Planta Med 2000; 66(8): 728-733
DOI: 10.1055/s-2000-9908
Original Paper
© Georg Thieme Verlag Stuttgart · New York

Bioactive Coumarin Derivatives from the Fern Cyclosorus interruptus

Tulla Quadri-Spinelli1 , Jörg Heilmann1 , Topul Rali2 , Otto Sticher1,*
  • 1 Department of Applied BioSciences, Institute of Pharmaceutical Sciences, Swiss Federal Institute of Technology (ETH) Zurich, Zürich, Switzerland
  • 2 PNG Biodiversity Research PTY Ltd, Port Moresby, Papua New Guinea
Further Information

Publication History

Publication Date:
31 December 2000 (online)

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.

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Prof. Dr. O. Sticher

Institute of Pharmaceutical Sciences

ETH Zurich

Winterthurerstr. 190

8057 Zürich

Switzerland

Email: sticher@pharma.anbiethz.ch

Phone: +41 1 635 6882

Fax: +41 1 635 6050