Schiff bases of 3-formylchromone as thymidine phosphorylase inhibitors

Bioorganic and Medicinal Chemistry

Volumn 17, Issue 8, 2009, Pages 2983-2988

  Khan, Khalid Mohammed ^a   Ambreen, Nida ^a   Hussain, Sajjad ^a   Perveen, Shahnaz ^b   Iqbal Choudhary, M ^a  

^a UNIVERSITY OF KARACHI   (Pakistan)

^b PCSIR LABORATORIES COMPLEX   (Pakistan)

Author keywords

3 Formylchromone; 3 Methyl 7 hydroxychromone; 7 Deazaxanthine; Schiff bases; Thymidine phosphorylase inhibition

Indexed keywords

2 [[(4 OXO 4H CHROMEN 3 YL)METHYLIDENE]AMINO]BENZOIC ACID; 3 [(3 PYRIDINYLIMINO)METHYL] 4H CHROMEN 4 ONE; 3 [(4 PYRIDINYLIMINO)METHYL] 4H CHROMEN 4 ONE; 3 [[(1 BENZYL 2 HYDROXYETHYL)IMINO]METHYL] 4H CHROMEN 4 ONE; 3 [[(2 BENZOYL 4 CHLOROPHENYL)IMINO]METHYL] 4H CHROMEN 4 ONE; 3 [[(2 METHOXY 4 NITROPHENYL)IMINO]METHYL] 4H CHROMEN 4 ONE; 3 [[(2 METHYL 6 NITROPHENYL)IMINO]METHYL] 4H CHROMEN 4 ONE; 3 [[(2, 4 DICHLOROPHENYL)IMINO]METHYL] 4H CHROMEN 4 ONE; 3 [[(2,6 DIMETHYLPHENYL)IMINO]METHYL] 4H CHROMEN 4 ONE; 3 [[(3 HYDROXY 2 PYRIDINYL)IMINO]METHYL] 4H CHROMEN 4 ONE; 3 [[(3 METHOXY 4 METHYLPHENYL)IMINO]METHYL] 4H CHROMEN 4 ONE; 3 [[(3 METHOXYPHENYL)IMINO]METHYL] 4H CHROMEN 4 ONE; 3 [[(3 METHYLPHENYL)IMINO]METHYL] 4H CHROMEN 4 ONE; 3 [[(4 METHYLPHENYL)IMINO]METHYL] 4H CHROMEN 4 ONE; 3 [[[2 [[(4 OXO 4H CHROMEN 3 YL)METHYLIDENE]AMINO]ETHYL]IMINO]METHYL] 4H CHROMEN 4 ONE; 3 [BIS(TERT BUTYLAMINO)METHYL] 4H CHROMEN 4 ONE; 3 FORMYLCHROMONE; 3 METHYL 7 HYDROXYCHROMONE; 7 DEAZAXANTHINE; GLYCOSYLTRANSFERASE INHIBITOR; N' [(4 OXO 4H CHROMEN 3 YL)METHYLIDENE]PROPANOHYDRAZIDE; SCHIFF BASE; THYMIDINE PHOSPHORYLASE; UNCLASSIFIED DRUG; XANTHINE DERIVATIVE;

ARTICLE; DRUG ACTIVITY; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME INHIBITION; IC 50; INFRARED RADIATION; MASS SPECTROMETRY; PROTON NUCLEAR MAGNETIC RESONANCE; SPECTROSCOPY; ULTRAVIOLET SPECTROSCOPY;

CHROMONES; ENZYME INHIBITORS; INHIBITORY CONCENTRATION 50; MAGNETIC RESONANCE SPECTROSCOPY; SCHIFF BASES; SPECTROPHOTOMETRY, INFRARED; STRUCTURE-ACTIVITY RELATIONSHIP; THYMIDINE PHOSPHORYLASE;

EID: 64049111590     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2009.03.020     Document Type: Article

References (23)

1. Folkman J. Exp. Cell Res. 312 (2006) 594
2. Folkman J., and Shing Y. J. Biol. Chem. 267 (1992) 1031
3. Akiyama S.-I., Furukawa T., Sumizawa T., Takebayashi Y., Nakajima Y., Shimaoka S., and Haraguchi M. Cancer Sci. 95 (2004) 851
4. Moghaddam A., Zhang H.-T., Fan T.-P.D., Hu D.-E., Lees V.C., Turley H., Fox S.B., Gatter K.C., Harris A.L., and Bicknell R. Proc. Natl. Acad. Sci. U.S.A. 92 (1995) 998
5. Shigeto M., Takao N., Tatsuhiko F., Tomoyuki S., Avako T., Kengo N., Suminori A., Kazutaka M., Masakazu F., Yuji Y., Hiroki Y., Tamotsu K., and Akiyama S. Cancer Res. 59 (1999) 1911
6. Focher F., and Spadari S. Curr. Cancer Drug Targets 1 (2001) 141
7. Miyadera K., Emura T., Suzuki N., Akiyama S., Fukushima M., and Yamada Y. Proc. Natl. Assoc. Cancer Res. 39 (1998) 609
8. Matsushita S., Nitanda T., Furukawa T., Sumizawa T., Tani A., Nishimoto K., Akiba S., Miyadera K., Fukushima M., Yamada Y., Yoshida H., Kanzaki T., and Akiyama S. Cancer Res. 59 (1999) 1911
9. Pomeisl K., Votruba I., Holy A., and Pohl R. Nucleosides Nucleotides Nucleic Acids 26 (2007) 1025
10. Gbaj A., Edwards P.N., Reigan P., Freeman S., Jaffar M., and Douglas K.T. J. Enzyme Inhib. Med. Chem. 21 (2006) 69
11. Nencka R., Votruba I., Hrebabecky H., Jansa P., Tloustova E., Horska K., Masojidkova M., and Holy A. J. Med. Chem. 50 (2007) 6016
12. McNally V.A., Rajabi M., Gbaj A., Stratford I.J., Edwards P.N., Douglas K.T., Bryce R.A., Jaffar M., and Freeman S. J. Pharm. Pharmacol. 59 (2007) 537
13. Liekens S., Balzarini J., Hernández A.I., De Clercq E., Priego E.M., Camarasa M.J., and Pérez-Pérez M.J. Nucleosides Nucleotides Nucleic Acids 25 (2006) 975
14. Casanova E., Hernandez A.I., Priego E.M., Liekens S., Camarasa M.J., Balzarini J., and Pérez-Pérez M.J. J. Med. Chem. 49 (2006) 5562
15. Liekens S., Bronckaers A., Pérez-Pérez M.J., and Balzarini J. Biochem. Pharmacol. 74 (2007) 1555
16. Ellis G.P. In: Weissberger A., and Taylor E.C. (Eds). Chromenes, Chromanones and Chromones (1977), John Wiley and Sons, New York 1-10
17. Kumar R., and Yousuf M. ARKIVOC 9 (2006) 239
18. Athanasellis G., Melagraki G., Afantitis A., Makridima K., and Igglessi-Markopoulou O. ARKIVOC 10 (2006) 28
19. Singh G.R., Singh N.K., Girdhar M.P., and Ishar S. Tetrahedron 58 (2002) 2471
20. Piao L.Z., Park H.R., Park Y.K., Lee S.K., Park J.H., and Park M.K. Chem. Pharm. Bull. 50 (2002) 309
21. Harnisch H. Liebigs Ann. Chem. 765 (1972) 8
22. Margita L., Dusan L., Mikulas F., Maria M., and Elshaaer H.M. Molecules 3 (1998) 149
23. Krenitsky, T. A.; Bushby, S. R. M. U.S. Patent, 4, 178,212, 1-8, Burroughs Welcome Co., Research Triangle Park, NC, 1979.