Prenylated phenylpropenes from Coleonema pulchellum with antimicrobial activity

The lipophilic root extract of Coleonema pulchellum was analysed and tested for antifungal and antibacterial activity. Eight previously undescribed prenyloxy and geranyloxy phenylpropenes, were isolated as major compounds together with the known evofolin-C as well as the lignans (+/-)-sesamin and (+/-)-prenylpiperitol, the diterpene (-)-pimara-9(11),15-dien-19-oic acid and the 2,4-decadienoic acid isobutylamide. All structures were established by spectroscopic evidence. From the new phenylpropenes, named evofolin-C-acetate, colenemol, colenemal, prenycol acetate, dehydroprenycol acetate, precolpuchol, colpuchol and colpuchol acetate, the dihydroxylated precolpuchol displayed the strongest antifungal and antibacterial activity against Cladosporium herbarum and Staphylococcus aureus, respectively.