Temlandvo M. Magwaza, Nthabeleng Molupe, Yolande I. Openda, John Mack, Tebello Nyokong
{"title":"The photodynamic antimicrobial chemotherapy activities of azaBODIPY dyes and their gold nanoparticle conjugates","authors":"Temlandvo M. Magwaza, Nthabeleng Molupe, Yolande I. Openda, John Mack, Tebello Nyokong","doi":"10.1016/j.pdpdt.2025.104781","DOIUrl":null,"url":null,"abstract":"<div><div>This synthesis and photophysicochemical properties of two 2,6-diiodinated azaBODIPY dyes with thiomethylphenyl groups at the distal positions and phenyl (<strong>1</strong>) and naphthyl (<strong>2</strong>) rings at the proximal positions are reported. The dyes were conjugated to gold nanoparticles (<strong>1</strong>-AuNPs and <strong>2</strong>-AuNPs) to enhance their aqueous solubility for biomedical applications. Iodination at the 2,6-positions resulted in an enhancement of singlet oxygen generation, with singlet oxygen quantum yield (Φ<sub>∆</sub>) values of 0.82 and 0.55 obtained in DMSO for <strong>1</strong> and <strong>2</strong>, respectively. The photodynamic antimicrobial chemotherapy (PACT) activities of the dyes were tested with a Thorlabs M660L3 light-emitting diode (LED) against <em>Staphylococcus aureus</em> after incubation at 5 µM. Conjugation to gold nanoparticles was found to significantly enhance the PACT activities against <em>Staphylococcus aureus</em>. Log<sub>10</sub> reduction values of 8.94 were obtained for <strong>1</strong>-AuNPs after 30 min irradiation (3.0 J.cm<sup>−2</sup>) and <strong>2</strong>-AuNPs after 60 min (6.0 J.cm<sup>−2</sup>).</div></div>","PeriodicalId":20141,"journal":{"name":"Photodiagnosis and Photodynamic Therapy","volume":"55 ","pages":"Article 104781"},"PeriodicalIF":2.6000,"publicationDate":"2025-08-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Photodiagnosis and Photodynamic Therapy","FirstCategoryId":"3","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S1572100025003138","RegionNum":3,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"ONCOLOGY","Score":null,"Total":0}
引用次数: 0
Abstract
This synthesis and photophysicochemical properties of two 2,6-diiodinated azaBODIPY dyes with thiomethylphenyl groups at the distal positions and phenyl (1) and naphthyl (2) rings at the proximal positions are reported. The dyes were conjugated to gold nanoparticles (1-AuNPs and 2-AuNPs) to enhance their aqueous solubility for biomedical applications. Iodination at the 2,6-positions resulted in an enhancement of singlet oxygen generation, with singlet oxygen quantum yield (Φ∆) values of 0.82 and 0.55 obtained in DMSO for 1 and 2, respectively. The photodynamic antimicrobial chemotherapy (PACT) activities of the dyes were tested with a Thorlabs M660L3 light-emitting diode (LED) against Staphylococcus aureus after incubation at 5 µM. Conjugation to gold nanoparticles was found to significantly enhance the PACT activities against Staphylococcus aureus. Log10 reduction values of 8.94 were obtained for 1-AuNPs after 30 min irradiation (3.0 J.cm−2) and 2-AuNPs after 60 min (6.0 J.cm−2).
报道了两种远端为硫甲基苯基,近端为苯基(1)和萘环(2)的2,6-二碘化偶氮双吡啶染料的合成及其光物理化学性质。染料被偶联到金纳米颗粒(1-AuNPs和2-AuNPs)上,以提高其在生物医学领域的水溶性。2,6位的碘化导致单线态氧生成增强,单线态氧量子产率(Φ∆)在DMSO中分别为0.82和0.55。用Thorlabs M660L3发光二极管(LED)检测染料对金黄色葡萄球菌(Staphylococcus aureus)的光动力抑菌化疗(PACT)活性。发现与金纳米颗粒结合可显著增强PACT对金黄色葡萄球菌的活性。1-AuNPs照射30 min (3.0 J.cm-2)和2-AuNPs照射60 min (6.0 J.cm-2)后的Log10还原值分别为8.94和8.94。
期刊介绍:
Photodiagnosis and Photodynamic Therapy is an international journal for the dissemination of scientific knowledge and clinical developments of Photodiagnosis and Photodynamic Therapy in all medical specialties. The journal publishes original articles, review articles, case presentations, "how-to-do-it" articles, Letters to the Editor, short communications and relevant images with short descriptions. All submitted material is subject to a strict peer-review process.