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流感霉素B-B,一种源自海洋的新抗真菌大环内酯类化合物,菌株MYH522。

Fluvirucins B-B, new antifungal macrolactams from a marine-derived sp. MYH522.

作者信息

Yu Hai, Chen Shuo, Li Hongji, Wang Ruina, Jiang Yuanying, Yan Lan, Sun Peng

机构信息

School of Pharmacy, Naval Medical University 325 Guo-He Road Shanghai 200433 People's Republic of China

Tongji University School of Medicine 1239 Siping Road Shanghai People's Republic of China.

出版信息

RSC Adv. 2022 May 20;12(24):15479-15485. doi: 10.1039/d2ra01701f. eCollection 2022 May 17.

Abstract

Marine rare actinomycetes are an important source of secondary metabolites. From a marine-derived actinomycete sp. MYH522, four new macrolactams, fluvirucins B-B, together with known fluvirucin B were isolated. Their structures were determined based on comprehensive analysis of HRESIMS and NMR spectroscopic data as well as by comparing C NMR resonances and optical rotation values with those for related congeners. Fluvirucins are characterized by a 14-membered macrolactam attached by an aminosugar moiety. The discovery of fluvirucins B-B enriched the -acetylated derivatives of fluvirucins. The diverse alkyl substituents at C-2 and C-6 implied substrate promiscuity in fluvirucin polyketide biosynthesis. These compounds didn't exhibit any antibacterial or antifungal activities when used alone, which suggested the importance of the free amino group in the antimicrobial activity of fluvirucins. However, fluvirucins B, B, and B showed synergistic antifungal activity with fluconazole against fluconazole-resistant isolates of .

摘要

海洋稀有放线菌是次级代谢产物的重要来源。从一株海洋来源的放线菌属sp. MYH522中,分离出了四种新的大环内酰胺类化合物,即氟维菌素B - B,以及已知的氟维菌素B。它们的结构是通过对高分辨电喷雾电离质谱(HRESIMS)和核磁共振(NMR)光谱数据进行综合分析,并将碳核磁共振(C NMR)共振和旋光值与相关同系物进行比较而确定的。氟维菌素的特征是具有一个由氨基糖部分连接的14元大环内酰胺。氟维菌素B - B的发现丰富了氟维菌素的乙酰化衍生物。C-2和C-6处多样的烷基取代基暗示了氟维菌素聚酮生物合成中的底物选择性。这些化合物单独使用时未表现出任何抗菌或抗真菌活性,这表明游离氨基在氟维菌素抗菌活性中的重要性。然而,氟维菌素B、B和B与氟康唑对氟康唑耐药的分离株显示出协同抗真菌活性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4a4e/9121787/17e3fdbdf79b/d2ra01701f-f1.jpg

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