The Halicylindramides, Farnesoid X Receptor Antagonizing Depsipeptides from a Petrosia sp. Marine Sponge Collected in Korea

详细信息    查看全文

• 作者：Dongyup Hahn ; Hiyoung Kim ; Inho Yang ; Jungwook Chin ; Hoosang Hwang ; Dong Hwan Won ; Byoungchan Lee ; Sang-Jip Nam ; Merrick Ekins ; Hyukjae Choi ; Heonjoong Kang
• 刊名：Journal of Natural Products
• 出版年：2016
• 出版时间：March 25, 2016
• 年：2016
• 卷：79
• 期：3
• 页码：499-506
• 全文大小：399K
• ISSN：1520-6025

文摘

Three new structurally related depsipeptides, halicylindramides F–H (1–3), and two known halicylindramides were isolated from a Petrosia sp. marine sponge collected off the shore of Youngdeok-Gun, East Sea, Republic of Korea. Their planar structures were elucidated by extensive spectroscopic data analyses including 1D and 2D NMR data as well as MS data. The absolute configurations of halicylindramides F–H (1–3) were determined by Marfey’s method in combination with Edman degradation. The absolute configurations at C-4 of the dioxyindolyl alanine (Dioia) residues of halicylindramides G (2) and H (3) were determined as 4S and 4R, respectively, based on ECD spectroscopy. The C-2 configurations of Dioia in 2 and 3 were speculated to both be 2R based on the shared biogenesis of the halicylindramides. Halicylindramides F (1), A (4), and C (5) showed human farnesoid X receptor (hFXR) antagonistic activities, but did not bind directly to hFXR.