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从无名诺卡氏菌(一种与地衣相关的放线菌)中分离并鉴定新型溴化二酮哌嗪的结构

Isolation and Structure Identification of Novel Brominated Diketopiperazines from Nocardia ignorata-A Lichen-Associated Actinobacterium.

作者信息

Noël Alba, Ferron Solenn, Rouaud Isabelle, Gouault Nicolas, Hurvois Jean-Pierre, Tomasi Sophie

机构信息

CORINT, UMR CNRS ISCR 6226, UFR Sciences Pharmaceutiques et Biologiques, Université Bretagne Loire, 2 Av. du Professeur Léon Bernard, 35043 Rennes, France.

出版信息

Molecules. 2017 Feb 28;22(3):371. doi: 10.3390/molecules22030371.

DOI:10.3390/molecules22030371
PMID:28264516
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6155340/
Abstract

Actinobacteria are well known for their potential in biotechnology and their production of metabolites of interest. Lichens are a promising source of new bacterial strains, especially Actinobacteria, which afford a broad chemical diversity. In this context, the culture medium of the actinobacterium isolated from the terrestrial lichen , was studied. The strain was cultivated in a BioFlo 115 bioreactor, and the culture medium was extracted using an XAD7HP resin. Five known diketopiperazines: cyclo (l-Pro-l-OMet) (), cyclo (l-Pro-l-Tyr) (), cyclo (d-Pro-l-Tyr) (), cyclo (l-Pro-l-Val) (), cyclo (l-Pro-l-Leu) (), and one auxin derivative: indole-carboxaldehyde () were isolated, along with two new brominated diketopiperazines: cyclo (d-Pro-l-Br-Tyr) () and cyclo (l-Pro-l-Br-Tyr) (). Structure elucidation was performed using HRMS and 1D and 2D NMR analysis, and the synthesis of compounds and was carried out in order to confirm their structure.

摘要

放线菌因其在生物技术方面的潜力及其产生的有价值代谢产物而闻名。地衣是新细菌菌株,特别是放线菌的一个有前景的来源,它们具有广泛的化学多样性。在此背景下,对从陆生 地衣中分离出的放线菌的培养基进行了研究。该菌株在BioFlo 115生物反应器中培养,培养基用XAD7HP树脂萃取。分离出了5种已知的二酮哌嗪:环(L-脯氨酸-L-蛋氨酸)()、环(L-脯氨酸-L-酪氨酸)()、环(D-脯氨酸-L-酪氨酸)()、环(L-脯氨酸-L-缬氨酸)()、环(L-脯氨酸-L-亮氨酸)(),以及一种生长素衍生物:吲哚-甲醛(),还有两种新的溴化二酮哌嗪:环(D-脯氨酸-L-溴代酪氨酸)()和环(L-脯氨酸-L-溴代酪氨酸)()。使用高分辨质谱(HRMS)以及一维和二维核磁共振(NMR)分析进行结构解析,并合成了化合物 和 以确认其结构。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bf77/6155340/f735a7a98f46/molecules-22-00371-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bf77/6155340/9bc79051ab1f/molecules-22-00371-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bf77/6155340/f90be593ac89/molecules-22-00371-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bf77/6155340/c45784d6d2d2/molecules-22-00371-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bf77/6155340/f735a7a98f46/molecules-22-00371-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bf77/6155340/9bc79051ab1f/molecules-22-00371-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bf77/6155340/f90be593ac89/molecules-22-00371-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bf77/6155340/c45784d6d2d2/molecules-22-00371-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bf77/6155340/f735a7a98f46/molecules-22-00371-sch001.jpg

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