Bioactive Coumarin Derivatives from the Fern Cyclosorus interruptus

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.

Antiprotozoal Activity and Cytotoxicity of Novel 1,7-Dioxadispiro[5.1.5.2]pentadeca-9,12-dien-11-one Derivatives fromAmomum aculeatum

“…The screen for activity against the KB cell line (ATC CCL 17) was performed as described previously [9].…”

Determination of six bioactive components of Saussurea katochaete by capillary electrophoresis

“…It has been reported that flavonoids from Saussurea species display a wide range of pharmacological activities, such as anti-inflammatory (Nie et al, 2000), antineoplastic (Huang and Tan, 2002) and anti-oxidant activities (Fan and Yue, 2003). Coumarins are best known to have anticancer and antiviral (Ju et al, 2002), antiplatelet aggregation and antibacterial activities (Quadri-Spinelli et al, 2000). Phenylpropanoids also have antiallergic activity (Matsuda et al, 2003a,b), antimicrobial activity (Shadle et al, 2003), cancer chemopreventive activity (Itoigawa et al, 2004) and gastroprotective effects (Matsuda et al, 2003a,b).…”

The essential oil of Anemia tomentosa (Savigny) Sw. var. anthriscifolia (Schrad.) Mickel

“…1 Since ancient times there has been strong interest in the application of ferns for their traditional medicinal properties [2][3][4] and in Central American countries ferns are traded in the local markets for medicinal uses. 5 While the chemical composition of primary and secondary metabolites in ferns have been examined, [6][7][8] few reports have characterized the volatile components from aromatic ferns. 9 The genus Anemia Sw. (Anemiaceae) contains over 100 species of aromatic ferns that are utilized in popular medicine, 10 with the great majority found in the warmer and drier regions of America from Texas to Argentina.…”