Inorganic Chemistry, volume 59, issue 1, pages 913-924

Ruthenium(II) Conjugates of Boron-Dipyrromethene and Biotin for Targeted Photodynamic Therapy in Red Light.

Paul Subhadeep
Kundu Paramita
Bhattacharyya Utso
Garai Aditya
Maji Ram Chandra
Kondaiah Paturu
Chakravarty Akhil R
Publication typeJournal Article
Publication date2019-12-11
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor4.6
ISSN00201669, 1520510X
Inorganic Chemistry
Physical and Theoretical Chemistry
Abstract
The ruthenium(II) complexes [RuCl(L1)(L3)]Cl (1), [RuCl(L1)(L4)]Cl (2), [RuCl(L2)(L4)]Cl (3), [RuCl(L1)(L5)]Cl (4), and [RuCl(L2)(L5)]Cl (5) of NNN-donor dipicolylamine (dpa) bases (L4, L5) having BODIPY (boron-dipyrromethene) moieties, NN-donor phenanthroline derivatives (L1, L2), and benzyldipicolylamine (bzdpa, L3) were prepared and characterized by spectroscopic techniques and their cellular localization/uptake and photocytotoxicity studied. Complex 1, as its PF6 salt (1a), has been structurally characterized with help of a single-crystal X-ray diffraction technique. It has a RuN5Cl core with the Cl bonded trans to the amine nitrogen atom of bzdpa. The complexes showed intense absorption spectral bands near 500 nm (ε ≈ 58000 M-1 cm-1) in 2 and 3 and 654 nm (ε ≈ 80000 M-1 cm-1) in 4 and 5 in 1/1 DMSO/DPBS (v/v). Complex 5 having biotin and PEGylated-disteryl BODIPY gave a singlet oxygen quantum yield (ΦΔ) of ∼0.65 in DMSO. Complex 5 exhibited remarkable PDT (photodynamic therapy) activity (IC50 ≈ 0.02 μM) with a photocytotoxicity index (PI) value of >5000 in red light of 600-720 nm in A549 cancer cells. The biotin-conjugated complexes showed better photocytotoxicity in comparison to nonbiotinylated analogues in A549 cells. The complexes displayed less toxicity in HPL1D normal cells in comparison to A549 cancer cells. The emissive BODIPY complexes 3 and 5 (ΦF ≈ 0.07 in DMSO) showed significant mitochondrial localization.

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Paul S. et al. Ruthenium(II) Conjugates of Boron-Dipyrromethene and Biotin for Targeted Photodynamic Therapy in Red Light. // Inorganic Chemistry. 2019. Vol. 59. No. 1. pp. 913-924.
GOST all authors (up to 50) Copy
Paul S., Kundu P., Bhattacharyya U., Garai A., Maji R. C., Kondaiah P., Chakravarty A. R. Ruthenium(II) Conjugates of Boron-Dipyrromethene and Biotin for Targeted Photodynamic Therapy in Red Light. // Inorganic Chemistry. 2019. Vol. 59. No. 1. pp. 913-924.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1021/acs.inorgchem.9b03178
UR - https://doi.org/10.1021%2Facs.inorgchem.9b03178
TI - Ruthenium(II) Conjugates of Boron-Dipyrromethene and Biotin for Targeted Photodynamic Therapy in Red Light.
T2 - Inorganic Chemistry
AU - Paul, Subhadeep
AU - Bhattacharyya, Utso
AU - Maji, Ram Chandra
AU - Kondaiah, Paturu
AU - Chakravarty, Akhil R
AU - Kundu, Paramita
AU - Garai, Aditya
PY - 2019
DA - 2019/12/11 00:00:00
PB - American Chemical Society (ACS)
SP - 913-924
IS - 1
VL - 59
SN - 0020-1669
SN - 1520-510X
ER -
BibTex |
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@article{2019_Paul
author = {Subhadeep Paul and Utso Bhattacharyya and Ram Chandra Maji and Paturu Kondaiah and Akhil R Chakravarty and Paramita Kundu and Aditya Garai},
title = {Ruthenium(II) Conjugates of Boron-Dipyrromethene and Biotin for Targeted Photodynamic Therapy in Red Light.},
journal = {Inorganic Chemistry},
year = {2019},
volume = {59},
publisher = {American Chemical Society (ACS)},
month = {dec},
url = {https://doi.org/10.1021%2Facs.inorgchem.9b03178},
number = {1},
pages = {913--924},
doi = {10.1021/acs.inorgchem.9b03178}
}
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Paul, Subhadeep, et al. “Ruthenium(II) Conjugates of Boron-Dipyrromethene and Biotin for Targeted Photodynamic Therapy in Red Light..” Inorganic Chemistry, vol. 59, no. 1, Dec. 2019, pp. 913-924. https://doi.org/10.1021%2Facs.inorgchem.9b03178.
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