Synthesis and biological activity, photophysical, photochemical properties of tetra substituted magnesium phthalocyanine.

IF 2.7 3区 化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY
Photochemical & Photobiological Sciences Pub Date : 2025-02-01 Epub Date: 2025-02-15 DOI:10.1007/s43630-025-00686-y
Sadin Özdemir, Derya Güngördü Solğun, Gülay Giray, Mehmet Salih Ağırtaş
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引用次数: 0

Abstract

The compound 4-(2-((1H-benzo[d]imidazol-2-yl) thio) phenoxy) phthalonitrile was obtained from the reaction of 2-nitrophenol, 4-nitrophthalonitrile and 2-mercaptobenzimidazole. This compound was reacted with magnesium Chloride (MgCl2) to yield tetrakis-[(2-((1H-benzo[d]imidazol-2-yl) thio) phenoxy) phthalocyaninato] magnesium II. New compounds were characterized by UV-vis, 1H NMR, 13C NMR, FTIR and Mass spectra. Electronic spectra aggregation study of magnesium phthalocyanine compound in various concentrations and diverse solvents was performed. Photoluminescence spectra of magnesium phthalocyanine in different solvents were investigated. The biological activities of 3 and 4 compounds were investigated. The results showed that 4 had excellent antioxidant and antidiabetic activities as 75.71% and 81.83%, respectively. 3 and 4 had deoxyribonucleic acid (DNA) cleavage ability and 4 caused a double-strand fracture in plasmid DNA at 100 and 200 mg/L. Both compounds showed antimicrobial activity and also 4 was more effective against pathogenic microorganisms than 3. Photodynamic antimicrobial therapy of test compound was also more effective than without irradiation. The highest biofilm inhibition of 3 and 4 was 78.28% and 98.49% for S. aureus and also 73.95% and 91.13% for P. aeruginosa, respectively. Finally, both compounds demonstrated %100 microbial cell viability inhibition at 100 mg/L. Overall, the study suggests that both 3 and 4 have potential for further development as therapeutic agents.

四取代酞菁镁的合成及其生物活性、光物理、光化学性质。
以2-硝基苯酚、4-硝基邻苯二腈和2-巯基苯并咪唑为原料,合成了化合物4-(2-((1h -苯并[d]咪唑-2-基)硫代)苯氧基)邻苯二腈。该化合物与氯化镁(MgCl2)反应制得[(2-((1h -苯并[d]咪唑-2-基)硫代)苯氧基)酞菁酸]四烷基镁II。通过紫外可见光谱、1H NMR、13C NMR、FTIR和质谱对新化合物进行了表征。对酞菁镁化合物在不同浓度和不同溶剂下的电子光谱聚集进行了研究。研究了酞菁镁在不同溶剂中的光致发光光谱。对其中3和4个化合物的生物活性进行了研究。结果表明,其中4种具有较好的抗氧化和抗糖尿病活性,分别为75.71%和81.83%。3和4具有脱氧核糖核酸(DNA)切割能力,4在100和200 mg/L时可引起质粒DNA双链断裂。两种化合物均具有抑菌活性,且4对病原菌的抑菌效果优于3。试验化合物的光动力抗菌治疗也比不照射更有效。3和4对金黄色葡萄球菌的生物膜抑制率最高,分别为78.28%和98.49%,对铜绿假单胞菌的生物膜抑制率分别为73.95%和91.13%。最后,两种化合物在100 mg/L时均表现出%100的微生物细胞活力抑制作用。总的来说,研究表明3和4都有作为治疗剂进一步开发的潜力。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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来源期刊
Photochemical & Photobiological Sciences
Photochemical & Photobiological Sciences 生物-生化与分子生物学
CiteScore
5.60
自引率
6.50%
发文量
201
审稿时长
2.3 months
期刊介绍: A society-owned journal publishing high quality research on all aspects of photochemistry and photobiology.
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