Abstract
γ-Hydroxynitrile glucosides (prinsepicyanosides A-E) were isolated alongside 11 known compounds from seeds of Prinsepia utilis Royle. Their structures were determined by detailed analysis of NMR and MS spectroscopic data. The relative configuration of prinsepicyanoside C was established by Cu-Kα X-ray crystallography. Prinsepicyanoside A, osmaronin, and 4-(hydroxylmethyl)-5H-furan-2-one exhibited borderline antibacterial activity against Salmonella gallinarum, Vibrio parahaemolyticus, and Vibrio cholera with MIC values of 30.1, 20.7, and 22.8μg/mL, respectively.
Keywords:
Antibacterial activity; Prinsepia utilis Royle; Rosaceae; γ-Hydroxynitrile glucosides.
Copyright © 2014 Elsevier Ltd. All rights reserved.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Anti-Bacterial Agents / chemistry
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Anti-Bacterial Agents / isolation & purification*
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Anti-Bacterial Agents / pharmacology
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Crystallography, X-Ray
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Drugs, Chinese Herbal / chemistry
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Drugs, Chinese Herbal / isolation & purification*
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Drugs, Chinese Herbal / pharmacology
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Furans / chemistry
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Furans / isolation & purification*
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Furans / pharmacology
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Glucosides / chemistry
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Glucosides / isolation & purification*
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Glucosides / pharmacology
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Microbial Sensitivity Tests
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Molecular Conformation
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Molecular Structure
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Nitriles / chemistry
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Nitriles / isolation & purification*
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Nuclear Magnetic Resonance, Biomolecular
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Rosaceae / chemistry*
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Salmonella / drug effects
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Seeds / chemistry*
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Stereoisomerism
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Vibrio / drug effects
Substances
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Anti-Bacterial Agents
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Drugs, Chinese Herbal
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Furans
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Glucosides
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Nitriles
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prinsepicyanoside A