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

Title
The Halicylindramides, Farnesoid X Receptor Antagonizing Depsipeptides from a Petrosia sp. Marine Sponge Collected in Korea
Authors
Hahn D.Kim H.Yang I.Chin J.Hwang H.Won D.H.Lee B.Nam S.-J.Ekins M.Choi H.Kang H.
Ewha Authors
남상집
SCOPUS Author ID
남상집scopus
Issue Date
2016
Journal Title
Journal of Natural Products
ISSN
0163-3864JCR Link
Citation
vol. 79, no. 3, pp. 499 - 506
Publisher
American Chemical Society
Indexed
SCI; SCIE; SCOPUS WOS scopus
Abstract
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. © 2016 The American Chemical Society and American Society of Pharmacognosy.
DOI
10.1021/acs.jnatprod.5b00871
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자연과학대학 > 화학·나노과학전공 > Journal papers
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