著者

深井 俊夫 黒田 潤 小西 正隆 野村 太郎 宇野 潤 赤尾 三太郎 来栖 恵二

出版者

天然有機化合物討論会

雑誌

天然有機化合物討論会講演要旨集

巻号頁・発行日

no.40, pp.461-466, 1998-08-31

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Bacillus polymyxa L-1129 produced a new peptide antibiotic complex, named LI-Fs, composed of more than ten components. In this reports we will describes the isolation, structure elucidation and biological activity of each components, LI-F03a, LI-F03b, LI-F04a, Li-F04b, LI-F05a, LI-F05b, LI-F06a, LI-F06b, LI-F07a, LIF07b, LIF08a and LIF08b. These antibiotics were active against gram positive bacteria, mycobacteria and wide range of fungi and yeast, but not for gram negative bacteria. The antibiotic complex LI-Fs (400mg) was isolated from 10 liters fermentation broth using several kind of column chromatography. HPLC analysis showed that the complex was composed of at least 12 components. The components were isolated by HPLC, and the structures of each components were determined by 1D and 2D NMR and MS spectra coupled with amino acid analyses to be hexadepsipeptide containing 15-guanidino-3-hydroxypentadecanoic acid as side chain. The structure of LI-F05a was identified to be a cyclohexadepsipeptide [L-thr(1)-D-val(2)-L-Ile(3)-D-allo Thr(4)-D-Asn(5)-D-Ala(6)] and LI-F05b was identified as an isomer of LI-F05a that was replaced the Asn residue in LI-F05b with Gln, similar pairs were also found in other components, (LI-F06a-LI-F06b, LI-F07a-LI-F07b, LI-F08a-LI-F08b) (Fig. 4). Four amino acids; L-Thr(1); D-Ala(6); D-Asn(5) or D-Gln(5); D-allo Thr(4) and one side chain were commonly found in the LI-Fs antibiotics. Thus, these moieties seems to be fundamental for biological activity of LI-Fs antibiotics.