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木层孔菌相关真菌(GDG-102)来源的具有罕见 L-哌可啉酸部分的抗菌环五肽 Xylapeptide A

Xylapeptide A, an Antibacterial Cyclopentapeptide with an Uncommon L-Pipecolinic Acid Moiety from the Associated Fungus Xylaria sp. (GDG-102).

机构信息

State Key Laboratory for the Chemistry and Molecular Engineering of Medicinal Resources, College of Chemistry and Pharmaceutical Sciences, Guangxi Normal University, Guilin, 541004, The People's Republic of China.

Key Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao, 266003, The People's Republic of China.

出版信息

Sci Rep. 2017 Jul 31;7(1):6937. doi: 10.1038/s41598-017-07331-4.

Abstract

Two new cyclopentapeptides, xylapeptide A (1) with an uncommon L-pipecolinic acid moiety, and xylapeptide B (2) having a common L-proline residue were identified from an associated fungus Xylaria sp. isolated from the Chinese medicinal plant Sophora tonkinensis. Their planar structures were elucidated by a comprehensive analysis of NMR and MS spectroscopic spectra. The absolute configurations were determined by Marfey's method and single-crystal X-ray diffraction (Cu Kα) analysis. Xylapeptide A (1) is the first example of cyclopentapeptide with L-Pip of terrestrial origin and showed strong antibacterial activity against Bacillus subtilis and B. cereus with MIC value of 12.5 μg/mL.

摘要

两种新的环戊肽,具有不常见的 L-哌啶酸部分的木肽 A(1)和具有常见 L-脯氨酸残基的木肽 B(2),从中国药用植物苦豆子中分离出的相关真菌木霉属中鉴定出来。通过对 NMR 和 MS 光谱谱的综合分析,阐明了它们的平面结构。通过 Marfey 法和单晶 X 射线衍射(Cu Kα)分析确定了绝对构型。木肽 A(1)是首例具有 L-Pip 的陆地来源的环戊肽,对枯草芽孢杆菌和蜡状芽孢杆菌具有很强的抗菌活性,MIC 值为 12.5μg/mL。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b104/5537251/a90ea1aa6175/41598_2017_7331_Fig1_HTML.jpg

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