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杀卵霉素,一种由孢子丝菌属FO - 4649产生的新型杀细胞抗生素。II. 理化性质及结构解析。

Chlovalicin, a new cytocidal antibiotic produced by Sporothrix sp. FO-4649. II. Physicochemical properties and structural elucidation.

作者信息

Takamatsu S, Kim Y P, Komiya T, Sunazuka T, Hayashi M, Tanaka H, Komiyama K, Omura S

机构信息

Kitasato Institute, Kitasato University, Tokyo, Japan.

出版信息

J Antibiot (Tokyo). 1996 Jul;49(7):635-8. doi: 10.7164/antibiotics.49.635.

DOI:10.7164/antibiotics.49.635
PMID:8784422
Abstract

A new growth inhibitor of IL-6 responsive MH60 cells, chlovalicin (MW; 332, C16H25O5Cl), was found in cultures of Sporothrix sp. FO-4649, together with a known sesquiterpene, ovalicin. The structure of chlovalicin was elucidated by spectroscopic methods. Chlovalicin possesses a chlorinated methylene moiety at the C-1 position, and it corresponds to halogenated products derived from the epoxide ring attached to the C-1 position of ovalicin. The absolute configuration of chlovalicin was clarified as 1S, 2R, 3S, 1'S, 2'R by chemical transformation from ovalicin.

摘要

在申克孢子丝菌Sporothrix sp. FO-4649的培养物中发现了一种新型白细胞介素-6反应性MH60细胞生长抑制剂氯伐利星(分子量332,C16H25O5Cl),同时还发现了一种已知的倍半萜烯——卵孢霉素。通过光谱方法阐明了氯伐利星的结构。氯伐利星在C-1位具有一个氯化亚甲基部分,它对应于源自连接在卵孢霉素C-1位的环氧环的卤化产物。通过从卵孢霉素进行化学转化,明确了氯伐利星的绝对构型为1S、2R、3S、1'S、2'R。

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