Novel 3-(1-acetyl-5-(substituted-phenyl)-4,5-dihydro-1H-pyrazol-3-yl)-7- fluoro-2H-chromen-2-one derivatives: Synthesis and anticancer activity

Letters in Drug Design and Discovery

Volumn 7, Issue 9, 2010, Pages 640-643

  Caia, Zheng Yu ^a   Yanga, Yang ^a   Liu, Xin Hua ^a   Qi, Xing Bao ^b  

^a ANHUI UNIVERSITY OF TECHNOLOGY   (China)

^b CHINA PHARMACEUTICAL UNIVERSITY   (China)

Author keywords

Antitumor agent; Coumarin; Dihydropyrazole; Molecular docking

Indexed keywords

3 (1 ACETYL 5 PHENYL 4,5 DIHYDRO 1H PYRAZOL 3 YL) 7 FLUORO 2H CHROMEN 2 ONE; 3 [1 ACETYL 5 (2 BROMOPHENYL) 4,5 DIHYDRO 1H PYRAZOL 3 YL) 7 FLUORO 2H CHROMEN 2 ONE; 3 [1 ACETYL 5 (2 CHLOROPHENYL) 4,5 DIHYDRO 1H PYRAZOL 3 YL] 7 FLUORO 2H CHROMEN 2 ONE; 3 [1 ACETYL 5 (2 NITROPHENYL) 4,5 DIHYDRO 1H PYRAZOL 3 YL] 7 FLUORO 2H CHROMEN 2 ONE; 3 [1 ACETYL 5 (2,4 DICHLOROPHENYL) 4,5 DIHYDRO 1H PYRAZOL 3 YL) 7 FLUORO 2H CHROMEN 2 ONE; 3 [1 ACETYL 5 (4 HYDROXYPHENYL) 4,5 DIHYDRO 1H PYRAZOL 3 YL] 7 FLUORO 2H CHROMEN 2 ONE; 3 [1 ACETYL 5 (4 TOLYL) 4,5 DIHYDRO 1H PYRAZOL 3 YL] 7 FLUORO 2H CHROMEN 2 ONE; ANTINEOPLASTIC AGENT; COUMARIN DERIVATIVE; PYRAZOLE DERIVATIVE; TELOMERASE INHIBITOR; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; ARTICLE; BIOASSAY; CANCER CELL; CONTROLLED STUDY; CYTOTOXICITY; DRUG SYNTHESIS; HUMAN; HUMAN CELL; IC 50; MOLECULAR DOCKING; PRIORITY JOURNAL;

EID: 77958479389     PISSN: 15701808     EISSN: None     Source Type: Journal    
DOI: 10.2174/157018010792929540     Document Type: Article

References (11)

1. Wright, W. E.; J. W. Shay. Cellular senescence as a tumorprotection mechanism: the essential role of counting. Curr. Opin. Genet. Dev., 2001, 11, 98-103.
2. Bodnar, A.G. M.; Ouellette, M.; Frolkis, S.E.; Holt, C.P.; Chiu, G.B.; Morin, C.B.; Harley, J.W.; Shay, S. L. Extension of life-span by introduction of telomerase into normal human cells. Science, 1998, 279, 349-352.
3. Andrew, J. G.; Anthony, P. S.; Emmanuel, S. Structure of the Tribolium castaneum telomerase catalytic subunit TERT. Nature, 2008, 455, 633-637.
4. Marshall, M. E.; Kervin, K.; Benefield, C. Growth-inhibitory effects of coumarin (1,2-benzopyrone) and 7-hydroxycoumarin on human malignant cell lines in vitro. J. Cancer Res. Clin. Oncol., 1994, 120, S3-S10.
5. Reutrakul, V.; Leewanich, P.; Tuchinda, P.; Pohmakotr, M.; Jaipetch, T.; Sophasan, S.; Santisuk, T. Cytotoxic coumarins from Mammea harmandii. Planta Med., 2003, 69, 1048-1051.
6. Ahmad, M. F.; Abdelrahman, S. M.; Saber, E. B.; Ashraf, H. B. Regioselective synthesis and antitumor screening of some novel Nphenylpyrazole derivatives. Bioorg. Med. Chem., 2008, 16, 881-889.
7. Sayed, M. R.; Thoraya, A. F.; Magda, A. A.; Mohamed, M. A. New pyrazoles incorporating pyrazolylpyrazole moiety: Synthesis, anti-HCV and antitumor activity. Eur. J. Med. Chem., 2010, 45, 1042-1050.
8. Need, A. B.; Davis, R. J.; Alexander-Chacko, J. T.; Eastwood, B.; Chernet, E.; Phebus, L. A.; Sindelar, D. K.; Nomikos, G. G. The relationship of in vivo central CB1 receptor Occupancy to changes in cortical monoamine release and feeding elicited by CB1 receptor antagonists in rats. Psychopharmacology, 2006, 184, 26-35.
9. Dmytro, H.; Borys, Z.; Olexandr, V.; Lucjusz, Z.; Andrzej, G.; L. Synthesis of novel thiazolone-based compounds containing pyrazoline moiety and evaluation of their anticancer activity Roman. Eur. J. Med. Chem., 2009, 44, 1396-1404.
10. Liu, X. H.; Zhu, J.; Zhou, A. N.; Song, B. A.; Zhu, H. L.; bai, L. S.; Bhadury, P. S.; Pan, C. X. Synthesis, structure and antibacterial activity of new 2-(1-(2-(substitutedphenyl)-5-methyloxazol-4-yl)-3- (2-substitued-phenyl)-4,5-dihydro-1Hpyrazol-5-yl)-7-substitued- 1,2,3,4-tetrahydroisoquinoline derivatives. Bioorg. Med. Chem., 2009, 17, 1207-1213.
11. Liu, X. H.; Cui, P.; Song, B. A.; Bhadury, P. S.; Zhu, H. L.; Wang, Sh. F. Synthesis, structure and antibacterial activity of novel 1-(5- substituted-3-substituted-4,5-dihydropyrazol-1-yl)ethanone oxime ester derivatives. Bioorg. Med. Chem., 2008, 16, 4075-4082.