Abstract
Lanceolitols A1-A7 (1-7) and B1-B7 (9-15), two series of new myo-inositol-derived glycolipid analogues, in which a sugar moiety is replaced by a fatty acid esterified myo-inositol moiety, were isolated from the leaves of Solanum lanceolatum. Their structures were elucidated on the basis of spectroscopic analysis (1H NMR, 13C NMR, 1H-1H COSY, HMQC, HMBC, and HRFABMS), as well as chemical analysis. All the compounds showed in vivo anti-inflammatory activity against ear edema in mice produced by 12-O-tetradecanoylphorbol-13-acetate (TPA). In vitro enzyme inhibition studies showed that the mixture of lanceolitols A1-A7 inhibited by 58.56% phospholipase A2 from bee venom, while the mixture of lanceolitols B1-B7 was cyclooxygenase-2 (COX-2) inhibitors (IC50 = 237 microM).
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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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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Cyclooxygenase 2
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Cyclooxygenase 2 Inhibitors
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Cyclooxygenase Inhibitors / chemistry
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Cyclooxygenase Inhibitors / isolation & purification*
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Cyclooxygenase Inhibitors / pharmacology
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Glycolipids / chemistry
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Glycolipids / isolation & purification*
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Glycolipids / pharmacology
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Humans
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Inhibitory Concentration 50
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Inositol / chemistry
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Membrane Proteins
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Phospholipases A / antagonists & inhibitors*
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Phospholipases A2
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Plant Leaves / chemistry
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Plants, Medicinal / chemistry*
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Prostaglandin-Endoperoxide Synthases / drug effects*
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Solanum / chemistry*
Substances
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Anti-Inflammatory Agents
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Cyclooxygenase 2 Inhibitors
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Cyclooxygenase Inhibitors
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Glycolipids
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Membrane Proteins
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Inositol
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Cyclooxygenase 2
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PTGS2 protein, human
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Prostaglandin-Endoperoxide Synthases
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Phospholipases A
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Phospholipases A2