Journal
TETRAHEDRON
Volume 72, Issue 7, Pages 944-951Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2015.12.058
Keywords
Briarane; Briarenolide; Briareum; Anti-inflammatory; iNOS; COX-2
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Funding
- Asia-Pacific Ocean Research Center, National Sun Yat-sen University
- National Dong Hwa University
- National Museum of Marine Biology Aquarium
- Ministry of Science and Technology, Taiwan [MOST 103-2325-B-291-001, MOST 104-2325-B-291-001, MOST 104-2320-B-291-001-MY3]
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Eight new briarane diterpenoids, designated briarenolides M-T (1-8), were isolated from an octocoral identified as Briareum sp. The structures of briaranes 1-8 were established by spectroscopic methods and by comparison of the spectroscopic data with those of known analogues. The relationship between H-1 and C-13 NMR chemical shifts of 2-hydroxybriaranes possessing of (A) a Delta(3,5(16))-conjugated diene moiety or (B) a Delta(3,5)-conjugated diene moiety are described. Briarenolides M (1), P (4), S (7), and T (8) were found to inhibit the accumulation of the pro-inflammatory inducible nitric oxide synthase (iNOS) protein and briarenolides N (2), P (4), and T (8) were found to inhibit the accumulation of the pro inflammatory cyclooxygenase-2 (COX-2) protein in LPS (lipopolysaccharide)-stimulated RAW264.7 macrophage cells. (C) 2015 Elsevier Ltd. All rights reserved.
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