Cellular uptake and remarkable photocytotoxicity of pyrenylter pyridine oxovanadium(IV) complexes of dipyridophenazine bases

Banik, Bhabatosh and Somyajit, Kumar and Koley, Debasis and Nagaraju, Ganesh and Chakravarty, Akhil R (2012) Cellular uptake and remarkable photocytotoxicity of pyrenylter pyridine oxovanadium(IV) complexes of dipyridophenazine bases. In: INORGANICA CHIMICA ACTA, 393 . pp. 284-293.

PDF ino_che_com_25_26_2012.pdf - Published Version Restricted to Registered users only Download (930kB) | Request a copy

Abstract

Pyrenylterpyridine (pytpy) oxovanadium(IV) complexes VO(pytpy)(L)]Cl-2 (1-6) of the dipyridophenazine bases (L), viz., dipyrido-6,7,8,9-tetrahydrophenazine (dpqC in 1), dipyrido3,2-a:2',3'-c]phenazine-2-carboxylic acid (dppzc in 2), dipyrido3,2-a:2',3'-c]phenazine-11-sulfonic acid (dppzs in 3), 7-aminodipyrido3,2-a:2',3'-c]phenazine (dppza in 4), benzo-i]dipyrido3,2-a:2',3'-c]phenazine (dppn in 5) and dipyrido3,2-a:2',3'-c]phenazine (dppz in 6) were prepared, characterized and their DNA binding, photocleavage activity and photocytotoxicity studied. The complexes which showed a d-d band near 750 nm in DMF are efficient binders to calf thymus DNA (K-b: 3.2 x 10(5)-2.9 x 10(6) M-1). The complexes showed significant pUC19 DNA cleavage in near-IR light of 785 nm forming center dot OH radicals and photocytotoxicity in HeLa cells in visible light with the benzo-i] dipyrido3,2-a:2',3'-c]phenazine complex 5 showing a remarkably low IC50 value of 0.036 mu M. Flow-cytometric analysis shows a high sub-G1 phase cell cycle arrest in HeLa cells by the complexes on photo-irradiation. The photocytotoxicity correlates well with the hydrophobicity, photosensitizing ability and DNA binding propensity of the complexes. (C) 2012 Elsevier B.V. All rights reserved.

Item Type:	Journal Article
Publication:	INORGANICA CHIMICA ACTA
Publisher:	ELSEVIER SCIENCE SA
Additional Information:	Copyright for this article belongs to Elsevier
Keywords:	Oxovanadium(IV) complexes; Dipyridophenazine bases; DNA photocleavage; Photocytotoxicity; Structure-activity relationship
Department/Centre:	Division of Biological Sciences > Biochemistry Division of Chemical Sciences > Inorganic & Physical Chemistry
Date Deposited:	21 Dec 2012 04:01
Last Modified:	21 Dec 2012 04:01
URI:	http://eprints.iisc.ac.in/id/eprint/45535

Actions (login required)

View Item