Antitumor and quantitative structure activity relationship study for dihydropyridones derived from curcumin

American Journal of Immunology

Volumn 6, Issue 1, 2010, Pages 7-10

  Saeed, Bahjat A ^a   Saour, Kawkab Y ^b   Elias, Rita S ^a   Al Masoudi, Najim A ^a   la Cola, Paola ^c  

^a UNIVERSITY OF BASRAH   (Iraq)

^b UNIVERSITY OF BAGHDAD   (Iraq)

^c UNIVERSITY OF CAGLIARI   (Italy)

Author keywords

Curcumin; Dihydropyridones; Leukemia (MTT); logP; QSAR

Indexed keywords

CURCUMIN; NITROGEN; PYRIDONE DERIVATIVE;

ACUTE LYMPHOBLASTIC LEUKEMIA; ANTINEOPLASTIC ACTIVITY; ARTICLE; BREAST ADENOCARCINOMA; CANCER CELL CULTURE; CD4+ T LYMPHOCYTE; CELL PROLIFERATION; DAUDI CELL; DRUG SYNTHESIS; HUMAN; HUMAN CELL; IN VITRO STUDY; LEUKEMIA; LUNG FIBROBLAST; LUNG SQUAMOUS CELL CARCINOMA; MELANOMA; PROSTATE CARCINOMA; STRUCTURE ACTIVITY RELATION;

EID: 77954288162     PISSN: 1553619X     EISSN: None     Source Type: Journal    
DOI: 10.3844/ajisp.2010.7.10     Document Type: Article

References (17)

1. Comins, D.L. and C.G. Ollinger, 2001. Inter-and intra molecular Horner-Wadsworth-Emmons reactions of 5-(diethoxyphosphoryl)-1-acyl-2-alkyl(aryl)-2,3-dihyro-4-pyridones. Tet. Lett., 42: 4115-4118. DOI: 0040-4039/01.
2. Dong, D., X. Bi, Q. Liu and F. Cong, 2005. [5C + 1N] Annulation: A novel synthesis strategy of functionalized 2,3-dihydro-4-pyridones. Chem. Commun., 28: 3580-3582. DOI: 10.1039/b505569e
3. Elias, R.S., B.A. Saeed, K.Y. Saour and N.A. Al-Masoudi, 2008. Microwave assisted synthesis of dihydropyridones derived from curcumin. Tetrahed. Lett., 49: 3049-3051. DOI: 10.1016/j.tetlet.2008.03.064
4. Goodman, K.B., H. Cui, S.E. Dowdell, D.E. Giatanopoulos and R.L. Ivy et al., 2007. Development of dihydropyridone indazole amides as selective Rhukinase inhibitors. J. Med. Chem., 50: 6-9. DOI: 10.21/jm0609014
5. Hu, E., A. Tasker, R.D. White, R.K. Kunz and J. Hutman et al., 2008. Discovery of aryl aminoquinazoline pyridones as potent, selective and orally efficacious inhibitors of receptor tyrosine kinase c-kit. J. Med. Chem., 51: 3065-3068. DOI: 10.1021/jm800188g
6. Kuhad, A., S. Pilkhwal, S. Sharma, N. Tirkey and K. Chopra, 2007. Effect of curcumin on inflammation and oxidative stress in cisplatin-induced experimental nephro toxicity. J. Agric. Food Chem., 55: 10150-10155. DOI: 10.1021/jf0723965
7. Ljngman, M., 2009. Targeting the DNA damage response in cancer. Chem. Rev., 109: 2929-2950. DOI: 10.1021/cr900047g
8. Magedov, I.V., M. Manapadi, M.A. Ogasawara, A.S. Dhwan and S. Rogdi et al., 2008. Structural implication of bioactive natural products with multicomponent synthesis. 2. Antiproliferative and antitubulin activities of pyrano [3,2-c]pyridens and pyrano[3,2-c]quinolones. J. Med. Chem., 51: 2561-2570. DOI: 10.1021/jm701499n.
9. Michaelidou, A.S. and D. H-Litina, 2005. Nonsteroidal Anti-Inflammatory Drugs (NSAIDs): A comparative QSAR study. Chem. Rev., 105: 3235-3271. DOI: 10.1021/cr040708m
10. Patil, B.S., S.K. Jayaprakasha, K.N.C. Murthy and A. Vikram, 2009. Bioactive compounds: Historical perspectives, opportunities and challenges. J. Agric. Food Chem., 57: 8142-8160. DOI: 10.1021/jf9000132
11. Pierce, J.B., Z.S. Ariyan and G.S. Ovenden, 1981. Preparation and anti-inflammatory activity of 2- and 4-pyridones. J. Med. Chem., 25: 131-136. DOI: 0022-2623/82/1825-0131
12. Ran, C., X. Xu, S.B. Raymond, B.J. Ferrara and K. Nael et al., 2009. Design, synthesis and testing of difluoroboron-derivatized curcumins as near-infrared probes for in vivo detection of amyloid-b deposits. J. Am. Chem. Soc., 131: 15257-15261. DOI: 10.1021/ja9047043
13. Revas, F.M., J.P. Stables, L. Murphree, R.V. Edwanker and C.R. Edwanker et al., 2009. Antiseizure activity of novel-?-aminobutyric acid (A) receptor subtype-selective benzodiazepine analogues in mice and rat models. J. Med. Chem., 52: 1795-1798. DOI: 10.1021/jm801652d
14. Takahashi, M., S. Uechi, K. Takara, Y. Asikin and K. Wada, 2009. Evaluation of an oral carrier system in rats. Bioavailability and antioxidant properties of liposome-encapsulated curcimin. J. Agric. Food Chem., 57: 9141-9146. DOI: 10.1021/jf9013923
15. Tang, H.F., G. Cheng, J. Wu, X.L. Chen and S.Y. Zhang et al., 2010. Cytotoxic asterosaponins capable of promoting polymerization of tubulin from the starfish Culcita novaeguinea. J. Nat. Prod., 72: 284-289. DOI: 10.1021/np8004858
16. Wohlmuth, H., A.M. Deseo, D.J. Brushett, D.R. Thompson and G. MacFarlane et al., 2010. Diarylheptanoid from Pleuranthodium racemigerumwith in vitro postglandin E2 inhibitory and cytotoxic activity. J. Nat. Prod., 73: 743-746. DOI: 10.1021/np900688r
17. Yeats, C.L., J.F. Betchelor, E.C. Capon, N.J. Cheesman and M. Fry et al., 2008. Synthesis and structure-activity relationship of 4-pyridones as potential antimalarials. J. Med. Chem., 51: 2845-2852. DOI: 10.1021/jm07705790