CHEMISTRY OF A NEW ANTIBIOTIC - LACTIVICIN
CHEMISTRY OF A NEW ANTIBIOTIC - LACTIVICIN
复制标题
DOI：
10.1016/s0040-4020(01)90098-5
复制
发表时间：
1988-01-01
期刊：
影响因子：
2.1
通讯作者：
ONO, H
中科院分区：
文献类型：
--
作者：
HARADA, S;TSUBOTANI, S;ONO, H
采用各种色谱法从两株细菌的培养滤液中分离出一种新型抗生素乳酸维菌素（LTV）。LTV存在于水溶液中，是两种引物的平衡混合物，其比例约为1:1。测定了LTV （C10H12N2O7）的化学结构为2-（4s -乙酰氨基-3-氧-2-异恶唑烷基）-5-氧-四氢呋喃-2-羧酸。利用亚胺醚法得到的4-氨基乙酰丙酸的CD光谱数据和x射线晶体学分析，确定了C-6位的绝对构型。这种化合物可用作化学改性的起始原料。LTV对革兰氏阳性菌和阴性菌均有抑菌活性，对. β敏感。-内酰胺酶，以及对青霉素结合蛋白的亲和力。因此，我们认为LTV是一种具有。β的新型骨架抗生素。-lactam-like活动。
A novel antibiotic, lactivicin (LTV), was isolated from the culture filtrates of two bacterial strains by various types of chromatography. LTV exists in aqueous solution as an equilibrium mixture of two epimers in a ratio of about 1:1. The chemical structure of LTV (C10H12N2O7) was determined to be 2-(4S-acetylamino-3-oxo-2-isoxazolidinyl)-5-oxo-tetrahydrofuran-2-carboxylic acid. The absolute configuration at the C-6 position was elucidated from the CD spectral data and X-ray crystallographic analysis of 4-amino-lactivinic acid obtained by the iminoether method. This compound is useful as a starting material for chemical modification. LTV showed antibacterial activity against Gram-positive and negative bacteria, susceptibility to .beta.-lactamases, and affinity for penicillin-binding proteins. We therefore concluded that LTV is a novel skeleton antibiotic having .beta.-lactam-like activities.