Isolation and antifungal activity of 4-phenyl-3-butenoic acid from Streptomyces koyangensis strain VK-A60.
An antifungal compound was isolated from the culture broth of Streptomyces koyangensis strain VK-A60 using various chromatographic procedures. On the basis of the high-resolution EI-mass and 1H and 13C NMR data, the compound was identified as 4-phenyl-3-butenoic acid. Colletotrichum orbiculare, Magnaporthe grisea, and Pythium ultimum were most sensitive to 4-phenyl-3-butenoic acid. Strong inhibitory effects of 4-phenyl-3-butenoic acid also were found against Pectobacterium carotovorum subsp. carotovorum and Ralstonia solanacearum. 4-Phenyl-3-butenoic acid effectively suppressed the development of M. grisea on rice leaves at the concentration of more than 10 microg/mL, and the protective activity was in general similar to that of the commercial fungicide tricyclazole. Treatment with 100 microg/mL of 4-phenyl-3-butenoic acid also effectively inhibited the anthracnose development on cucumber plants, although its in vivo efficacy was somewhat less effective than that of the commercial fungicide chlorothalonil.
Lee
Jee Yeon
JY
Division of Bioscience and Technology, College of Life and Environmental Sciences, Korea University, Seoul 136-713, Korea.
Lee
Jung Yeop
JY
Moon
Surk Sik
SS
Hwang
Byung Kook
BK
D017077:Culture Media, Conditioned / Q000737:chemistry; D005229:Fatty Acids, Monounsaturated / Q000302:isolation & purification* / Q000494:pharmacology*; D005658:Fungi / Q000187:drug effects; D005659:Fungicides, Industrial / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D013302:Streptomyces / Q000378:metabolism*
D017077:Culture Media, Conditioned; D005229:Fatty Acids, Monounsaturated; D005659:Fungicides, Industrial; C064180:4-phenyl-3-butenoic acid