RESUMEN
Examination of the acetone extract of the aerial parts of Hypericum ellipticum afforded a new acetylated benzophenone glucoside (3'-O-beta-D-3",4",6"-triacetylglucopyranosyl-2,4,5',6-tetrahydroxybenzophenone) together with catechin and epicatechin. The structure of the benzophenone glucoside was determined by 2D NMR spectroscopic data. The compound inhibited the proliferation of CNS tumor cell line (SF-268) and lipid peroxidation in in vitro assays.
Asunto(s)
Benzofenonas/química , Citostáticos/química , Glucósidos/química , Hypericum/química , Benzofenonas/aislamiento & purificación , Benzofenonas/farmacología , Catequina/química , Catequina/aislamiento & purificación , Catequina/farmacología , Línea Celular Tumoral , Citostáticos/aislamiento & purificación , Citostáticos/farmacología , Glucósidos/aislamiento & purificación , Glucósidos/farmacología , Humanos , Peroxidación de Lípido/efectos de los fármacos , Resonancia Magnética Nuclear BiomolecularRESUMEN
Three acylphloroglucinol derivatives have been isolated from the hexane and acetone extracts of the aerial parts of Hypericum densiflorum Pursch. The compounds were characterized by NMR spectroscopy and mass spectrometry and identified as 4-geranyloxy-2,6-dihydroxybenzophenone (1), 4-geranyloxy-1-(2-methylpropanoyl)- phloroglucinol (2) and 4-geranyloxy-1-(2-methylbutanoyl)-phloroglucinol (3). Compounds 1-3 were evaluated for in vitro cell proliferation inhibitory activity against human breast (MCF-7), lung (NCI H460), CNS (SF-268), stomach (AGS) and colon (HCT-116) tumor cell lines; antibacterial activity against methicillin-resistant Staphylococcus aureus (MRSA); inhibition of cyclooxygenase (COX-1 and -2) enzymes; and antioxidant activity in the lipid peroxidation (LPO) assay. All three compounds showed moderate to strong antitumor, antibacterial, antioxidant and inhibition of COX-2 activities. Also, this is the first reported occurrence of compound 3 in the Hypericum genus.
