@article{7836d7e525b14a4a992d0d37f5b418ba,
title = "New nitroindazole-porphyrin conjugates: synthesis, characterization and antibacterial properties",
abstract = "The synthesis of new porphyrin-indazole hybrids by a Knoevenagel condensation of 2-formyl-5,10,15,20-tetraphenylporphyrin and N-methyl-nitroindazolylacetonitrile derivatives is reported. The target compounds were isolated in moderate to good yields (32–57%) and some of the isolated porphyrin-indazole conjugates showed good performance in the generation of singlet oxygen when irradiated with visible light. Their efficiency as photosensitizers in the photoinactivation of methicillin resistant Staphylococcus aureus–MRSA was evaluated. All derivatives showed to be able to photoinactivate the MRSA bacteria. Compound 3a appears to be the most promising photosensitiser (PS) in the photoinactivation of these bacteria, despite being the least efficient in singlet oxygen generation. The addition of potassium iodide (KI) significantly potentiated the antimicrobial Photodynamic Therapy (aPDT) process mediated by all the analysed porphyrin-indazole conjugates. The combined action of nitroindazole-porphyrins with potassium iodide (KI) action appears to be promising in the photoinactivation of MRSA.",
keywords = "Antimicrobial Photodynamic Therapy (aPDT), Indazole, Knoevenagel condensation, MRSA, Photosensitizer, Porphyrin, Potassium iodide, Tetrapyrrolic macrocycles",
author = "Mohammed Eddahmi and Vera Sousa and Moura, {Nuno M.M.} and Dias, {Cristina J.} and Latifa Bouissane and Faustino, {Maria A.F.} and Cavaleiro, {Jos{\'e} A.S.} and Gomes, {Ana T.P.C.} and Adelaide Almeida and Neves, {Maria G.P.M.S.} and {Mostapha Rakib}, El",
note = "Funding Information: The authors are grateful to the University of Aveiro and to the FCT/ MCT for the financial support for the QOPNA research Unit (FCT UID/QUI/00062/2019), the LAQV-REQUIMTE ( UIDB/50006/2020 ), CESAM (UUID/ AMB /50017 - POCI-01-0145-FEDER-007638), and to the FCT project PREVINE (FCT-PTDC/ASPPES/29576/2017 through national funds (PIDDAC) and, where applicable, co-financed by FEDER, within the PT2020 Partnership Agreement, and to the Portuguese NMR Network. The authors also thank the Sultan Moulay Slimane University and the Transnational cooperation programs, FCT- CNRST (Morocco), for financial assistance ( 2019-2020 ). The research contract of N.M.M. Moura (REF.- 048-88 - ARH /2018) is funded by national funds (OE), through FCT – Funda{\c c}{\~a}o para a Ci{\^e}ncia e a Tecnologia , I.P., in the scope of the framework contract foreseen in the numbers 4, 5 and 6 of the article 23, of the Decree-Law 57/2016 , of August 29, changed by Law 57/2017 , of July 19. Publisher Copyright: {\textcopyright} 2020 Elsevier Inc.",
year = "2020",
month = aug,
doi = "10.1016/j.bioorg.2020.103994",
language = "English",
volume = "101",
journal = "Bioorganic Chemistry",
issn = "0045-2068",
publisher = "Academic Press Inc.",
}