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顶孢霉酰胺,一种具有伤口愈合特性的环五缩肽,从一种海洋来源的属真菌中分离得到。

Acremonamide, a Cyclic Pentadepsipeptide with Wound-Healing Properties Isolated from a Marine-Derived Fungus of the Genus .

作者信息

Kim Sojeong, Lee Chang Wook, Park So-Yeon, Asolkar Ratnakar N, Kim Haerin, Kim Geum Jin, Oh Song Jin, Kim Youngbae, Lee Eun-Young, Oh Dong-Chan, Yang Inho, Paik Man Jeong, Choi Hyukjae, Kim Hangun, Nam Sang-Jip, Fenical William

机构信息

College of Pharmacy, Ewha Womans University, Seoul 03760, Republic of Korea.

College of Pharmacy, Sunchon National University, 255 Jungang-ro, Sunchon, Jeonnam 57922, Republic of Korea.

出版信息

J Nat Prod. 2021 Aug 27;84(8):2249-2255. doi: 10.1021/acs.jnatprod.1c00305. Epub 2021 Aug 13.

DOI:10.1021/acs.jnatprod.1c00305
PMID:34387477
Abstract

Acremonamide () was isolated from a marine-derived fungus belonging to the genus . The chemical structure of was established using MS, UV, and NMR spectroscopic data analyses. Acremonamide () was found to contain -Me-Phe, -Me-Ala, Val, Phe, and 2-hydroxyisovaleric acid. The absolute configurations of the four aforementioned amino acids were determined through acid hydrolysis followed by the advanced Marfey's method, whereas the absolute configuration of 2-hydroxyisovaleric acid was determined through GC-MS analysis after formation of the -pentafluoropropionylated derivative of the (-)-menthyl ester of 2-hydroxyisovaleric acid. As an intrinsic biological activity, acremonamide () did not exert cytotoxicity to cancer and noncancer cells and increased the migration and invasion. Based on these activities, the wound healing properties of acremonamide () were confirmed and .

摘要

顶头孢酰胺()是从一种属于顶头孢属的海洋来源真菌中分离得到的。通过质谱、紫外光谱和核磁共振光谱数据分析确定了顶头孢酰胺()的化学结构。发现顶头孢酰胺()含有β-Me-Phe、β-Me-Ala、Val、Phe和2-羟基异戊酸。上述四种氨基酸的绝对构型通过酸水解后采用先进的马尔费方法测定,而2-羟基异戊酸的绝对构型则通过对2-羟基异戊酸(-)-薄荷酯的五氟丙酰化衍生物进行气相色谱-质谱分析来确定。作为一种内在生物活性,顶头孢酰胺()对癌细胞和非癌细胞均无细胞毒性,且能促进迁移和侵袭。基于这些活性,证实了顶头孢酰胺()的伤口愈合特性 和 。

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