Alkenylresorcinols and cytotoxic activity of the constituents isolated from Labisia pumila
| Autor: | Naoshi Yamamoto, Ethel Jeyaseela Jeyaraj, Ralf Kneer, Faridah Abas, Khozirah Shaari, Johnson Stanslas, Toshio Honda, Nabil Ali Al-Mekhlafi, Nordin H. Lajis |
|---|---|
| Rok vydání: | 2011 |
| Předmět: |
Stigmasterol
biology Stereochemistry Labisia pumila Antineoplastic Agents Plant Science General Medicine Resorcinol Myrsinaceae Resorcinols Horticulture biology.organism_classification Biochemistry chemistry.chemical_compound Alkylresorcinol chemistry Cell Line Tumor Humans Selectivity Derivatization Molecular Biology Two-dimensional nuclear magnetic resonance spectroscopy Cell Proliferation Primulaceae |
| Zdroj: | Phytochemistry. 80 |
| ISSN: | 1873-3700 |
| Popis: | Phytochemical investigation on the leaves of Labisia pumila (Myrsinaceae), an important medicinal herb in Malaysia, has led to the isolation of 1- O -methyl-6-acetoxy-5-(pentadec-10 Z -enyl)resorcinol ( 1 ), labisiaquinone A ( 2 ) and labisiaquinone B ( 3 ). Along with these, 16 known compounds including 1- O -methyl-6-acetoxy-5-pentadecylresorcinol ( 4 ), 5-(pentadec-10 Z -enyl)resorcinol ( 5 ), 5-(pentadecyl)resorcinol ( 6 ), (−)-loliolide ( 7 ), stigmasterol ( 8 ), 4-hydroxyphenylethylamine ( 9 ), 3,4,5-trihydroxybenzoic acid ( 10 ), 3,4-dihydroxybenzoic acid ( 11 ), (+)-catechin ( 12 ), (−)-epicatechin ( 13 ), kaempferol-3- O -α-rhamnopyranosyl-7- O -β-glycopyranoside ( 14 ), kaempferol-4′- O- β-glycopyranoside ( 15 ), quercetin-3- O -α-rhamnopyranoside ( 16 ), kaempferol-3- O -α-rhamnopyranoside ( 17 ), (9 Z ,12 Z )-octadeca-9,12-dienoic acid ( 18 ) and stigmasterol-3- O - β -glycopyranoside ( 19 ) were also isolated. The structures of these compounds were established on the basis of 1D and 2D NMR spectroscopy techniques ( 1 H, 13 C, COSY, HSQC, NOESY and HMBC experiments), mass spectrometry and chemical derivatization. Among the constituents tested 1 and 4 exhibited strongest cytotoxic activity against the PC3, HCT116 and MCF-7 cell lines (IC 50 values ⩽10 μM), and they showed selectivity towards the first two-cell lines relative to the last one. |
| Databáze: | OpenAIRE |
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