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Acremonamide, a Cyclic Pentadepsipeptide with Wound-Healing Properties Isolated from a Marine-Derived Fungus of the Genus Acremonium
Journal of Natural Products ( IF 5.1 ) Pub Date : 2021-08-13 , DOI: 10.1021/acs.jnatprod.1c00305
Sojeong Kim 1 , Chang Wook Lee 2 , So-Yeon Park 2 , Ratnakar N Asolkar 3 , Haerin Kim 1 , Geum Jin Kim 4 , Song Jin Oh 2 , Youngbae Kim 2 , Eun-Young Lee 5 , Dong-Chan Oh 6 , Inho Yang 7 , Man Jeong Paik 2 , Hyukjae Choi 4 , Hangun Kim 2 , Sang-Jip Nam 5 , William Fenical 3
Affiliation  

Acremonamide (1) was isolated from a marine-derived fungus belonging to the genus Acremonium. The chemical structure of 1 was established using MS, UV, and NMR spectroscopic data analyses. Acremonamide (1) was found to contain N-Me-Phe, N-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 O-pentafluoropropionylated derivative of the (−)-menthyl ester of 2-hydroxyisovaleric acid. As an intrinsic biological activity, acremonamide (1) 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 (1) were confirmed in vitro and in vivo.

中文翻译:

Acremonamide,一种从 Acremonium 属的海洋衍生真菌中分离出来的具有伤口愈合特性的环状五肽

Acremonamide ( 1 ) 是从属于Acremonium 属的海洋来源的真菌中分离出来的。使用 MS、UV 和 NMR 光谱数据分析确定了1的化学结构。发现Acremonamide ( 1 ) 含有N -Me-Phe、N -Me-Ala、Val、Phe 和 2-羟基异戊酸。上述四种氨基酸的绝对构型是通过酸水解和先进的 Marfey 方法确定的,而 2-羟基异戊酸的绝对构型是在O形成后通过 GC-MS 分析确定的。2-羟基异戊酸的(-)-薄荷酯的-五氟丙酰化衍生物。作为一种内在的生物活性,阿克瑞酰胺 ( 1 ) 不会对癌细胞和非癌细胞产生细胞毒性并增加迁移和侵袭。基于这些活动,在体外体内证实了克雷莫胺 ( 1 )的伤口愈合特性。
更新日期:2021-08-27
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