Abstract
In order to develop water soluble tyrosinase inhibitors, bibenzyl xyloside 1 isolated from Chlorophytum arundinaceum (liliaceae), and its derivatives 2 and 3 were synthesized by using Wittig reaction and trichloroimidate glycosylation procedure as key steps. Xylosides 1-3 showed potent tyrosinase inhibitory activity with IC(50)s of 1.6, 0.43, and 0.73 microM, respectively, although each NMR data of synthetic bibenzyls was not identical to that of naturally occurring xyloside 1.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Bibenzyls / chemical synthesis*
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Bibenzyls / chemistry
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Bibenzyls / pharmacology*
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Enzyme Inhibitors / chemical synthesis*
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Enzyme Inhibitors / chemistry
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Enzyme Inhibitors / pharmacology*
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Glucosides / chemical synthesis*
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Glucosides / chemistry
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Glucosides / pharmacology*
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Glycosylation
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Inhibitory Concentration 50
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Liliaceae / chemistry*
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Molecular Structure
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Nuclear Magnetic Resonance, Biomolecular
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Peptides / chemical synthesis*
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Peptides / chemistry
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Peptides / pharmacology*
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Solubility
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Structure-Activity Relationship
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Water / chemistry
Substances
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Bibenzyls
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Enzyme Inhibitors
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Glucosides
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Peptides
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Water