ABSTRACT
From Usnea aciculifera, a new depside aciculiferin A (1) was isolated, together with eleven known compounds, (+)-(12R)-usnic acid (2), methyl haematommate (3), methyl beta-orsellinate (4), methyl orsellinate (5), atranol (6), 7-hydroxy-5-methoxy-6-methylphthalide (7), norstictic acid (8), stictic acid (9), atranorin (10), barbatinic acid (11) and diffractaic acid (12). Their chemical structures were elucidated by 1D and 2D NMR spectroscopic as well as HR-ESI-MS analysis. Usnic acid (2) and depside diffractaic acid (12) presented in high yield of around 1.5% of the dried material. Some lichen substances inhibited the growth of some cancer cell lines. Three depsides, 1, 11 and 12, were evaluated for their cytotoxic activity against HeLa (human epithelial carcinoma), NCI-H460 (human lung cancer) and MCF-7 (human breast cancer) cell lines at the concentration of 100 microg/mL. Depside 1 showed good and depside 12 strong cytotoxic activity against three surveyed cancer cell lines.
Subject(s)
Ascomycota/chemistry , Depsides/chemistry , Depsides/pharmacology , Pinus/microbiology , Ascomycota/growth & development , Ascomycota/isolation & purification , Cell Line , Cell Proliferation/drug effects , Depsides/isolation & purification , Humans , Magnetic Resonance Spectroscopy , Molecular Structure , VietnamABSTRACT
The plant Wedelia biflora has been used in traditional medicine in India and Vietnam to treat various symptoms. However, the chemical composition of its flowers remains mostly unknown. Therefore, we now report the isolation and structural elucidation of six new phenolic glycosides {wedebicoside A - F (1-6)} and one new ceramide [wedebiceramide (9)], together with six known compounds, 1-O-(2',4'-diangeloyloxy-beta-D-fucopyranosyl)-6-hydroxythymol (7), 1-O-[2',4'-diangeloyloxy-3'-(3"-angeloyloxy-beta-D-fucopyranosyl)-beta-D-fucopyransyl]-6-hydroxythymol (8), anhydrosecoisolariciresinol (10), friedeline (11), epifriedelanol (12) and stigmasterol (13) from the flowers of Wedelia biflora. Their structures were established by 1D and 2D NMR spectroscopy, as well as by high resolution ESI-MS analysis and comparison with literature data. The cytotoxic activities against HeLa, MCF-7 and NCI-H460 were evaluated on some purified compounds at the concentration of 100 microg/mL. Compounds 1, 2, 3 and 5 showed strong cytotoxic activities against three surveyed cancer cell lines. Consequently, this study elucidated the phytochemical composition of W. biflora, as well as the potential use of some of the new compounds against some cancers.
