METABOLIC PRODUCTS OF MICROORGANISMS .225. ELLORAMYCIN, A NEW ANTHRACYCLINE-LIKE ANTIBIOTIC FROM STREPTOMYCES-OLIVACEUS - ISOLATION, CHARACTERIZATION, STRUCTURE AND BIOLOGICAL PROPERTIES

METABOLIC PRODUCTS OF MICROORGANISMS .225. ELLORAMYCIN, A NEW ANTHRACYCLINE-LIKE ANTIBIOTIC FROM STREPTOMYCES-OLIVACEUS - ISOLATION, CHARACTERIZATION, STRUCTURE AND BIOLOGICAL PROPERTIES
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DOI:
10.7164/antibiotics.38.1291
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发表时间:
1985-01-01
影响因子:
3.3
通讯作者:
ZEECK, A
ZEECK, A
中科院分区:
医学4区
文献类型:
--
作者:
DRAUTZ, H;REUSCHENBACH, P;ZEECK, A

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对橄榄链霉菌Tu 2353菌株产生的一种新的抗生素--埃洛霉素(1)进行了化学筛选。暗黄色化合物,分子式C32H36O15,对多种革兰氏阳性细菌,特别是链霉菌和L-1210白血病干细胞具有微弱的活性。用酸性水解法分离得到糖苷元和2,3,4-三氧甲基L鼠李糖,鉴定为甲基糖苷5b。通过与已知的四环素C(2)、3的光谱(UV、~1H、~(13)C)的比较,以及2和3经全甲基化后得到相同的四甲醚的事实,确定了该化合物的结构。埃洛霉素是一种类蒽环素类抗生素,苷元类似于四环素C,糖以酚-α-糖苷键连接。
Elloramycin (1), a new antibiotic produced by Streptomyces olivaceus strain Tu 2353, was detected by chemical screening. The dark yellow compound, molecular formula C32H36O15, is weakly active against a variety of Gram-positive bacteria, especially streptomycetes and against stem cells of L-1210 leukemia. Acidic hydrolysis of the antibiotic liberated elloramycinone (3) as aglycone and 2,3,4-tri-O-methyl-L-rhamnose, which was identified as methyl glycoside 5b. The structure of elloramycin was established by comparison of the spectra (UV, 1H NMR, 13C NMR) with those of the known tetracenomycin C (2), 3 and the fact that 2 and 3 gave the same tetramethyl ether after permethylation. Elloramycin is an anthracycline-like antibiotic, the aglycone resembles tetracenomycin C, the sugar is connected in a phenolic .alpha.-glycosidic linkage.