Acremonamide, a Cyclic Pentadepsipeptide with Wound-Healing Properties Isolated from a Marine-Derived Fungus of the Genus Acremonium
- 주제(기타) Plant Sciences; Chemistry, Medicinal; Pharmacology & Pharmacy
- 설명문(일반) [Kim, Sojeong; Kim, Haerin; Kim, Hangun] Ewha Womans Univ, Coll Pharm, Seoul 03760, South Korea; [Lee, Chang Wook; Park, So-Yeon; Oh, Song Jin; Kim, Youngbae; Paik, Man Jeong] Sunchon Natl Univ, Coll Pharm, Sunchon 57922, Jeonnam, South Korea; [Asolkar, Ratnakar N.; Fenical, William] Univ Calif San Diego, Ctr Marine Biotechnol & Biomed, Scripps Inst Oceanog, La Jolla, CA 92093 USA; [Kim, Geum Jin; Choi, Hyukjae] Yeungnam Univ, Coll Pharm, Gyongsan 38541, Gyeongsangbukdo, South Korea; [Lee, Eun-Young; Nam, Sang-Jip] Ewha Womans Univ, Dept Chem & Nanosci, Seoul 03760, South Korea; [Oh, Dong-Chan] Seoul Natl Univ, Coll Pharm, Nat Prod Res Inst, Seoul 08826, South Korea; [Yang, Inho] Korea Maritime & Ocean Univ, Ocean Sci & Technol Sch, Busan 49112, South Korea
- 등재 SCIE, SCOPUS
- 발행기관 AMER CHEMICAL SOC
- 발행년도 2021
- 총서유형 Journal
- URI http://www.dcollection.net/handler/ewha/000000183504
- 본문언어 영어
- Published As http://dx.doi.org/10.1021/acs.jnatprod.1c00305
초록/요약
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.
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