• Home
  • Search Results
  • Photocytotoxic oxovanadium(IV) complexes of ferrocenyl-terpyridine and acetylacetonate derivatives.

Photocytotoxic oxovanadium(IV) complexes of ferrocenyl-terpyridine and acetylacetonate derivatives.

European journal of medicinal chemistry (2015-01-13)
Babu Balaji, Babita Balakrishnan, Sravanakumar Perumalla, Anjali A Karande, Akhil R Chakravarty
ABSTRACT

Oxovanadium(IV) complexes [VO(Fc-tpy)(acac)](ClO4) (1), [VO(Fc-tpy)(nap-acac)](ClO4) (2), [VO(Fc-tpy)(py-acac)](ClO4) (3) and [VO(Ph-tpy)(py-acac)](ClO4) (4) of 4'-ferrocenyl-2,2':6',2"-terpyridine (Fc-tpy) and 4'-phenyl-2,2':6',2"-terpyridine (Ph-tpy) having monoanionic acetylacetonate (acac), naphthylacetylacetonate (nap-acac) or pyrenylacetylacetonate (py-acac) ligand were prepared, characterized and their photocytotoxicity in visible light studied. The ferrocenyl complexes 1-3 showed an intense charge transfer band near 585 nm in DMF and displayed Fc(+)/Fc and V(IV)/V(III) redox couples near 0.66 V and -0.95 V vs. SCE in DMF-0.1 M TBAP. The complexes as avid binders to calf thymus DNA showed significant photocleavage of plasmid DNA in green light (568 nm) forming OH radicals. The complexes that are photocytotoxic in HeLa and MCF-7 cancer cells in visible light (400-700 nm) with low dark toxicity remain nontoxic in normal fibroblast 3T3 cells. ICP-MS and fluorescence microscopic studies show significant cellular uptake of the complexes. Photo-irradiation of the complexes causes apoptotic cell death by ROS as evidenced from the DCFDA assay.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Sodium perchlorate, ACS reagent, ≥98.0%
Sigma-Aldrich
Ethidium bromide solution, BioReagent, for molecular biology, 10 mg/mL in H2O
Sigma-Aldrich
Pyrene, 98%
Sigma-Aldrich
Ethidium bromide, BioReagent, for molecular biology, powder
Supelco
5,5-Dimethyl-1-pyrroline N-oxide, for ESR-spectroscopy
Sigma-Aldrich
Ethidium bromide solution, BioReagent, for molecular biology, 500 μg/mL in H2O
Sigma-Aldrich
Ethidium bromide, ~95% (HPLC)
Sigma-Aldrich
Ferrocenecarboxaldehyde, 98%
Sigma-Aldrich
Pyrene, puriss. p.a., for fluorescence, ≥99.0% (GC)
Sigma-Aldrich
1-Acetonaphthone, 97%
Sigma-Aldrich
Ethidium bromide solution, for fluorescence, ~1% in H2O
Supelco
Pyrene, certified reference material, TraceCERT®
Supelco
Pyrene, analytical standard
Sigma-Aldrich
Pyrene, sublimed grade, 99%
Supelco
Ferrocenecarboxaldehyde, for HPLC derivatisation, LiChropur, ≥98.0% (HPLC)
Pyrene, BCR®, certified reference material

Social Media

LinkedIn icon
Twitter icon
Facebook Icon
Instagram Icon

MilliporeSigma

Research. Development. Production.

We are a leading supplier to the global Life Science industry with solutions and services for research, biotechnology development and production, and pharmaceutical drug therapy development and production.

© 2021 Merck KGaA, Darmstadt, Germany and/or its affiliates. All Rights Reserved.

Reproduction of any materials from the site is strictly forbidden without permission.