TRICHODERMIN A NEW SESQUITERPENE ANTIBIOTIC

TRICHODERMIN A NEW SESQUITERPENE ANTIBIOTIC
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DOI:
10.3891/acta.chem.scand.19-1088
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发表时间:
1965-01-01
期刊:
ACTA CHEMICA SCANDINAVICA
影响因子:
--
通讯作者:
VANGEDAL, S
VANGEDAL, S
中科院分区:
其他
文献类型:
--
作者:
GODTFREDSEN, WO;VANGEDAL, S

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抗真菌抗生素Trichodermin,C17H24O4,是一种倍半萜醇TrichodermoL C15H22O3的乙酸酯,与枯草芽孢杆菌素相关。基于先前提出的喜树碱结构(Ia)的结构与某些反应不相容,因此对溴苯甲酸藜芦醇进行X射线晶体学分析,结果表明藜芦醇代表一种新的倍半萜类型(IIIc)。基于木霉素的结构,提出了木霉素(IIId)的修正式。讨论了Trichodermin(IIIb)与疣孢菌素(verrucarines)和甲脒菌素(roridines)的关系。一些不寻常的重排的Pandermol环系统进行了描述,并简要讨论了其生物成因。
The antifungal antibiotic Trichodermin, C17H24O4, which is the acetate of a sesquiterpene alcohol trichodermoL C15H22O3, has been correlated with trichothecin. The structure based upon the previously proposed trichothecin structure (Ia) was incompatible with certain reactions, and trichodermol-p-bromobenzoate was therefore subjected to an X-ray crystallographic analysis which revealed that trichodermol represents a new sesquiterpene type (IIIc). Based upon the Trichodermin structure a revised formula of trichothecin (IIId) is proposed. The relationship of Trichodermin (IIIb) to the verrucarines and roridines is discussed. Some unusual rearrangements of the trichodermol ring system are described, and its biogenesis shortly discussed.