Hosono Kuniaki, Ogihara Jun, Ohdake Takamichi, Masuda Setsuko
Department of Applied Biological Science, College of Bioresource Sciences, Nihon University, Kameino, Fujisawa, Japan.
J Antibiot (Tokyo). 2009 Oct;62(10):571-4. doi: 10.1038/ja.2009.80. Epub 2009 Aug 14.
A novel metabolite, LL-Z1272alpha epoxide, structurally related to ascochlorin, was isolated from the cultured mycelium of Ascochyta viciae J-29, a mutant derived from A. viciae Libert. The structure was elucidated on the basis of spectroscopic data. The epoxide is proposed to be enzymatically formed from LL-Z1272alpha and is a precursor of ascochlorin, an antiviral and antitumor antibiotic. The conversion of the epoxide to ascochlorin by cyclization of its farnesyl chain to a cyclohexanone ring is similar to that of squalene 2, 3-oxide to sterols. Unlike ascochlorin, the new metabolite had no growth inhibitory activity against Candida albicans in the paper-disc agar diffusion assay.
从蚕豆壳二孢菌J-29（一种源自蚕豆壳二孢菌Libert的突变体）的培养菌丝体中分离出一种与抗霉素结构相关的新型代谢产物LL-Z1272α环氧化物。根据光谱数据阐明了其结构。该环氧化物被认为是由LL-Z1272α酶促形成的，并且是抗霉素（一种抗病毒和抗肿瘤抗生素）的前体。通过将其法呢基链环化形成环己酮环，环氧化物转化为抗霉素的过程类似于角鲨烯2,3-氧化物转化为甾醇的过程。与抗霉素不同，在纸片琼脂扩散试验中，这种新的代谢产物对白色念珠菌没有生长抑制活性。
