Lysosome Specific Platinum(II) Catecholates with Photoactive BODIPY for Imaging and Photodynamic Therapy in Near-IR Light

Ramu, V and Kundu, P and Upadhyay, A and Kondaiah, P and Chakravarty, AR (2021) Lysosome Specific Platinum(II) Catecholates with Photoactive BODIPY for Imaging and Photodynamic Therapy in Near-IR Light. In: European Journal of Inorganic Chemistry, 2021 (9). pp. 831-839.

PDF eur_jou_ino_che_2021-9_831-839_2021 - Published Version Restricted to Registered users only Download (1MB) | Request a copy

Abstract

Platinum(II)-BODIPY (boron-dipyrromethene) complexes of 1,2-diaminocyclohexane (dach), Pt(dach)(ML) (MP) and Pt(dach)(IML) (IMP), where H2ML is morpholine-appended O,O-donor mono-styryl BODIPY-appended catecholate and H2IML is di-iodinated morpholine-conjugated O,O-donor mono-styryl BODIPY linked catecholate, were prepared for photodynamic therapy in near-IR light (600�720 nm) by targeting lysosomes. Complex MP exhibited a band at 596 nm (ϵ=2.9�104 M�1 cm�1) and IMP at 710 nm (ϵ=2.6�104 M�1 cm�1) within PDT window in dimethyl sulfoxide (10 %)/Dulbecco's Modified Eagle's Medium (DMSO/DMEM, pH 7.2). Complexes MP and IMP showed red emission (λem) at 615 nm (λex=580 nm, ΦF=0.04) and 718 nm (λex=685 nm) (ΦF, fluorescence quantum yield) in DMSO (10 %)-DMEM (pH 7.2). Emissive complex MP showed lysosome-specific localization in cellular imaging study. Complex IMP showed photocytotoxicity in near-IR light of 600�720 nm (IC50: 0.86�1.2 μM) with apoptotic cell death forming singlet oxygen in a type-II pathway. © 2021 Wiley-VCH GmbH

Item Type:	Journal Article
Publication:	European Journal of Inorganic Chemistry
Publisher:	John Wiley and Sons Inc
Additional Information:	The copyright for this article belongs to John Wiley and Sons Inc
Keywords:	Keywords:Bioinorganicchemistry·Boron·Lysosomallocalization·Photodynamictherapy·Platinum[1]A.Urruticoechea,R.Alemany,J. Balart,A.Villanueva,F.Vinals,G.Capella,Curr.Pharm.Des.2010,16,3–10.[2]C. S. Kue,S. Y. Ng,S. H. Voon,A. Kamkaew,L. Y. Chung,L. V. Kiew,H. B.Lee,Photochem.Photobiol.Sci.2018,17,1691–1708.[3]N. M.Sakhrani,H. Padh,DrugDes. Dev. Ther.2013,7, 585–599.[4]J. Ma,Q. Wang,Z. Huang,X. Yang,Q. Nie,W.Hao,P. G. Wang,X. Wang,J. Med.Chem.2017,60,5736–5748.[5]M.Patra,T. C. Johnstone,K. Suntharalingam,S. J. Lippard,Angew.Chem.Int. Ed.2016,55,2550–2554;Angew.Chem.2016,128,2596–2600.[6]a) N.Mukherjee,S. Podder,S. Banerjee,S. Majumdar,D.Nandi,A. R.Chakravarty,Eur. J. Med.Chem.2016,122,497–509;b) A. Upadhyay,S.Gautam,V. Ramu,P. Kondaiah,A. R. Chakravarty,DaltonTrans.2019,48,17556–17565.[7]V.Ramu,S.Gautam,A.Garai,P.Kondaiah,A. R.Chakravarty,Inorg.Chem.2018,57,1717–1726.[8]K. Qiu,Y. Chen,T. W.Rees,L. Ji, H. Chao,Coord.Chem.Rev.2019,378,66–86.[9]S. Zhu,S. Yao,F. Wu,L. Jiang,K. L. Wong,J. Zhou,K. Wang,Org. Biomol.Chem.2017,15,5764–5771.[10]A. Garai,A. Gandhi,V. Ramu,M.K. Raza,P. Kondaiah,A. R. Chakravarty,ACS Omega.2018,3, 9333–9338.[11]S. R. Bonam,F. Wang,S. Muller,NatureRev. DrugDis.2019,18,923–948.[12]C. G. Towers,A. Thorburn,CancerDis.2017,7, 1218–1220.[13]R. F. Dielschneider,E. S. Henson,S. B.Gibson,Oxid.Met.2017,2017,3749157.[14]Y. Wang,J. Li,L. Feng,J. Yu,Y. Zhang,D.Ye,H. Y. Chen,Anal.Chem.2016,88,12403–12410.[15]L. He,Y. Li,C. P. Tan,R. R. Ye,M.H.Chen,J. J. Cao,L. N.Ji, Z. W.Mao,Chem.Sci.2015,6, 5409–5418.[16]V. Ramu,S. Gautam,P. Kondaiah,A. R. Chakravarty,Inorg.Chem.2019,58,9067–9075.[17]a) P. Saftig,K. Sandhoff,Nature2013,502,312–313;b) T. M.Tsubone,W.K. Martins,C. Pavani,H. C. Junqueira,R. Itri,M.S. Baptista,Sci. Rep.2017,7, 6734.[18]a) X. Q.Hong,X. H. Yu,K. Zhang,W.H. Chen,Org. Biomol.Chem.2018,16,8025–8029;b) M.K. Raza,S. Gautam,P. Howlader,A. Bhattacharyya,P. Kondaiah,A. R. Chakravarty,Inorg.Chem.2018,57,14374–14385.Full Papersdoi.org/10.1002/ejic.202001146838Eur. J. Inorg.Chem.2021,831– 839www.eurjic.org© 2021Wiley-VCHGmbHWileyVCHDonnerstag,25.02.20212109/ 195450[S.838/839]1
Department/Centre:	Division of Biological Sciences > Molecular Reproduction, Development & Genetics Division of Chemical Sciences > Inorganic & Physical Chemistry
Date Deposited:	31 Dec 2021 06:46
Last Modified:	31 Dec 2021 06:46
URI:	http://eprints.iisc.ac.in/id/eprint/68210

Actions (login required)

View Item