期刊
MOLECULES
卷 18, 期 8, 页码 10042-10055出版社
MDPI AG
DOI: 10.3390/molecules180810042
关键词
Anthraquinone; damnacanthal; nordamnacanthal; MCF-7; K-562; cytotoxic effects
资金
- Universiti Putra Malaysia, (RUGS) [05-03-10-0967 RU]
- University Malaysia Pahang [RDU 120373]
Naturally occurring anthraquinones, damnacanthal (1) and nordamnacanthal (2) were synthesized with modified reaction steps and investigated for their cytotoxicity against the MCF-7 and K-562 cancer cell lines, respectively. Intermediate analogues 2-bromomethyl-1,3-dimethoxyanthraquinone (5, IC50 = 5.70 +/- 0.21 and 8.50 +/- 1.18 mu g/mL), 2-hydroxymethyl-1,3-dimethoxyanthraquinone (6, IC50 = 12.10 +/- 0.14 and 14.00 +/- 2.13), 2-formyl-1,3-dimethoxyantharquinone (7, IC50 = 13.10 +/- 1.02 and 14.80 +/- 0.74), 1,3-dimethoxy-2-methylanthraquinone (4, IC50 = 9.40 +/- 3.51 and 28.40 +/- 2.33), and 1,3-dihydroxy-2-methylanthraquinone (3, IC50 = 25.60 +/- 0.42 and 28.40 +/- 0.79) also exhibited moderate cytotoxicity against MCF-7 and K-562 cancer cell lines, respectively. Other structurally related compounds like 1,3-dihydroxyanthraquinone (13a, IC50 = 19.70 +/- 0.35 and 14.50 +/- 1.28), 1,3-dimethoxyanthraquinone (13b, IC50 = 6.50 +/- 0.66 and 5.90 +/- 0.95) were also showed good cytotoxicity. The target compound damnacanthal (1) was found to be the most cytotoxic against the MCF-7 and K-562 cancer cell lines, with IC50 values of 3.80 +/- 0.57 and 5.50 +/- 1.26, respectively. The structures of all compounds were elucidated with the help of detailed spectroscopic techniques.
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