Isolation and antifungal activity of kakuol, a propiophenone derivative from Asarum sieboldii rhizome.
An antifungal substance active against Colletotrichum orbiculare (Berk & Mont) Arx was isolated from the methanol extracts of Asarum sieboldii (Miq) Maek rhizomes. High-resolution MS, NMR and UV spectral data confirmed that the antifungal substance is kakuol, 2-hydroxy-4,5-methylenedioxypropiophenone. Colletotrichum orbiculare was most sensitive to kakuol, with MIC of 10 microg ml(-1). Kakuol also completely inhibited the mycelial growth of Botrytis cinerea Pers ex Fr and Cladosporium cucumerinum Ellis & Arthur at 50 microg ml(-1) and 30 microg ml(-1), respectively. However, no antimicrobial activity was found against yeast and bacteria even at 100 microg ml(-1). Kakuol exhibited a protective activity against the development of anthracnose disease on cucumber plants. The control efficacy of kakuol against the anthracnose disease was in general somewhat less than that of the commercial fungicide chlorothalonil. This is the first report to demonstrate in vitro and in vivo antifungal activity of kakuol against C. orbiculare infection.
Lee
Jung Yeop
JY
Division of Bioscience and Technology, College of Life and Environmental Sciences, Korea University, Seoul 136-713, Korea.
Moon
Surk Sik
SS
Hwang
Byung Kook
BK
D030023:Asarum / Q000737:chemistry*; D020171:Botrytis; D002963:Cladosporium; D020231:Colletotrichum; D018553:Cucumis sativus / Q000382:microbiology; D005659:Fungicides, Industrial / Q000302:isolation & purification*; D015394:Molecular Structure; D009570:Nitriles; D010935:Plant Diseases / Q000382:microbiology; D018515:Plant Leaves / Q000382:microbiology; D011427:Propiophenones / Q000302:isolation & purification*; D027343:Rhizome / Q000737:chemistry*
D005659:Fungicides, Industrial; D009570:Nitriles; D011427:Propiophenones; C049775:kakoul; C005806:tetrachloroisophthalonitrile