ePrints@IIScePrints@IISc Home | About | Browse | Latest Additions | Advanced Search | Contact | Help

Enhancing the photocytotoxic potential of curcumin on terpyridyl lanthanide(III) complex formation

Hussain, Akhtar and Somyajit, Kumar and Banik, Bhabatosh and Banerjee, Samya and Nagaraju, Ganesh and Chakravarty, Akhil R (2013) Enhancing the photocytotoxic potential of curcumin on terpyridyl lanthanide(III) complex formation. In: DALTON TRANSACTIONS, 42 (1). pp. 182-195.

[img] PDF
dal_tra_42-1_182_2013.pdf - Published Version
Restricted to Registered users only

Download (1MB) | Request a copy
[img] PDF
c2dt32042h.pdf - Published Supplemental Material
Restricted to Registered users only

Download (2MB) | Request a copy
Official URL: http://dx.doi.org/10.1039/c2dt32042h

Abstract

Lanthanide(III) complexes Ln(R-tpy)(cur)(NO3)(2)] (Ln = La(III) in 1, 2; Gd(III) in 5, 6) and Ln(R-tpy)(scur)(NO3)(2)] (Ln = La(III) in 3, 4; Gd(III) in 7, 8), where R-tpy is 4'-phenyl-2,2':6',2 `'-terpyridine (ph-tpy in 1, 3, 5, 7), 4'-(1-pyrenyl)-2,2':6',2 `'-terpyridine (py-tpy in 2, 4, 6, 8), Hcur is curcumin (in 1, 2, 5, 6) and Hscur is diglucosylcurcumin (in 3, 4, 7, 8), were prepared and their DNA photocleavage activity and photocytotoxicity studied. Complexes La(ph-tpy)(cur)(NO3)(2)] (1) and Gd(ph-tpy)(cur)(NO3)(2)] (5) were structurally characterized. The complexes in aqueous-DMF showed an absorption band near 430 nm and an emission band near 515 nm when excited at 420 nm. The complexes are moderate binders to calf-thymus DNA. They cleave plasmid supercoiled DNA to its nicked circular form in UV-A (365 nm) and visible light (454 nm) via O-1(2) and (OH)-O-center dot pathways. The complexes are remarkably photocytotoxic in HeLa cells in visible light (lambda = 400-700 nm) and are non-toxic in the dark. FACScan analysis of the HeLa cells treated with 2 and 4 showed cell death via an apoptotic pathway. Nuclear localization of 1-4 is evidenced from confocal imaging on HeLa cells. The hydrolytic instability of curcumin gets significantly reduced upon binding to the lanthanide ions while retaining its photocytotoxic potential.

Item Type: Journal Article
Publication: DALTON TRANSACTIONS
Publisher: ROYAL SOC CHEMISTRY
Additional Information: Copyright for this article belongs to ROYAL SOC CHEMISTRY, ENGLAND
Department/Centre: Division of Biological Sciences > Biochemistry
Division of Chemical Sciences > Inorganic & Physical Chemistry
Date Deposited: 28 Jan 2013 07:36
Last Modified: 28 Jan 2013 07:36
URI: http://eprints.iisc.ac.in/id/eprint/45654

Actions (login required)

View Item View Item