BIOLOGICALLY-ACTIVE METABOLITES FROM XENORHABDUS SPP .1. DITHIOLOPYRROLONE DERIVATIVES WITH ANTIBIOTIC-ACTIVITY

BIOLOGICALLY-ACTIVE METABOLITES FROM XENORHABDUS SPP .1. DITHIOLOPYRROLONE DERIVATIVES WITH ANTIBIOTIC-ACTIVITY
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DOI:
10.1021/np50075a005
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发表时间:
1991-05-01
影响因子:
5.1
通讯作者:
WHITE, AH
WHITE, AH
中科院分区:
生物学2区
文献类型:
--
作者:
MCINERNEY, BV;GREGSON, RP;WHITE, AH

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从致病杆菌属培养物中分离出五种相关的抗生素化合物,称为致病菌素,该细菌与昆虫病原线虫共生。 通过X射线晶体学、核磁共振和质谱分析,它们的化学结构被阐明为6-氨基-4,5-二氢-5-氧代-1,2-二硫代{4,3-b}吡咯(化合物1-3)或6-氨基-4,5-二氢-4-甲基-5-氧代-1,2-二硫代{4,3-b}吡咯的N-酰基衍生物(化合物 4 和 5)。 它们是吡咯啉抗生素家族中以前未报道过的成员。 发现了抗菌和杀虫活性。 这些代谢物是第一阶段致病杆菌所特有的。
Five related antibiotic compounds, named xenorhabdins, were isolated from cultures of Xenorhabdus spp., bacteria symbiotically associated with insect-pathogenic nematodes. Their chemical structures were elucidated by X-ray crystallography, nmr, and mass spectral analyses to be N-acyl derivatives of either 6-amino-4,5-dihydro-5-oxo-1,2-dithiolo {4,3-b} pyrrole (compounds 1-3) or 6-amino-4,5-dihydro-4-methyl-5-oxo-1,2-dithiolo {4,3-b} pyrrole (compounds 4 and 5). They are previously unreported members of the pyrrothine family of antibiotics. Antimicrobial and insectidical activities were found. These metabolites are specific to phase one Xenorhabdus.