Synthesis and cytotoxic activity of trisubstituted-1,3,5-triazines

Bioorganic and Medicinal Chemistry Letters

Volumn 17, Issue 12, 2007, Pages 3298-3304

  Arya, Kapil ^a   Dandia, Anshu ^b  

^a INDIAN OIL CORPORATION LIMITED   (India)

^b UNIVERSITY OF RAJASTHAN   (India)

Author keywords

MW irradiation; Photosynthesis inhibiting; Phototoxicity

Indexed keywords

CHLOROPHYLL; TRIAZINE DERIVATIVE; ZEOLITE;

ADENOCARCINOMA; ANTIBACTERIAL ACTIVITY; ARTICLE; CATALYST; CHLORELLA VULGARIS; CONTROLLED STUDY; DRUG ACTIVITY; DRUG CYTOTOXICITY; DRUG STRUCTURE; DRUG SYNTHESIS; HUMAN; HUMAN CELL; KERATINOCYTE; LEUKEMIA CELL LINE; MICROWAVE IRRADIATION; MYCOBACTERIUM TUBERCULOSIS; NONHUMAN; PHOTOSYNTHESIS; PHOTOTOXICITY; STRUCTURE ACTIVITY RELATION;

ADENOCARCINOMA; ANTINEOPLASTIC AGENTS; CELL LINE, TUMOR; DRUG SCREENING ASSAYS, ANTITUMOR; HUMANS; INHIBITORY CONCENTRATION 50; KERATINOCYTES; LEUKEMIA; MICROBIAL SENSITIVITY TESTS; MODELS, CHEMICAL; PHOTOSYNTHESIS; STRUCTURE-ACTIVITY RELATIONSHIP; TRIAZINES;

EID: 34249708406     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2007.04.007     Document Type: Article

References (65)

1. Dhainaut A., Rbgnier G., Atassi G., Pierrb A., Lgonce S., Kraus-Berthier L., and Prost J.F. J. Med. Chem. 35 (1992) 2481
2. Saczewski F., Bulakowska A., Bednarski P., and Grünert R. Eur. J. Med. Chem. 41 (2006) 219
3. Hollink E., Simanek E.E., and Bergbreiter D.E. Tetrahedron Lett. 46 (2005) 2005
4. Herrera A., Marti{dotless}́nez-Alvarez R.P., Chioua M., and Chioua R. Synthesis (2004) 503
5. Barton B., Gouwns S., Schaefer M.C., and Zeelie B. Org. Process Res. Dev. 7 (2003) 1071
6. Azenha M.E.D.G., Burrows H.D., Canle M.L., Coimbra R., Fernández M.I., Garci{dotless}́a M.V., Rodrigues A.E., Santaballa J.A., and Steenken S. Chem. Commun. (2003) 112
7. Garaj V., Puccetti L., Fasolis G., Winum J.-Y., Montero J.-L., Scozzafava A., Vullo D., Innocenti A., and Supuran C.T. Bioorg. Med. Chem. Lett. 15 (2005) 3102
8. Saczewski F., and Brzozowski Z. Eur. J. Med. Chem. 37 (2002) 709
9. Saczewski F., Brzozowski Z., and Gdaniec M. Eur. J. Med. Chem. 35 (2000) 1053
10. Kuo G.-H., DeAngelis A., Emanuel S., Wang A., Zhang Y., Connolly P.J., Chen X., Gruninger R.H., Rugg C., Fuentes-Pesquera A., Middleton S.A., Jolliffe L., and Murray W.V. J. Med. Chem. 48 (2005) 5435
11. Robert J., and Jarry C. J. Med. Chem. 46 (2003) 4805
12. Matsuno T., Kato M., Sasahara H., Watanabe T., Inaba M., Takahashi M., Yaguchi S.-I., Yoshioka K., Sakato M., and Kawashima S. Chem. Pharm. Bull. 48 (2000) 1778
13. Matsuno T., Kato M., Tsuchida Y., Takahashi M., Yaguchi S., and Terada S. Chem. Pharm. Bull. 45 (1997) 291
14. Klenke B., Stewart M., Barrett M.P., Brun R., and Gilbert I.H. J. Med. Chem. 44 (2001) 3440
15. Hölderich W., Hesse M., and Naumann F. Angew. Chem., Int. Ed. Engl. 27 (1988) 226
16. Sen S.E., Zhang Y.Z., and Roach S.L. J. Org. Chem. 61 (1996) 9534
17. Sreekumar R., Padmakumar S.R., and Rugmini P. Tetrahedron Lett. 39 (1998) 5151
18. Ookishi T., and Onaka M. Tetrahedron Lett. 39 (1998) 293
19. Tatsumi T., Sakashita H., and Asanao K. J. Chem. Soc., Chem. Commun. (1993) 1264
20. Ballini R., Bosica G., Frullanti B., Maggi R., Sartori G., and Schroer F. Tetrahedron Lett. 39 (1998) 1615
21. Corma A., Climent M.J., Carcia H., and Primo J. Appl. Catal. 59 (1990) 333
22. Ballini R., Bosica G., Carloni S., Ciaralli L., Maggi R., and Sartori G. Tetrahedron Lett. 39 (1998) 6049
23. Ballini R., Bordoni M., Bosica G., Maggi R., and Sartori G. Tetrahedron Lett. 39 (1998) 7587
24. Jones C.W., Tsuji K., and Davis M.E. Nature 393 (1998) 52
25. Creyghton E.J. Nature 393 (1998) 21
26. Rao J.V., Uppili S.R., Corbin D.R., Schwarz S., Lustig S.R., and Ramamurthy V. J. Am. Chem. Soc. 120 (1998) 2480
27. Loupy A. Microwaves in Organic Synthesis (2006), Wiley-VCH, Weinheim
28. Kappe C.O., and Stadler A. Microwaves in Organic and Medicinal Chemistry (2005), Wiley-VCH, Weinheim
29. De La Hoz A., Diaz-Ortiz A., and Moreno A. Chem. Soc. Rev. 34 (2005) 164
30. Bose A.K., Manhas M.S., Ganguly S.N., Sharma A.H., and Banik B.K. Synthesis 11 (2002) 1578
31. Jeselnik M., Varma R.S., Polanc S., and Kocevar M. Green Chem. 4 (2002) 35
32. LidstrÖm P., Tierney J., Wathey B., and Westman J. Tetrahedron 57 (2001) 9225
33. Balalaie S., and Arabanian A. Green Chem. 2 (2000) 274
34. Hoelderich W.F. Appl. Catal. A-Gen. 194 (2000) 487
35. Sreekumar R., Padmakumar R., and Rugmini P. Tetrahedron Lett. 39 (1998) 2695
36. Zhang H., Li H., Lin G., Liu Y., and Tsai K.R. Stud. Surf. Sci. Catal. 101 (1996) 1369
37. Hoefnagel A.J., and van Bekkum H. Appl. Catal. A-Gen. 97 (1993) 87
38. Arya K., and Dandia A. J. Fluorine Chem. 128 (2007) 224
39. Arya K., and Agarwal M. Bioorg. Med. Chem. Lett. 17 (2007) 86
40. Dandia A., Sarawgi P., Arya K., and Khaturia S. Arkivoc 16 (2006) 83
41. Arya K., Dandia A., and Dhaka N. J. Chem. Res. (2006) 192
42. Dandia A., Arya K., Sati M., and Gautum S. Tetrahedron 60 24 (2004) 5253
43. Dandia A., Sati M., Arya K., Sharma R., and Loupy A. Chem. Pharm. Bull 50 10 (2003) 1137
44. Dandia A., Sati M., Arya K., and Loupy A. Heterocycles 60 3 (2003) 563
45. Dandia A., Arya K., Sati M., and Sarawgi P. J. Fluorine Chem. (2004) 1273
46. Dandia A., Arya K., and Sati M. Synth. Commun. 34 (2004) 1141
47. Dandia A., Arya K., Sati M., and Sarawgi P. Indian Chem. Soc. 80 (2003) 1183
48. Menicagli R., Samaritani S., and Zucchelli V. Tetrahedron 56 (2000) 9705
49. Gustafson G.R., Baldino C.M., O'Donnell M.E., Sheldon A., Tarsa R.J., Verni C.J., and Coffen D.L. Tetrahedron 54 (1998) 4051
50. Katritzky A.R., Oniciu D.C., Ghiviriga I., and Barcock R.A. J. Chem. Soc., Perkin Trans. 2 (1995) 785
51. Sha Y., and Dong Y. Synth. Commun. 33 15 (2003) 2599
52. Feoktistov V.M., Bunina-Krivorukova L.I., and Bal'yan Kh.V. Zh. Org. Khim 14 (1978) 807
53. Chem. Abstr. 89 (1978) 59734
54. Kim K.M., Kim H.R., and Ryu E.K. Heterocycles 36 (1993) 497
55. Kataoka K., Shiota T., Takeyasu T., Minoshima T., Watanabe K., Tanaka H., Mochizuki T., Taneda K., Ota M., Tanabe H., and Yamaguchi H. J. Med. Chem. 39 (1996) 1262
56. Bernard A.M., Cocco M.T., Onnis V., and Piras P.P. Synthesis (1997) 41
57. Darzynkiewcz Z., Bruno S., Del Bino G., Gorczyca W., Hotz M.A., Lassota P., and Traganos F. Cytometry 13 (1992) 795
58. Darzynkiewcz Z., Li X., and Gong J. In: Darzynkiewcz Z., Robinson J.P., and Crissaman M.A. (Eds). Methods of Cell Biology. 2nd ed Vol. 41 (1994), Academic, San Diego 15
59. Dictionary of organic compounds 2004, CAS #108-80-5.
60. 28
61. 1H NMR...
62. Elisei F., Aloisi G., Latterini L., Mazzuccato U., Viola G., Miolo G., Vedaldi D., and Dall'Acqua F. Photochem. Photobiol. 75 (2002) 11
63. Viola G., Facciolo L., Canton M., Di Lisa F., Dall'Acqua S., Vedaldi D., Tabarrini O., Fravolini A., and Cecchetti V. Toxicol. In Vitro 18 (2004) 581
64. Collins L., and Franzblau S.G. Antimicrob. Agents Chemother 41 (1997) 1004
65. Sidóová E., Král'ová K., and Mitterhauszerová L. Chem. Pap. 46 (1992) 55