Abstract
Bioasay-guided fractionation of the antiemetic constituents of Alpinia officinarum was performed, and eight compounds (1-8) including a new compound were isolated. Among the seven known compounds, two flavonoids (1, 2), four diarylheptanoids (3, 5, 6, 8), and one sterol (4) were obtained, with five (2-6) of those compounds showing antiemetic activity in a copper sulfate induced emesis assay in young chicks. The structure of the new compound 7, which also showed antiemetic activity, was determined as 5-hydroxy-7-(4-hydroxy-3-methoxyphenyl)-1-(4-hydroxyphenyl)-3-heptanone. The structure of 7 was established on the basis of spectroscopic data interpretation.
MeSH terms
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Animals
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Antiemetics / chemistry
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Antiemetics / isolation & purification*
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Antiemetics / pharmacology
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Chickens
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Chromatography, High Pressure Liquid
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Copper Sulfate / pharmacology
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Diarylheptanoids / chemistry
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Diarylheptanoids / isolation & purification*
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Diarylheptanoids / pharmacology
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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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Flavonoids / chemistry
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Flavonoids / isolation & purification*
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Flavonoids / pharmacology
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Japan
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Male
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Molecular Conformation
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Molecular Structure
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Nuclear Magnetic Resonance, Biomolecular
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Phytosterols / chemistry
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Phytosterols / isolation & purification
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Phytosterols / pharmacology
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Plants, Medicinal / chemistry*
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Rhizome
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Stereoisomerism
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Zingiberales / chemistry*
Substances
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Antiemetics
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Diarylheptanoids
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Drugs, Chinese Herbal
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Flavonoids
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Phytosterols
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Copper Sulfate