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Cancer photocytotoxicity and anti-inflammatory response of cis-A2B2 type meso-p-nitrophenyl and p-hydroxyphenyl porphyrin and its zinc(II) complex: a synthetic alternative to the THPP synthon
New Journal of Chemistry ( IF 3.3 ) Pub Date : 2020-12-17 , DOI: 10.1039/d0nj05106c
Debdulal Sharma 1, 2, 3, 4 , Zeaul H. Mazumder 1, 2, 3, 4 , Devashish Sengupta 1, 2, 3, 4 , Avinaba Mukherjee 4, 5, 6, 7, 8 , Mahuya Sengupta 2, 3, 4, 9 , Ranjan Kumar Das 1, 2, 3, 4 , Monjur Hassan Barbhuiya 1, 2, 3, 4 , Partha Palit 2, 3, 4, 10 , Tarun Jha 4, 8, 11, 12
Affiliation  

This work establishes that in comparison with the popular synthetic synthon tetra-p-hydroxyphenyl porphyrin (THPP), used for developing various cancer photodynamic therapy (PDT) agents, the cis-A2B2 type porphyrin derivative, synthesized by replacing two p-hydroxyphenyl groups at the meso-positions with two p-nitrophenyl moieties, 5,10-bis-(4-hydroxyphenyl)-15,20-bis-(4-nitrophenyl)porphyrin PN2(OH)2 and its zinc(II) complex PN2(OH)2Zn have more promising photosensitizing and photobiological activities. The presence of the electron-withdrawing p-nitrophenyl moiety seems to strengthen and influence the photodynamic therapy (PDT) action against the A549 cell line by upregulating reactive oxygen species (ROS) and downregulating superoxide dismutase (SOD) in the same cancer cell line. Further, murine macrophage myeloperoxidase (MPO) inhibition and nitric oxide (NO) downregulation by PN2(OH)2 and PN2(OH)2Zn are indicative of a concomitant immunoprotective nature towards noncancerous cells.

中文翻译:

顺式-A2B2型内消旋-对硝基苯基和对羟基苯基卟啉及其锌(II)配合物的光毒性和抗炎反应:THPP合成子的合成替代品

这项工作确立了与合成子四流行合成比较p羟苯基卟啉(THPP),用于开发各种癌症的光动力疗法(PDT)剂,所述顺式-A 22型卟啉衍生物,通过用2个合成p -具有两个硝基苯基部分,5,10-双-(4-羟基苯基)-15,20-双-(4-硝基苯基)卟啉PN 2(OH)2及其锌(II)的中间位置的羟基苯基复合PN 2(OH)2 Zn具有更广阔的光敏和光生物学活性。吸电子硝基苯基部分的存在似乎通过在同一癌细胞系中上调活性氧(ROS)和下调超氧化物歧化酶(SOD)来增强和影响针对A549细胞系的光动力疗法(PDT)作用。此外,PN 2(OH)2PN 2(OH)2 Zn对鼠巨噬细胞髓过氧化物酶(MPO)的抑制和一氧化氮(NO)的下调指示了对非癌细胞的免疫保护性。
更新日期:2021-01-18
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