The Journal of Antibiotics
Online ISSN : 1881-1469
Print ISSN : 0021-8820
ISSN-L : 0021-8820
3874 H1 and H3, Novel Antifungal Heptaene Antibiotics Produced by Streptomyces sp. HAG 003874
LÁSZLÓ VÉRTESYWERNER ARETZEBERHARD EHLERSSTEPHEN HAWSERDIETER ISERTMARTIN KNAUFMICHAEL KURZMATTHIAS SCHIELLMARTIN VOGELJOACHIM WINK
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1998 Volume 51 Issue 10 Pages 921-928

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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.

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© Japan Antibiotics Research Association
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