Synthesis and antimicrobial evaluation of some halcones and their derived pyrazoles, pyrazolines, isoxazolines, and 5,6-dihydropyrimidine-2-(1H)-thiones

Monatshefte fur Chemie

Volumn 138, Issue 9, 2007, Pages 889-897

  Abdel Rahman, Adel A H ^a   Abdel Megied, Ahmed E S ^a   Hawata, Mohamed A M ^a   Kasem, Eman R ^a   Shabaan, Mohamed T ^a  

^a Menoufia University   (Egypt)

Author keywords

2 thioxopyrimidines; Chalcones; Isoxazolines; Pyrazoles; Pyrazolines

Indexed keywords

EID: 34548478129     PISSN: 00269247     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00706-007-0700-8     Document Type: Article

References (52)

1. Liu M, Wilairat P, Cropft SL, Tan ALC, Go ML (2003) Bioorg Med Chem 11: 2729
2. a) Li R, Kenyon GL, Cohen FE, Chen X, Gong B, Dominguez JN, Dvidson E, Kurzban G, Miller RE, Nuzum EO, Rosenthal PJ, Mckerrow JH (1995) J Med Chem 38: 5031;
3. b) Nielson SF, Christensen SB, Cruciani G, Kharazmi A, Liljefors T (1998) J Med Chem 41:4819;
4. c) Liu M, Wilairat P, Go ML (2001) J Med Chem 44:4443
5. a) Ballesteros JF, Sanz MJ, Ubeda A, Miranda MA, Iborra S, Paya M, Alcaraz M (1995) J Med Chem 38: 2794;
6. b) Hsieh HK, Lee TH, Wang JP, Wang JJ, Lin CN (1998) Pharm Res 15: 39
7. Barford L, Kemp K, Hansen M, Kharazmi A (2002) Int Immunopharm 2: 545
8. Rajas J, Paya M, Dominguez JN, Ferrandiz ML (2002) Bioorg Med Chem Lett 12: 1951
9. Nerya O, Musa R, Khatib S, Tamir S, Jacob O (2004) Phytochemistry 65: 1389
10. a) Dimmock JR, Kandepu NM, Hetherington M, Quail JW, Pugazhenthi U, Sudom AM, Chamankhah M, Rose P, Pass E, Allen TM, Halleran S, Szydlowski J, Mutus B, Tannous M, Manavathu EK, Myers TG, Clercq ED, Balzarini J (1998) J Med Chem 41: 1014;
11. b) Yit CC, Das NP (1994) Cancer Lett 82: 65;
12. c) Satomi Y (1993) Int J Cancer 55: 506; d) Edwards ML, Stemerick DM, Sunkara PS (1990) J Med Chem 33: 1948;
13. e) Yang YZ, Xia P, Bastow KF, Nakanishi Y, Lee KH (2000) Bioorg Med Chem Lett 10: 699
14. a) Wattenberg LW, Coccia JB, Galhaith AR (1994) Cancer Lett 83: 165;
15. b) Dinkova-Kostova AT, Abeygunawardana C, Talalay P (1998) J Med Chem 41: 5287
16. a) Sunkara PS, Zwolshen JH, Stemerick DM, Edwards ML (1991) Am Assoc Cancer Res 32: 329;
17. b) Peyrot V, Leynadier D, Sarrazin M, Briand C, Menendez M, Laynez J, Andreu JM (1992) Biochemistry 31: 11125
18. Ducki S, Forrest R, Hadfield JA, Kendall A, Lawrence NJ, Mcgown AT, Rennison D (1998) Bioorg Med Chem Lett 8: 1051
19. a) Elguero J (1984) In: Katrizky A (ed) Comprehensive Heterocyclic Chemistry, vol. 5. Pergamon Press, Oxford, p 277;
20. b) Elguero J (1996) In: Shinkai I (ed) Comprehensive Heterocyclic Chemistry II, vol. 3. Elseiver, Oxford, p 3
21. a) Elguero J (1996) In: Katritzky A, Rees CW, Scriven EFV (eds) Comprehensive Heterocyclic Chemistry, vol. 3. Elsevier Science, Oxford, p 1;
22. b) Uddin MJ, Rao PNP, Knaus EE (2003) Bioorg Med Chem 11: 5273;
23. c) Li J, Lundy DeMello KM, Cheng H, Sakya SM, Bronk BS, Rafka RJ, Jaynes BH, Ziegler CB, Kilroy C, Mann DW, Nimz EK, Lynch MP, Haven ML, Kolosko NL, Minich ML, Li C, Dutra JK, Rast B, Crossan R, Morton BJ, Kirk GW, Callaghan KM, Koss DA, Shavnya A, Lund LA, Seibel SB, Petras CF, Silvia A (2004) Bioorg Med Chem Lett 14: 95;
24. d) Shavnya A, Sakya SM, Minich ML, Rast B, Lundy DeMello KM, Jaynes BH (2005) Tetrahedron Lett 46: 6887
25. a) Aggarwal VK, de Vicente J, Bonnert RV (2003) J Org Chem 68: 5381;
26. b) Cristau HJ, Cellier PP, Spindler JF, Taillefer M (2004) Eur J Org Chem 695;
27. c) Blass BE, Srivastava A, Coburn KR, Faulkner AL, Janusz JJ, Ridgeway JM, Seibel WL (2004) Tetrahedron Lett 45: 1275;
28. c) Iida T, Satoh H, Maeda K, Yamamoto Y, Asakawa K, Sawada N, Wada T, Kadowaki C, Itoh T, Mase T (2005) J Org Chem 70: 9222;
29. d) Saikia A, Barthakur MG, Borthakur M, Saikia CJ, Bora U, Boruah RC (2006) Tetrahedron Lett 47: 43;
30. e) Chimichi S, Boccalini M, Hassan MMM, Viola G, Dall'Acqua F, Curini M (2006) Tetrahedron 62: 90
31. a) Wagner E, Becan L, Nowakowska E (2004) Bioorg Med Chem 12: 265;
32. b) Pastor J, Alca'zar J, Alvarez RM, Andre's JI, Cid JM, De Lucas AI, Di'az A (2004) Bioorg Med Chem Lett 14: 2917;
33. c) Sadashiva BPS, Nanjunda SS, Mahendra M, Shashidhara PJ, Viswanath BS, Rangappa KS (2004) Bioorg Med Chem Lett 14: 3679
34. a) Bashiardes G, Safir I, Barbot F, Laduranty J (2003) Tetrahedron Lett 44:8417;
35. b) Sadashiva BPS, Mantelingu K, Nanjunda SS, Rangappa KS (2003) Bioorg Med Chem 11: 4539;
36. c) Ulgheri F, Bacsa J, Nassimbeni L, Spanu P (2003) Tetrahedron Lett 44: 671
37. a) Coceo MT, Congiu C, Onnis V, Piras R (2001) Farmaco 56: 741;
38. b) Coceo MT, Congiu C, Onnis V (1995) Farmaco 50: 73
39. a) Aggarwal V, Ila H, Junjappa H (1982) Synthesis 65;
40. b) Carney RWJ, Wojtkunski J, deStevens G (1964) J Org Chem 29: 2887;
41. c) Cunhal S, Bastos1 RM, Silva1 P, Nobre Costal GA, Vencato I, Lariucci C, Napolitano HB, de Oliveira CMA, Kato L, da Silva CC, Menezes D, Vannier-Santos MA (2007) Monatsh Chemie 138: 111
42. El-Essawy FA, Khattab AF, Abdel-Rahman AA-H (2007) Monatsh Chemie (in press)
43. a) Schmidt JG (1880) Ber Dtsch Chem Ges 13: 2342;
44. b) Claisen L, Claparede A (1981) Ber Dtsch Chem Ges 14: 349;
45. c) Kohler EP, Chadwell HM (1922) Org Synth 2: 1
46. Nargund LVG, Hariprasad V, Reddy GRN (1992) J Pharm Sci 81: 892
47. a) Holla BS, Akberali PM, Shivananda MK (2001) II Farmaco 56:919; b) Bhat BA, Dhar KL, Puri SC, Saxena AK, Shanmugavel M, Qazib GN (2005) Bioorg Med Chem Lett 15: 3177
48. a) Kamel MM, Gadalla KZ, El-Hamouly WS, ElWassimi MT (1985) Z Naturforsch 40b: 661;
49. b) Kamel MM, Nabih I, Gadalla KZ, Ashour MM (1986) Pharmazie 1: 56
50. a) Janssen AM, Scheffer JJ, Svendsen AB (1986) Planta Medica 395;
51. b) Shaaban MT, El-Sharif ME (2001) Afr J Mycol Biotechnol 9(2): 15
52. Yang YZ, Xia P, Bastow KF, Nakanishi Y, Lee KH (2000) Bioorg Med Chem Lett 10: 699