Abstract
Bioactivity-guided fractionation of petroleum ether- and EtOAc-soluble extracts of the seeds of Ziziphus jujuba using a cyclooxygenase-2 assay as a monitor indicated that the triglyceride, 1,3-di-O-[9(Z)-octadecenoyl]-2-O-[9(Z),12(Z)-octadecadienoyl]glycerol (3), and a fatty acid mixture of linoleic, oleic and stearic acids, were the major active components. A new pentacyclic lupane-type triterpene derivative, 3-O-[9(Z)-octadecenoyl]betulinic acid (1), and betulinic acid (2) were also isolated and identified. All isolates as well as pure linoleic, oleic and stearic acids were evaluated for their inhibitory effects against both cyclooxygenases-1 (COX-1) and -2 (COX-2).
Publication types
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Letter
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Research Support, U.S. Gov't, P.H.S.
MeSH terms
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Betulinic Acid
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Cyclooxygenase 1
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Cyclooxygenase 2
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Cyclooxygenase 2 Inhibitors
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Cyclooxygenase Inhibitors / pharmacology*
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Isoenzymes / antagonists & inhibitors*
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Linoleic Acid / pharmacology
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Magnetic Resonance Spectroscopy
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Molecular Structure
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Oleic Acid / pharmacology
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Pentacyclic Triterpenes
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Plant Extracts / chemistry
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Plant Extracts / pharmacology*
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Prostaglandin-Endoperoxide Synthases
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Seeds / chemistry*
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Stearic Acids / pharmacology
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Triglycerides / chemistry
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Triglycerides / isolation & purification
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Triglycerides / pharmacology*
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Triterpenes / chemistry
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Triterpenes / isolation & purification
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Triterpenes / pharmacology*
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Ziziphus*
Substances
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1,3-di-(9-octadecenoyl)-2-(9,12-octadecadienoyl)glycerol
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3-O-(9-octadecenoyl)betulinic acid
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Cyclooxygenase 2 Inhibitors
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Cyclooxygenase Inhibitors
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Isoenzymes
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Pentacyclic Triterpenes
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Plant Extracts
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Stearic Acids
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Triglycerides
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Triterpenes
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Oleic Acid
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stearic acid
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Linoleic Acid
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Cyclooxygenase 1
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Cyclooxygenase 2
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Prostaglandin-Endoperoxide Synthases
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Betulinic Acid