Veluri Ravikanth, Weir Tiffany L, Bais Harsh Pal, Stermitz Frank R, Vivanco Jorge M
Department of Horticulture and Landscape Architecture, Colorado State University, Fort Collins, Colorado 80523-1173, USA.
J Agric Food Chem. 2004 Mar 10;52(5):1077-82. doi: 10.1021/jf030653+.
(+/-)-Catechin is a potent phytotoxin, with the phytotoxicity due entirely to the (-)-catechin enantiomer. (+)-Catechin, but not the (-)-enantiomer, has antibacterial and antifungal activities. Tetramethoxy, pentaacetoxy, and cyclic derivatives of (+/-)-catechin retained phytotoxicity. The results indicate that antioxidant properties of catechins are not a determining factor for phytotoxicity. A similar conclusion was reached for the antimicrobial properties. Centaurea maculosa (spotted knapweed) exudes (+/-)-catechin from its roots, but the flavanol is not re-absorbed and hence the weed is not affected. The much less polar tetramethoxy derivative may, however, be absorbed and hence be able to cause toxicity. Because of the combination of phytotoxicity and antimicrobial activity, (+/-)-catechin could be a useful natural herbicide and antimicrobial.
(±)-儿茶素是一种强效植物毒素,其植物毒性完全归因于(-)-儿茶素对映体。(+)-儿茶素具有抗菌和抗真菌活性,而(-)-对映体则没有。(±)-儿茶素的四甲氧基、五乙酰氧基和环状衍生物保留了植物毒性。结果表明,儿茶素的抗氧化特性不是植物毒性的决定因素。对于抗菌特性也得出了类似的结论。斑花矢车菊(斑点矢车菊)从其根部分泌(±)-儿茶素,但这种黄烷醇不会被重新吸收,因此这种杂草不会受到影响。然而,极性小得多的四甲氧基衍生物可能会被吸收,从而能够造成毒性。由于具有植物毒性和抗菌活性,(±)-儿茶素可能是一种有用的天然除草剂和抗菌剂。