Fluorinated High-Valent Sn(IV) Porphyrins Show Remarkable Photodynamic Activity in Cancer Cells

Bora, B and Das, N and Bera, A and Upadhyay, A and Goswami, TK (2024) Fluorinated High-Valent Sn(IV) Porphyrins Show Remarkable Photodynamic Activity in Cancer Cells. In: ChemMedChem, 19 (21).

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Abstract

In recent years, Sn(IV) porphyrins have proven to be excellent choice as photosensitizers for photodynamic therapy. This work reports the synthesis, characterization and photodynamic activity of four high-valent fluorinated Sn(IV) porphyrins having different numbers of F-atoms in the peripheral of meso-phenyl groups viz. (Dichloro)meso-tetrakis(4-fluorophenylporphyrinato)stannic(IV), Sn(IV)FTPP(Cl)2 or Sn1; (Dichloro)meso-tetrakis(2,4-difluorophenylporphyrinato)stannic(IV), Sn(IV)2,4-FTPP(Cl)2 or Sn2; (Dichloro)meso-tetrakis(2,6-difluorophenylporphyrinato)stannic(IV), Sn(IV)2,6-FTPP(Cl)2 or Sn3 and (Dichloro)meso-tetrakis(4-trifluoromethylphenylporphyrinato)stannic(IV), Sn(IV)CF3TPP(Cl)2 or Sn4. The solid-state structure of Sn1 has been determined by single crystal X-ray diffraction analysis. The increasing number of F-atoms attached to the meso-phenyl positions of the porphyrin framework results in increase of their lipophilicity, singlet oxygen quantum yield (Φ�) and photocytotoxicity in A549 (human lung adenocarcinoma cells), MCF-7 and MDA-MB-231 (human breast adenocarcinoma) cells. Sn4 predominantly localize in the mitochondria of A549 cells. The light-induced cell death by the Sn(IV) porphyrins in A549 cells occur primarily via apoptosis. © 2024 Wiley-VCH GmbH.

Item Type:	Journal Article
Publication:	ChemMedChem
Publisher:	John Wiley and Sons Ltd
Additional Information:	The copyright for this article belongs to the publishers.
Keywords:	antineoplastic agent; cisplatin; human serum albumin; phenyl group; photosensitizing agent; porfimer; porphyrin derivative; singlet oxygen; tin derivative, A-549 cell line; antineoplastic activity; apoptosis; Article; atom; binding affinity; cancer cell; cellular distribution; confocal laser scanning microscopy; controlled study; crystal structure; drug efficacy; drug protein binding; drug structure; drug synthesis; flow cytometry; fluorination; human; human cell; in vitro study; inductively coupled plasma mass spectrometry; lipophilicity; malignant neoplasm; MCF-7 cell line; MDA-MB-231 cell line; mitochondrion; photocytotoxicity; photodynamics; proapoptotic activity; quantum yield; solid state; X ray crystallography; X ray diffraction
Department/Centre:	Division of Chemical Sciences > Inorganic & Physical Chemistry
Date Deposited:	04 Dec 2024 17:04
Last Modified:	04 Dec 2024 17:04
URI:	http://eprints.iisc.ac.in/id/eprint/86892

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