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DOI: 10.1055/s-2000-9908
Bioactive Coumarin Derivatives from the Fern Cyclosorus interruptus
Publication History
Publication Date:
31 December 2000 (online)
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Abstract
Three new coumarin derivatives, compounds 1 - 3, three new furanocoumarins, compounds 4 - 6, and a novel dioxocane derivative, compound 7, were isolated from the fern Cyclosorus interruptus (Willd.) H. Itô. Based on spectrometric and spectroscopic analysis (FAB or EI mass spectrometry as well as 1D and 2D NMR experiments) their structures were characterised as 5,7-dihydroxy-6-methyl-4-phenyl-8-(3-phenylpropionyl)-1-benzopyran-2-one (1), 5,7-dihydroxy-6-methyl-4-phenyl-8-(3-phenyl-trans-acryloyl)-1-benzopyran-2-one (2), 5,7-dihydroxy-8-(2-hydroxy-3-phenylpropionyl)-6-methyl-4-phenyl-1-benzopyran-2-one (3), 8-benzyl-5,8-dihydroxy-6-methyl-4-phenylfuro[2,3-h]-1-benzopyran-2,9-dione (4), 8-benzyl-5,8β,9β-trihydroxy-6-methyl-4-phenyl-8,9-dihydro-furo[2,3-h]-1-benzopyran-2-one (5), 8-benzyl-5,8β,9α-trihydroxy-6-methyl-4-phenyl-8,9-dihydro-furo[2,3-h]-1-benzopyran-2-one (6) and 5,11-dihydroxy-6-methyl-4-phenyl-11-(1-phenylmethyl)-7,10-dioxocane [5,6-h]-1-benzopyran-2,12-dione (7). For these compounds we propose the trivial names interruptins A - F. Compounds 1, 5/6 and 7 showed antibacterial activity while compounds 1 and 2 were cytotoxic to a KB cell line.
Key words
Cyclosorus interruptus - Thelypteridaceae - coumarins - furanocoumarins - dioxocane - cytotoxic activity
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Prof. Dr. O. Sticher
Institute of Pharmaceutical Sciences
ETH Zurich
Winterthurerstr. 190
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Switzerland
Email: sticher@pharma.anbiethz.ch
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