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

Maloplatin-B, a Cisplatin-Based BODIPY-Tagged Mito-Specific "chemo-PDT" Agent Active in Red Light

Ramu, V and Kundu, P and Kondaiah, P and Chakravarty, AR (2021) Maloplatin-B, a Cisplatin-Based BODIPY-Tagged Mito-Specific "chemo-PDT" Agent Active in Red Light. In: Inorganic Chemistry, 60 (9). pp. 6410-6420.

[img] PDF
ino_che_60-09_6410-6420_2021.pdf - Published Version
Restricted to Registered users only

Download (5MB) | Request a copy
[img] PDF
ic1c00124_si_001.pdf - Published Supplemental Material
Restricted to Registered users only

Download (2MB) | Request a copy
Official URL: https://doi.org/10.1021/acs.inorgchem.1c00124


Maloplatin-B, a cisplatin-based complex, namely Pt(A-BOD)(NH3)2(NO3) (Pt-A-BOD) with a pendant boron-dipyrromethene (BODIPY) moiety, where HA-BOD is a methyl malonyl chloride derived monostyryl BODIPY ligand, was designed and developed as near-IR light (600-720 nm) organelle-targeting photodynamic therapy agent. The complex Pt(acac)(NH3)2(NO3) (Pt-Ac) was used as a control. Pt-A-BOD displayed an absorption band at 616 nm (ϵ = 2.9 � 104 M-1 cm-1) in 10% dimethyl sulfoxide/Dulbecco's Modified Eagle's Medium (DMSO/DMEM, pH 7.2). This complex displayed a broad emission band within 650-850 nm with a λem value of 720 nm in 10% DMSO-DMEM (pH 7.2) upon excitation (λex) at 615 nm with a large Stokes shift. The fluorescence quantum yield (�F) value for Pt-A-BOD is 0.032 and for the ligand HA-BOD is 0.24. The BODIPY complex and ligand showed the formation of singlet oxygen as the ROS (reactive oxygen species) on irradiation with near-IR red light of 660 nm, as evidenced from a 1,3-diphenylisobenzofuran (DPBF) assay. The complex displayed remarkable apoptotic NIR light-induced PDT activity with half-maximum inhibitory concentration values (IC50) of 1.6-2.4 μM in A549 lung and HeLa cervical cancer cells, while it was less active in the dark. The cellular ROS generation by the complex in red light was ascertained by a DCFDA (2�,7�-dichlorofluorescein diacetate) assay. Cellular imaging showed its localization primarily in the mitochondria of A549 cancer cells. The JC1 and Annexin-V FITC/PI assays carried out for A549 cancer cells treated with the BODIPY complex showed the alteration of mitochondrial membrane potential and apoptotic cell death on near-IR red light (600-720 nm) irradiation, respectively. ©

Item Type: Journal Article
Publication: Inorganic Chemistry
Publisher: American Chemical Society
Additional Information: The copyright for this article belongs to American Chemical Society
Department/Centre: Division of Biological Sciences > Molecular Reproduction, Development & Genetics
Division of Chemical Sciences > Inorganic & Physical Chemistry
Date Deposited: 22 Jul 2021 09:43
Last Modified: 22 Jul 2021 09:43
URI: http://eprints.iisc.ac.in/id/eprint/68889

Actions (login required)

View Item View Item