Novel phthalocyanines containing resorcinol azo dyes; Synthesis, determination of pKa values, antioxidant, antibacterial and anticancer activity

Journal of Organometallic Chemistry

Volumn 783, Issue , 2015, Pages 28-39

  Kantar, Cihan ^a   Akal, Hayriye ^a   Kaya, Bülent ^b   Islamoʇlu, Fatih ^a   Türk, Mustafa ^c   Şaşmaz, Selami ^a  

^a RECEP TAYYIP ERDOGAN UNIVERSITY   (Turkey)

^b BINGOL UNIVERSITY   (Turkey)

^c KIRIKKALE UNIVERSITY   (Turkey)

Author keywords

Antimicrobial; Antioxidant; Cytotoxicity; Phthalocyanine; pKa values

Indexed keywords

AZO DYES; CELL CULTURE; CHELATION; CYTOTOXICITY; DISEASES; IRON; MANGANESE; MASS SPECTROMETRY; MICROORGANISMS; NITROGEN COMPOUNDS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PHENOLS;

ANTI-BACTERIAL ACTIVITY; ANTIMICROBIAL; DISC DIFFUSION METHODS; ELECTRONIC ABSORPTION SPECTRA; MICROWAVE-ASSISTED METHODS; PHTHALOCYANINE; PKA VALUES; POSITIVE SOLVATOCHROMISM;

ANTIOXIDANTS;

EID: 84923635242     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jorganchem.2014.12.042     Document Type: Article

References (46)

1. A.B.P. Lever, and C.C. Leznoff Abstr. Pap. Am. Chem. Soc. 195 1988 611-INOR
2. A.B.P. Lever, M.R. Hempstead, C.C. Leznoff, W. Liu, M. Melnik, W.A. Nevin, and P. Seymour Pure Appl. Chem. 58 1986 1467 1476
3. D.S. Weiss, and M. Abkowitz Chem. Rev. 110 2010 479 526
4. C.C. Leznoff, A.M. D'Ascanio, and S.Z. Yildiz J. Porphyr. Phthalocyanines 4 2000 103 111
5. M.K. Nazeeruddin, R. Humphry-Baker, M. Gratzel, D. Wohrle, G. Schnurpfeil, G. Schneider, A. Hirth, and N. Trombach J. Porphyr. Phthalocyanines 3 1999 230 237
6. C. Pannemann, V. Dyakonov, J. Parisi, O. Hild, and D. Wohrle Synth. Met. 121 2001 1585 1586
7. S.H. Jung, J.H. Choi, S.M. Yang, W.J. Cho, and C.S. Ha Mat. Sci. Eng. B - Solid 85 2001 160 164
8. D. Dini, M. Barthel, and M. Hanack Eur. J. Org. Chem. 2001 3759 3769
9. J.E. Kuder J. Imaging Sci. 32 1988 51 56
10. J. Sleven, C. Gorller-Walrand, and K. Binnemans Mat. Sci. Eng. C - Bio. S. 18 2001 229 238
11. M. Hanack, and M. Lang Adv. Mater. 6 1994 819 833
12. P. Mashazi, T. Mugadza, N. Sosibo, P. Mdluli, S. Vilakazi, and T. Nyokong Talanta 85 2011 2202 2211
13. C.O. Kappe Angew. Chem. Int. Ed. 43 2004 6250 6284
14. A. Shaabani J. Chem. Res. Synop. 1998 672 673
15. A. Shaabani, F. Bahadoran, A. Bazgir, and N. Safari Iran. J. Chem. Chem. Eng. 18 1999 104 107
16. A. Shaabani, F. Bahadoran, and N. Safari Indian J. Chem. A 40 2001 195 197
17. D. Villemin, M. Hammadi, M. Hachemi, and N. Bar Molecules 6 2001 831 844
18. D.A. Davies, C. Schnik, J. Silver, J.L. Sosa-Sanchez, and P.G. Riby J. Porphyr. Phthalocyanines 5 2001 376 380
19. A. Shaabani, R. Maleki-Moghaddam, A. Maleki, and A.H. Rezayan Dyes Pigments 74 2007 279 282
20. A. Burczyk, A. Loupy, D. Bogdal, and A. Petit Tetrahedron 61 2005 179 188
21. H.Y. Yenilmez, A.I. Okur, and A. Gul J. Organomet. Chem. 692 2007 940 945
22. C. Kantar, F. Mert, and S. Sasmaz J. Organomet. Chem. 696 2011 3006 3010
23. H.Y.Y. Akkurt, A.I. Okur, and A. Gul J. Porphyr. Phthalocyanines 16 2012 192 199
24. C. Kantar Asian J. Chem. 25 2013 10401 10406
25. T.V. Tikhomirova, R.A. Badaukaite, V.P. Kulinich, and G.P. Shaposhnikov Russ. J. Gen. Chem+ 83 2013 116 123
26. T.V. Tikhomirova, R.A. Badaukayte, V.P. Kulinich, and G.P. Shaposhnikov Russ. J. Gen. Chem+ 81 2011 2355 2361
27. D. Wesenberg, I. Kyriakides, and S.N. Agathos Biotechnol. Adv. 22 2003 161 187
28. C. Novotny, K. Svobodova, A. Kasinath, and P. Erbanova Int. Biodeterior. Biodegrad. 54 2004 215 223
29. J.G. Young, and W. Onyebuagu J. Org. Chem. 55 1990 2155 2159
30. D. Wohrle, M. Eskes, K. Shigehara, and A. Yamada Synthesis - Stuttgart 1993 194 196
31. F. Zuo, and X.B. Liu J. Appl. Polym. Sci. 117 2010 1469 1475
32. W. Maqanda, T. Nyokong, and M.D. Maree J. Porphyr. Phthalocyanines 9 2005 343 351
33. M.S. Blois Nature 181 1958 1199 1200
34. T.C.P. Dinis, V.M.C. Madeira, and L.M. Almeida Arch. Biochem. Biophys. 315 1994 161 169
35. D. Kalemba, and A. Kunicka Curr. Med. Chem. 10 2003 813 829
36. F. Islamoʇlu, S. Şaşmaz, I. Aksu, and C. Kantar Int. J. Pure Appl. Chem. 5 2010 225 230
37. A. Bilgin, B. Ertem, and Y. Gok Eur. J. Inorg. Chem. 2007 1703 1712
38. C. Albayrak, I.E. Gumrukcuoglu, M. Odabasoglu, N.O. Iskeleli, and E. Agar J. Mol. Struct. 932 2009 43 54
39. A. Strozecka, M. Soriano, J.I. Pascual, and J.J. Palacios Phys. Rev. Lett. 109 2012
40. B.H. Pei, Y. Shen, W.X. Cheng, F. Gu, M. Cao, and J.C. Zhang Seventh International Conference on Thin Film Physics and Applications, 7995 2011
41. N. Sehlotho, M. Durmus, V. Ahsen, and T. Nyokong Inorg. Chem. Commun. 11 2008 479 483
42. C. Da Porto, S. Calligaris, E. Celotti, and M.C. Nicoli J. Agric. Food Chem. 48 2000 4241 4245
43. N. Cotelle, J.L. Bernier, J.P. Catteau, J. Pommery, J.C. Wallet, and E.M. Gaydou Free Radical Biol. Med. 20 1996 35 43
44. F. Yamaguchi, T. Ariga, Y. Yoshimura, and H. Nakazawa J. Agric. Food Chem. 48 2000 180 185
45. M. Strlic, T. Radovic, J. Kolar, and B. Pihlar J. Agric. Food Chem. 50 2002 6313 6317
46. A.E. Finefrock, A.I. Bush, and P.M. Doraiswamy J. Am. Geriatr. Soc. 51 2003 1143 1148