Diterpene 3,12-Dioxo-15,16-epoxy-4-hydroxycleroda-13(16),14-diene的立体和区域选择性微生物还原

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摘要

The biotransformation of the clerodane diterpene, 3,12-dioxo-15,16-epoxy-4-hydroxy-cleroda-13(16),14-diene (1), obtained from Croton micans var. argyroglossum (Baill.) Müll., was investigated for the first time. Whole cells of Cunninghamella echinulata and Rhizopus stolonifer were used as enzymatic systems, and with both fungi the only biotransformation product obtained was the new ent-neo-clerodane diterpene (3R,4S,5S,8S,9R,10S)-3,4-dihydroxy-15,16-epoxy-12-oxo-cleroda-13(16),14-diene (2a). The absolute stereochemistry of 2a was inferred by comparison of its optical rotation with those of the chemical reduction product of 1 and its quasienantiomer 2c.
机译:购自巴豆(Croton micans)var。的环戊烷二萜3,12-dioxo-15,16-epoxy-4-hydroxy-cleroda-13(16),14-diene(1)的生物转化。首次对argyroglossum(Baill。)Müll。进行了调查。刺柏和and茎根茎的全细胞被用作酶系统,并且与两种真菌一起获得的唯一生物转化产物是新的对-新环戊烷二萜(3R,4S,5S,8S,9R,10S)-3,4-二羟基-15,16-环氧-12-氧代克罗达13(16),14-二烯(2a)。通过比较旋光度与旋光化学产物1及其准对映异构体2c的旋光度,可以推断2a的绝对立体化学。

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