Synthesis and in vitro antitumor activity of some fused pyrazole and pyrazoline ring systems

Saudi Pharmaceutical Journal

Volumn 16, Issue 2, 2008, Pages 135-145

  Al Saadi, Mohammed S M ^a  

^a KING ABDULAZIZ UNIVERSITY   (Saudi Arabia)

Author keywords

NCI and antitumor activity; Pyrazoles; Pyrazolines; Synthesis

Indexed keywords

4 [3 (4 TOLYL) 4H INDENO[1,2 C]PYRAZOL 2 YL]BENZENESULFONAMIDE; 4 PHENYL 2 [4 [3 (4 TOLYL) 3A,4 DIHYDRO 3H INDENO[1,2 C]PYRAZOL 2 YL] BENZENESULFONYLIMINO] 1,3 THIAZOLINE DERIVATIVE; N 3 [4 [3 (4 TOLYL) 3A,4 DIHYDRO 3H INDENO[1,2 C]PYRAZOL 2 YL)BENZENESULFONYL]UREA DERIVATIVE; N 3 [4 [3 (4 TOLYL) 3H INDENO[1,2 C]PYRAZOL 2 YL]BENZENESULFONYL]UREA DERIVATIVE; PYRAZOLE DERIVATIVE; PYRAZOLINE DERIVATIVE;

ANTINEOPLASTIC ACTIVITY; ARTICLE; CONTROLLED STUDY; DRUG STRUCTURE; DRUG SYNTHESIS; HEALTH CARE ORGANIZATION; HUMAN; HUMAN CELL; KIDNEY CANCER; LEUKEMIA CELL LINE; MELANOMA CELL; TUMOR CELL LINE;

EID: 43049109179     PISSN: 13190164     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (20)

1. Menozzi G, Mosti L, Merello L, Piana A, Armani U, Ghia M, Angiola M, Mattioli F. 4-Dialkylamino-1-(5-substituted or unsubstituted 1-phenyl-1H-pyrazol-4-yl)-butan-1-ols: synthesis and evaluation of analgesic, anti-inflammatory and platelet anti-aggregating activities. Il Farmaco 2000; 55: 219-26.
2. Turan-Zitouni G, Si vaci M, Kilic F S, Erol K. Synthesis of some triazolyl-antipyrine derivatives and investigation of analgesic activity. Eur J Med Chem 2001; 36: 685-89.
3. Palomer A, Cabre F, Pascual J, Campos J, Trujillo M A, Entrena A, Callo M A, Garcia L, Mauleon D, Espinosa A. Identification of Novel Cyclooxygenase-2 Selective Inhibitors using pharmacophore Models. J Med Chem 2002; 45: 1402-11.
4. Rathelot P, Azas N, El-Kashef H, Delmas F, Di Giorgio C, Timon-David P, Maldonado J, Vanelle P. 1,3-Diphenylpyrazoles: synthesis and antiparasitic activities of azomethine derivatives. Eur J Med Chem 2002; 37: 671-79.
5. Kaymakcioglu B K, Rollas S. Synthesis, characterization and evaluation of antituberculosis activity of some hydra-zones. Il Farmaco 2002; 57: 595-599.
6. Kucukguzel S G, Rollas S, Erdeniz H, Kiraz M, Ekinci A C, Vidin A. Synthesis, characterization and pharmacological properties of some 4-arylhydrazono-2-pyrazolin-5-one derivatives obtained from heterocyclic amines. Eur J Med Chem 2000; 35: 761-71.
7. El-Gaby M S A, Atalla A A, Gaber A M, Abd Al-Wahab K A. Studies on amino-pyrazoles: antibacterial activity of some novel pyrazolo[1,5-a] pyrimidines containing sulfonamide moieties. Il Farmaco 2000; 55: 596-602.
8. Baraldi P G, Pavani M G, Nunez M d C, Brigidi P, Vitali B, Gambari R, Romagnoli R. Antimicrobial and antitumor activity of N-heteroimmine-1,2, 3-dithiazoles and their transformation in triazolo-, imidazo-, and pyrazolopirimidines. Bioorg Med Chem 2002; 10; 449-56.
9. Larsen J S, Zahran M A, Pedersen E B, Nielsen C. Synthesis of triazinopyrazole derivatives as potential inhibitors of HIV-1. Monatsh Chem 1999; 18: 203-16.
10. Poreba K, Opolski A, Wietrzyk J, Kowalska M. Synthesis and antiproliferative activity in vitro of new derivatives of 3-aminopyrazolo[3,4-b]pyridine. Part 1: Reaction of 3-aminopyrazolo[3,4- b]pyridine with 1,3- , 1,4- and α,β - unsaturated ketones. Arch Pharm Pharm Med Chem 2001; 334: 219-23.
11. Ishida J, Ohtsu H, Tachibana Y, Nakanishi Y, Bastow K F, Nagai M, Wang H-K, Itokawa H, Lee K-H. Antitumor agents, part 214: Synthesis and evaluation of curcumin analogues as cytotoxic agents. Bioorg Med Chem 2002; 10: 3481-87.
12. Witherington J, Bordas V, Garland S L, Hickey D M B, Ife R J, Liddle J, Saunders M, Smith D G, Ward R W. 5-Aryl-pyrazolo[3,4-b]pyridines: potent inhibitors of glycogen synthase kinase-3 (GSK-3). Bioorg Med Chem Lett 2003; 13: 1577-80.
13. El-Subbagh H I, Abadi A H, Lehmann J. 2,4-Disubstituted thiazoles. Part 3. Synthesis and antitumor activity of ethyl 2-substituted-aminothiazole-4- carboxylate analogs. Arch Pharm Pharm Med Chem 1999; 332: 137-42.
14. Grasso S, Micale N, Monforte A-M, Monforte P, Polimeni S, Zappala M. Synthesis and in vitro antitumor activity evaluation of 1-aryl-1H,3H- thiazolo[3,4-b]quinolizines. Eur J Med Chem 2000; 35: 1159-69.
15. Jiang B, X Gu-H. Synthesis and cytotoxicity evaluation of bis(indolyl)thiazole, bis-(indolyl)pyrazinone and bis (indolyl)pyrazine: analogs of the cytotoxic marine bis (indole)-alkaloid. Bioorg Med Chem 2000; 8: 363-71.
16. Medina J C, Roch D, Shan B, Learned R M, Frankmoelle W P, Clarck D L, Rosen T, Jean J C. Novel halogenated sulfonamides inhibit the growth of multidrug resistant MCF-7/ADR cancer cells. Bioorg Med Chem Lett 1999; 9: 1843-46.
17. Grever M R, Schepartz S A, Chabner B A. The national cancer institute cancer drug discovery and development program. Seminars Oncol 1992; 19: 622-38.
18. Boyd M R, Pauli K D. Practical considerations and applications of the national cancer institute in vitro anticancer drug discovery screen. Drug Rev Res 1995; 34: 91-109.
19. Monks A, Scudiero D, Skehan P, Shoemaker R, Paull K, Vistica D, Hose C, Jangley J, Cronisie P, Viagra-Wolff A, Gray-Goodrich M, Campell H, Boyd M. Feasibility of a high flux anticancer drug screen utilizing a derive panel of human tumor cell lines in culture. J Natl Cancer Inst 1991; 83: 757-66.
20. Hassan S Y, Basaif S A, Faidallah H M. Synthesis of novel indan[1,2-c]pyrazole-benzenesulfonylureas, thioureas and their cyclized derivatives. Egypt J Chem 1999; 42: 213-20.