Abstract
From the resinous exudate of Heliotropium huascoense a new compound, rel-(8R,9R)-carrizaloic acid, (1) (3-[rel-(8R,9R-9-hydroxy-9,13,13-trimethyl-12-oxo-10-cyclohexenyl)methyl]-4-methoxybenzoic acid), and three known flavonoids, [3-methylgalangin, 3,7-dimethylgalangin, and (-)-alpinone] have been isolated. The structure of 1 was determined by spectral and chemical methods. Several plant defensive properties of 1 (insecticidal and antifungal) have been evaluated.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Antifungal Agents / chemistry
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Antifungal Agents / isolation & purification*
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Antifungal Agents / pharmacology
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Aphids / drug effects
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Aspergillus / drug effects
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Benzoates / chemistry
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Benzoates / isolation & purification*
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Benzoates / pharmacology
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Boraginaceae / chemistry*
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Chile
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Chromatography, Thin Layer
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Coleoptera / drug effects
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Dose-Response Relationship, Drug
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Flavonoids / chemistry
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Flavonoids / isolation & purification
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Flavonoids / pharmacology
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Fusarium / drug effects
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Hemolymph / drug effects
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Hydroxybenzoate Ethers
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Insecticides / chemistry
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Insecticides / isolation & purification*
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Insecticides / pharmacology
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Larva / drug effects
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Magnetic Resonance Spectroscopy
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Molecular Conformation
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Molecular Structure
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Plants, Medicinal / chemistry
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Resins, Plant / chemistry*
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Spectrophotometry, Infrared
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Spectrophotometry, Ultraviolet
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Spodoptera / drug effects
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Stereoisomerism
Substances
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3,7-dimethylgalangin
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Antifungal Agents
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Benzoates
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Flavonoids
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Hydroxybenzoate Ethers
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Insecticides
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Resins, Plant
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alpinone
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rel-carrizaloic acid
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3-methylgalangin