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Bioactive coumarin derivatives from the fern Cyclosorus interruptus.
Planta Med. 2000 Dec; 66(8):728-33.PM

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 El 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-5,8 beta,9 beta-trihydroxy-6-methyl-4-phenyl-8,9-dihydro- furo[2,3-h]-1-benzopyran-2-one (5), 8-benzyl-5,8 beta,9 alpha-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.

Authors+Show Affiliations

Quadri-Spinelli T
Department of Applied BioSciences, Institute of Pharmaceutical Sciences, Swiss Federal Institute of Technology (ETH) Zurich, Zürich, Switzerland.
Heilmann J
No affiliation info available
Rali T
No affiliation info available
Sticher O
No affiliation info available

MeSH

Anti-Infective AgentsCoumarinsMicrobial Sensitivity TestsPlant ExtractsPlantsSpectrum Analysis

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

11199130

Citation

Quadri-Spinelli, T, et al. "Bioactive Coumarin Derivatives From the Fern Cyclosorus Interruptus." Planta Medica, vol. 66, no. 8, 2000, pp. 728-33.
Quadri-Spinelli T, Heilmann J, Rali T, et al. Bioactive coumarin derivatives from the fern Cyclosorus interruptus. Planta Med. 2000;66(8):728-33.
Quadri-Spinelli, T., Heilmann, J., Rali, T., & Sticher, O. (2000). Bioactive coumarin derivatives from the fern Cyclosorus interruptus. Planta Medica, 66(8), 728-33.
Quadri-Spinelli T, et al. Bioactive Coumarin Derivatives From the Fern Cyclosorus Interruptus. Planta Med. 2000;66(8):728-33. PubMed PMID: 11199130.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Bioactive coumarin derivatives from the fern Cyclosorus interruptus. AU - Quadri-Spinelli,T, AU - Heilmann,J, AU - Rali,T, AU - Sticher,O, PY - 2001/2/24/pubmed PY - 2001/4/21/medline PY - 2001/2/24/entrez SP - 728 EP - 33 JF - Planta medica JO - Planta Med VL - 66 IS - 8 N2 - 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 El 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-5,8 beta,9 beta-trihydroxy-6-methyl-4-phenyl-8,9-dihydro- furo[2,3-h]-1-benzopyran-2-one (5), 8-benzyl-5,8 beta,9 alpha-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. SN - 0032-0943 UR - https://www.unboundmedicine.com/medline/citation/11199130/Bioactive_coumarin_derivatives_from_the_fern_Cyclosorus_interruptus_ DB - PRIME DP - Unbound Medicine ER -