Diiodinated Mono- and Dipyridylvinyl BODIPY Dyes: Photophysicochemical Properties, in vitro Antibacterial Studies, Molecular Docking and Theoretical Calculations

被引：8

作者：

Sen, Pinar ^{[1
]}

Sindelo, Azole ^{[1
]}

Nnaji, Nnaemeka ^{[1
]}

Mack, John ^{[1
]}

Nyokong, Tebello ^{[1
]}

机构：

[1] Rhodes Univ, Inst Nanotechnol Innovat, Dept Chem, Makhanda, South Africa

来源：

PHOTOCHEMISTRY AND PHOTOBIOLOGY | 2023年 / 99卷 / 03期

基金：

新加坡国家研究基金会;

关键词：

FLUORESCENCE QUANTUM YIELDS; SINGLET OXYGEN; PHOTODYNAMIC THERAPY; DERIVATIVES; GENERATION; DESIGN;

D O I：

10.1111/php.13698

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

In this study, novel mono- and dipyridylvinyl boron dipyrromethene dyes are prepared to compare their photodynamic antimicrobial chemotherapy (PACT) activities against Staphylococcus aureus to the corresponding core dyes. Pyridylvinyl substitution at the 3- or 3,5-positions of a meso-4-bromophenylBODIPY core dye via a Knoevenagel reaction with an aromatic 2-bromopyridinecarboxaldehyde shifts the major BODIPY spectral band to longer wavelength. The extended pi-conjugation red shifts the main spectral band into the 602-618 nm region in CHCl3, THF, ethanol and DMSO after monopyridylvinyl substitution and to 685-704 nm after dipyridylvinyl substitution. An enhancement of the population of the T-1 state through the incorporation of iodine atoms at the 2,6-positions results in moderately high singlet oxygen quantum yields in DMSO. The pi-extended dyes were found to have significantly lower PACT activities than the diiodinated core dye.

引用

页码：947 / 956

页数：10

共 46 条

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