ABSTRACT
GC-MS and (1)H NMR spectroscopic profiling of a CDCl 3 extract of the liverwort Riccardia polyclada (syn. R. umbrosa) revealed the presence of four main compounds bearing several chlorine atoms on a bibenzyl skeleton. Separation of a CH 2Cl 2 extract was achieved using preparative TLC, and structures 1- 4 were proposed on the basis of spectroscopic evidence. Compounds 1- 4 were active in a brine shrimp lethality bioassay ( Artemia salina). In addition, 2 and 4 displayed moderate antifeedant activity in disk-choice bioassays with Spodoptera littoralis larvae and inhibited the growth of Cladosporium herbarum cultures on TLC plates.
Subject(s)
Antifungal Agents/isolation & purification , Antifungal Agents/pharmacology , Artemia/drug effects , Bibenzyls/isolation & purification , Bibenzyls/pharmacology , Hepatophyta/chemistry , Plants, Medicinal/chemistry , Polychlorinated Biphenyls/isolation & purification , Polychlorinated Biphenyls/pharmacology , Spodoptera/drug effects , Animals , Antifungal Agents/chemistry , Bibenzyls/chemistry , Chile , Cladosporium/drug effects , Feeding Behavior/drug effects , Larva/drug effects , Molecular Structure , Polychlorinated Biphenyls/chemistryABSTRACT
A chemical study of a dichloromethane extract of Balantiopsis cancellata led to the isolation of four known 2-phenylethanol esters (1-4) and a phenylethanediol benzoate (5). Antifeedant activity toward Spodoptera littoralis (disk-choice bioassay) and growth inhibition of the phytopathogen Cladosporium herbarum in TLC-bioautography assays were determined. The results show that the antifeedant and antifungal activity of the extract is attributable mainly to the trans-beta-methylthioacrylate 4.
