Abstract
A new flavanone, shisoflavanone A (1), and several flavonoids were purified from the ethyl acetate-soluble fraction of green perilla leaves (Perilla frutescens Britton var. crispa form viridis), and their structures were identified. Shisoflavanone A was elucidated as 8-hydroxy-6,7-dimethoxyflavanone based on its spectral data. Other constituents of the ethyl acetate-soluble fraction, i.e. 5,8-dihydroxy-7-methoxyflavanone (2), negletein (5,6-dihydroxy-7-methoxyflavone) (3), luteolin (4), apigenin (5), esculetin (6), and protocatechuic acid (7), were identified. This is the first time that constituents 2, 3, and 6 have been found in green perilla. Shisoflavanone A and the other constituents (except 7) significantly inhibited nitric oxide production in interleukin 1β-stimulated rat hepatocytes, which have been used to monitor the anti-inflammatory effects of herbal constituents. The present findings suggest that these constituents, including shisoflavanone A, may be involved in the anti-inflammatory effects of green perilla leaves.
Keywords:
chemokine; flavanone; flavone; green perilla; nitric oxide.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Anti-Inflammatory Agents, Non-Steroidal / chemistry
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Anti-Inflammatory Agents, Non-Steroidal / isolation & purification
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Anti-Inflammatory Agents, Non-Steroidal / pharmacology*
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Antioxidants / chemistry
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Antioxidants / isolation & purification
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Antioxidants / pharmacology*
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Apigenin / chemistry
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Apigenin / isolation & purification
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Apigenin / pharmacology
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Flavanones / chemistry
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Flavanones / isolation & purification
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Flavanones / pharmacology*
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Flavones / chemistry
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Flavones / isolation & purification
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Flavones / pharmacology
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Flavonoids / chemistry
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Flavonoids / isolation & purification
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Flavonoids / pharmacology
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Hepatocytes / cytology
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Hepatocytes / drug effects*
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Hepatocytes / metabolism
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Interleukin-1beta / antagonists & inhibitors
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Interleukin-1beta / pharmacology
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Luteolin / chemistry
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Luteolin / isolation & purification
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Luteolin / pharmacology
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Male
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Nitric Oxide / antagonists & inhibitors*
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Nitric Oxide / biosynthesis
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Oxidative Stress
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Perilla frutescens / chemistry*
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Plant Extracts / chemistry
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Plant Leaves / chemistry
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Primary Cell Culture
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Rats
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Rats, Wistar
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Umbelliferones / chemistry
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Umbelliferones / isolation & purification
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Umbelliferones / pharmacology
Substances
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Anti-Inflammatory Agents, Non-Steroidal
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Antioxidants
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Flavanones
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Flavones
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Flavonoids
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Interleukin-1beta
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Plant Extracts
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Umbelliferones
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negletein
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shisoflavanone A
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Nitric Oxide
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Apigenin
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Luteolin
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esculetin