In-vitro Cytotoxic Activities of the Major Bromophenols of the Red Alga Polysiphonia lanosa and Some Novel Synthetic Isomers
| Autor: | Gerald Blunden, Peter A. Linley, Colin W. Wright, Nagwa Shoeib, Michael C. Bibby, Richard T. Wheelhouse, David J. Swaine |
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| Rok vydání: | 2004 |
| Předmět: |
Stereochemistry
Pharmaceutical Science Antineoplastic Agents Ether Fractionation Biology Polysiphonia lanosa Analytical Chemistry Inhibitory Concentration 50 chemistry.chemical_compound Isomerism Phenols Drug Discovery Tumor Cells Cultured MTT assay Nuclear Magnetic Resonance Biomolecular Pharmacology Chloroform Chromatography Molecular Structure Organic Chemistry Biological activity Hydrocarbons Brominated England Complementary and alternative medicine chemistry Polyphenol Rhodophyta Molecular Medicine Drug Screening Assays Antitumor |
| Zdroj: | Journal of Natural Products. 67:1445-1449 |
| ISSN: | 1520-6025 0163-3864 |
| DOI: | 10.1021/np0305268 |
| Popis: | Bioassay-guided fractionation was applied to the cytotoxic chloroform fraction of the red alga Polysiphonia lanosa. The major compounds of the most active fraction were identified using GLC-MS analysis as lanosol (1), methyl, ethyl, and n-propyl ethers of lanosol (1a, 1b, and 1c, respectively), and aldehyde of lanosol (2), although 1b appears to be an artifact arising during the fractionation procedure. These compounds and other known bromophenols were synthesized in addition to four novel isomers (3, 3a-c). The cytotoxic activities of all the synthetic compounds were determined against DLD-1 cells using the MTT assay. Compounds with IC(50)20 micromol were also tested against HCT-116 cells. Compound 3c (2,5-dibromo-3,4-dihydroxybenzyl n-propyl ether) was the most active compound against both cell lines (IC(50) = 1.72 and 0.80 micromol, respectively), and its effect on the cell cycle was studied using flow cytometry. |
| Databáze: | OpenAIRE |
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