P-41 新規抗生物質Pyralomicin群の構造研究(ポスター発表の部)

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In the course of our screening program for novel antimicrobial or antitumor antibiotics, we found that a strain of Actinomadura sp. isolated from a soil sample collected on the premises of Institute of Microbial Chemistry, Tokyo, Japan, produced new antitumor antibiotics, pyralomicins (Fig. 1 1-7). The fermentation was carried out with a medium consisting of starch, corn steep liquor, yeast extract and some inorganic salts. Pyralomicins were purified by BuOAc extraction, silicagel column chromatography and HPLC. The structures of pyralomicins were determined as shown in Fig.1 by various NMR spectral analyses including ^1H-^<15>N HMBC and ^<13>C{^1H} NOE experiments. The ^1H and ^<13>C NMR data of pyralomicins are shown in Table 2 and Table 3. Pyralomicins were determined to be new type of antibiotics which have a benzopyranopyrrole ring as a chromophore. Pyralomicins 1a-1d (1-4) have a cyclohexene ring connected to the chromophore through a nitrogen atom. Another series of pyralomicins, 2a-2c (5-7) have a tetrahydropyran ring in place of the cyclohexene ring. The relative stereochemistry of pyralomicins were determined by NOE experiments using the acetyl derivatives of pyralomicin 1b (2) and 2a (5). Pyralomicins inhibited the growth of Micrococcus luteus at the concentration of 0.2-25mg/ml by agar dilution method. Pyralomicin 2a(5) showed antitumor activity against IMC carcinoma in mice when it was administered intraperitoneally. Pyralomicin 1a (1) did not show any acute toxicity in mice at a dose of 100mg/kg intraperitoneally.
天然有機化合物討論会の論文
1994-09-20

P-41 新規抗生物質Pyralomicin群の構造研究(ポスター発表の部)

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