3874 H1和H3，由链霉菌属菌株HAG 003874产生的新型抗真菌七烯类抗生素。

3874 H1 and H3, novel antifungal heptaene antibiotics produced by Streptomyces sp. HAG 003874.

作者信息

Vértesy L, Aretz W, Ehlers E, Hawser S, Isert D, Knauf M, Kurz M, Schiell M, Vogel M, Wink J

机构信息

Hoechst Marion Roussel, Core Research Functions, Frankfurt, Germany.

出版信息

J Antibiot (Tokyo). 1998 Oct;51(10):921-8. doi: 10.7164/antibiotics.51.921.

DOI:10.7164/antibiotics.51.921

PMID:9917005

Abstract

New antifungal antibiotics, designated as 3874 H1 and H3, were discovered in the fermentation broth of the strain Streptomyces sp. HAG 003874. The compounds were obtained as yellow powders after sequential purification by chromatography on MCI Gel CHP20P, Fractogel HW-40 and ODS reversed phase chromatography. On the basis of the results of spectroscopic analysis, it was found that 3874 H1, C58H86N2O18, MW 1098, belongs to the p-aminoacetophenone containing family of heptaene antibiotics, while 3874 H3, C57H87NO18, MW 1073, is a non-aromatic heptaene. In addition to these, a minor component, 3874 H2, C59H88N2O18, MW 1112, a N-methyl derivative of 3874 H1 has been detected. The structures were elucidated through mass spectral analyses and 1-D and 2-D homonuclear and heteronuclear NMR data. The outstanding physico-chemical feature of 3874 H3 is its improved solubility. The new heptaenes are potent antifungal compounds with broad activity spectra, encompassing dermatophytes, yeasts and filamentous fungi.

摘要

新型抗真菌抗生素3874 H1和H3是从链霉菌属菌株HAG 003874的发酵液中发现的。经MCI Gel CHP20P柱色谱、Fractogel HW - 40柱色谱和ODS反相色谱依次纯化后，这些化合物得到黄色粉末。根据光谱分析结果发现，3874 H1（C58H86N2O18，分子量1098）属于含对氨基苯乙酮的七烯类抗生素家族，而3874 H3（C57H87NO18，分子量1073）是一种非芳香族七烯。除此之外，还检测到一种次要成分3874 H2（C59H88N2O18，分子量1112），它是3874 H1的N - 甲基衍生物。通过质谱分析以及一维和二维同核及异核核磁共振数据阐明了其结构。3874 H3突出的物理化学特性是其溶解性得到改善。这些新型七烯类化合物是具有广泛活性谱的强效抗真菌化合物，涵盖皮肤癣菌、酵母菌和丝状真菌。