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Isolation of 2,5-diketopiperazines from Lysobacter capsici AZ78 with activity against Rhodococcus fascians
Natural Product Research ( IF 1.9 ) Pub Date : 2020-04-30 , DOI: 10.1080/14786419.2020.1756803
Alessio Cimmino 1 , Ana Bejarano 2 , Marco Masi 1 , Gerardo Puopolo 2, 3 , Antonio Evidente 1
Affiliation  

Abstract

Inhibitory activity of the biocontrol bacterial strain Lysobacter capsici AZ78 is related to the production of cyclo(l-Pro-l-Tyr), a 2,5-diketopiperazine with in vitro and in vivo toxic activity against Phytophthora infestans and Plasmopara viticola. Further investigation of culture filtrate organic extracts showed its ability to produce other 2,5-diketopiperazines. They were isolated and identified by spectroscopic (1H NMR and ESIMS) and physic (specific optical rotation) methods as cyclo(l-Pro-l-Val), cyclo(d-Pro-d-Phe), cyclo(l-Pro-l-Leu), and cyclo(d-Pro-l-Tyr). When tested against the phytopathogenic Gram-positive bacterium Rhodococcus fascians LMG 3605, cyclo(l-Pro-l-Val) showed a toxic activity similar to chloramphenicol at a comparable concentration. Overall, these data suggest that 2,5-diketopiperazines represent a class of metabolites characterizing the metabolome of L. capsici AZ78. Furthermore, the toxic activity showed by cyclo(l-Pro-l-Val) against R. fascians LMG 3605 broaden the spectrum activity of 2,5-diketopiperazines against phytopathogenic microorganisms enforcing their potential development as biopesticides.

Isolation of 2,5-diketopiperazines from Lysobacter capsici AZ78 with activity against Rhodococcus fasciansAll authorsAlessio Cimmino ,Ana Bejarano ,Marco Masi ,Gerardo Puopolo &Antonio Evidente https://doi.org/10.1080/14786419.2020.1756803

Published online:
30 April 2020



中文翻译:

从辣椒溶杆菌 AZ78 中分离出具有抗筋膜红球菌活性的 2,5-二酮哌嗪

摘要

生物防治细菌菌株Lysobacter capsici AZ78 的抑制活性与环 ( l -Pro- l -Tyr) 的产生有关,这是一种 2,5-二酮哌嗪,在体外体内致病疫霉葡萄球菌具有毒性对培养物滤液有机提取物的进一步研究表明其能够产生其他 2,5-二酮哌嗪。它们通过光谱(1 H NMR 和 ESIMS)和物理(比旋光度)方法分离和鉴定为环(l -Pro- l -Val)、环(d -Pro- d -Phe)、环(l -Pro- l -Leu)和环(d -Pro- l -Tyr)。当针对致植物病原革兰氏阳性菌Rhodococcus fascians LMG 3605 进行测试时,环 ( l -Pro- l -Val) 在可比浓度下显示出与氯霉素相似的毒性活性。总体而言,这些数据表明,2,5二酮哌嗪代表了一类代谢物特征的代谢组L.辣椒AZ78。此外,cyclo( l -Pro- l -Val) 对R. fascians显示出毒性活性LMG 3605 拓宽了 2,5-二酮哌嗪对植物病原微生物的活性谱,增强了它们作为生物农药的潜力。

辣椒溶杆菌 AZ78 中分离出具有抗筋膜红球菌活性的 2,5-二酮哌嗪所有作者Alessio Cimmino Ana Bejarano Marco Masi Gerardo Puopolo Antonio Evidente https://doi.org/10.1080/14720620419.

在线发布:
2020 年 4 月 30 日

更新日期:2020-04-30
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