海洋源真菌 Penicillium sp. ZZ380 中生物活性的 Penicipyrrodiether A，是 GKK1032 类似物和酚 A 衍生物的加合物。

Bioactive Penicipyrrodiether A, an Adduct of GKK1032 Analogue and Phenol A Derivative, from a Marine-Sourced Fungus Penicillium sp. ZZ380.

机构信息

Ocean College, Zhoushan Campus , Zhejiang University , Zhoushan 316021 , P. R. China.

National Center for Natural Products Research, Research Institute of Pharmaceutical Sciences, School of Pharmacy , The University of Mississippi , University , Mississippi 38677 , United States.

出版信息

J Org Chem. 2018 Nov 2;83(21):13395-13401. doi: 10.1021/acs.joc.8b02172. Epub 2018 Oct 19.

DOI:10.1021/acs.joc.8b02172

PMID:30288977

Abstract

Penicipyrrodiether A, an adduct of GKK1032 analogue and phenol A derivative, was isolated from a culture of marine-associated fungus Penicillium sp. ZZ380 and represents the first example of this type of fungal metabolite. Its structure was elucidated by extensive spectroscopic analyses, including 1D- and 2D-NMR, HRESIMS, MS/MS, and electronic circular dichroism calculation as well as single-crystal X-ray diffraction. Penicipyrrodiether A showed antibacterial activity in inhibiting the growth of methicillin-resistant Staphylococcus aureus with a MIC value of 5.0 μg/mL. Its plausible pathway for biosynthesis has been proposed.

摘要

从海洋来源真菌 Penicillium sp. ZZ380 的培养物中分离得到了 Penicipyrrodiether A，这是一种 GKK1032 类似物和酚 A 衍生物的加合物，代表了此类真菌代谢产物的首例。通过广泛的光谱分析，包括 1D 和 2D-NMR、HRESIMS、MS/MS 和电子圆二色性计算以及单晶 X 射线衍射，阐明了其结构。Penicipyrrodiether A 表现出抑制耐甲氧西林金黄色葡萄球菌生长的抗菌活性，其 MIC 值为 5.0 μg/mL。提出了其可能的生物合成途径。