Syntheses and biological activities of pyranyl-substituted cinnamates

Twenty-two kinds of pyranyl-substituted cinnamates were synthesized by the reaction of 4-hydroxy-6-(2-phenylethyl)-2H-pyran-2-one or 4-hydroxy-6-methyl-2H-pyran-2-one (HMP) with a variety of substituted cinnamic acids, and their antifungal and plant growth inhibitory activities were investigated. Am...

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Bibliographic Details
Published in:Bioscience, biotechnology, and biochemistry biotechnology, and biochemistry, 2001-01, Vol.65 (1), p.161-163
Main Authors: Zhu, J. (Ryukyu Univ., Nishihara, Okinawa (Japan). Coll. of Agriculture), Majikina, M, Tawata, S
Format: Article
Language:English
Subjects:
7,8-dihydro-5,6-dehydrokawain
antifungal activity
Antifungal Agents - chemical synthesis
Antifungal Agents - pharmacology
ANTIFUNGAL PROPERTIES
Biological and medical sciences
BIOLOGICAL PROPERTIES
Brassica - drug effects
Brassica - physiology
BRASSICA RAPA
Chemical control
CHEMICAL SYNTHESIS
cinnamate
Cinnamates - chemical synthesis
Cinnamates - pharmacology
Control
ESTERS
Fundamental and applied biological sciences. Psychology
Fungal plant pathogens
Molecular Structure
Parasitic plants. Weeds
Phytopathology. Animal pests. Plant and forest protection
plant growth inhibition
Plant Growth Regulators - antagonists & inhibitors
Plant Growth Regulators - chemical synthesis
Plant Growth Regulators - pharmacology
PLANT GROWTH SUBSTANCES
pyran
Pyrans - chemical synthesis
Pyrans - pharmacology
Rhizoctonia - drug effects
RHIZOCTONIA SOLANI
SCLEROTIUM (DEUTEROMYCOTINA)
SINAPIC ACID
Weeds
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Summary:Twenty-two kinds of pyranyl-substituted cinnamates were synthesized by the reaction of 4-hydroxy-6-(2-phenylethyl)-2H-pyran-2-one or 4-hydroxy-6-methyl-2H-pyran-2-one (HMP) with a variety of substituted cinnamic acids, and their antifungal and plant growth inhibitory activities were investigated. Among the compounds prepared, 6-methyl-2-oxo-2H-pyran-4-yl 3-(4-isopropylphenyl)propenoate (H5) showed the strongest antifungal activity against Rhizoctonia solani and Sclerotium dellfinii, and 6-methyl-2-oxo-2H-pyran-4-yl3-(2-methylphenyl)propenoate (H2) had the highest plant gorwth inhibitory activity toward Brassica rapa.
ISSN:0916-8451
1347-6947
DOI:10.1271/bbb.65.161