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. 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-yl 3-(2-methylphenyl)propenoate (H2) had the highest plant growth inhibitory activity toward Brassica rapa.
Zhu
J
J
Faculty of Agriculture, University of the Ryukyus, Okinawa, Japan.
Majikina
M
M
Tawata
S
S
D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001937:Brassica / Q000187:drug effects / Q000502:physiology; D002934:Cinnamates / Q000138:chemical synthesis* / Q000494:pharmacology; D015394:Molecular Structure; D010937:Plant Growth Regulators / Q000037:antagonists & inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D011714:Pyrans / Q000138:chemical synthesis* / Q000494:pharmacology; D012232:Rhizoctonia / Q000187:drug effects
D000935:Antifungal Agents; D002934:Cinnamates; D010937:Plant Growth Regulators; D011714:Pyrans