Abstract
Eight new cembranoids, crassarines A-H (1-8) were isolated from the Formosan soft coral Sinularia crassa. Compounds 1-3 represent the rare cembranoids with a 1,12-oxa-bridged tetrahydrofuran ring, while 4 and 5 are the firstly discovered 1,11-oxa-bridged tetrahydropyranocembranoids. The absolute configuration of 6 was determined using the Mosher's method. Compounds 6 and 8 were found to significantly inhibit the expression of both pro-inflammatory iNOS and COX-2 proteins at 10 μM, respectively, while compounds 4-8 were found to be non-cytotoxic toward the selected human liver cancer cells.
Keywords:
Sinularia crassa; anti-inflammatory; crassarines A-H.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Anthozoa / chemistry*
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Anti-Inflammatory Agents / chemistry
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Anti-Inflammatory Agents / isolation & purification
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Anti-Inflammatory Agents / pharmacology
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Cell Line, Tumor / drug effects
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Cyclooxygenase 2 Inhibitors / chemistry
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Cyclooxygenase 2 Inhibitors / isolation & purification
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Cyclooxygenase 2 Inhibitors / pharmacology
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Cytotoxins / chemistry
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Cytotoxins / isolation & purification
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Cytotoxins / pharmacology
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Diterpenes / chemistry
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Diterpenes / isolation & purification*
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Diterpenes / pharmacology
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Humans
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Magnetic Resonance Spectroscopy
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Nitric Oxide Synthase Type II / antagonists & inhibitors
Substances
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Anti-Inflammatory Agents
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Cyclooxygenase 2 Inhibitors
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Cytotoxins
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Diterpenes
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crassarine F
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crassarine H
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Nitric Oxide Synthase Type II