Synthesis and photodynamic effects of new porphyrin/4-oxoquinoline derivatives in the inactivation of S. aureus

被引：15
作者：
Sagrillo, Fernanda Savacini [1 ,2 ,3 ,4 ,5 ,6 ]
Dias, Cristina [4 ]
Gomes, Ana T. P. C. [5 ,6 ]
Faustino, Maria A. F. [1 ,2 ,3 ]
Almeida, Adelaide [5 ,6 ]
de Souza, Alan Goncalves [4 ]
Pinto Costa, Amanda Rodrigues [4 ]
Santos Boechat, Fernanda da Costa [4 ]
Bastos Vieira de Souza, Maria Cecilia [4 ]
Neves, Maria G. P. M. S. [1 ,2 ,3 ]
Cavaleiro, Jose A. S. [1 ,2 ,3 ]
机构：
[1] Univ Aveiro, QOPNA, P-3810193 Aveiro, Portugal
[2] Univ Aveiro, LAQV REQUIMTE, P-3810193 Aveiro, Portugal
[3] Univ Aveiro, Dept Chem, P-3810193 Aveiro, Portugal
[4] Univ Fed Fluminense, Inst Quim, Programa Posgrad Quim, BR-24010141 Rio De Janeiro, Brazil
[5] Univ Aveiro, Dept Biol, Aveiro, Portugal
[6] Univ Aveiro, CESAM, Aveiro, Portugal
来源：
PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES | 2019年 / 18卷 / 08期
关键词：
RESISTANT STAPHYLOCOCCUS-AUREUS; IN-VITRO; GLYCOPORPHYRIN DERIVATIVES; ESCHERICHIA-COLI; THERAPY; PORPHYRINS; BACTERIAL; PHOTOINACTIVATION; INFECTIONS; VIRUS;
D O I：
10.1039/c9pp00102f
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：
New porphyrin/4-oxoquinoline conjugates were synthesized from the Heck coupling reaction of a beta-brominated porphyrin with 1-allyl-4-oxoquinoline derivatives, followed by demetallation and deprotection affording the promising photosensitizers 9a-e. Singlet oxygen studies have demonstrated that all the porphyrin/4-oxoquinoline conjugates 9a-e were capable of producing cytotoxic species and found to be excellent photosensitizing agents in the inactivation of S. aureus by the antimicrobial photodynamic therapy (aPDT) protocol.
引用
收藏
页码：1910 / 1922
页数：13
相关论文
共 18 条
  • [1] Photodynamic antimicrobial activity of new porphyrin derivatives against methicillin resistant Staphylococcus aureus
    Tasli, Huseyin
    Akbiyik, Ayse
    Topaloglu, Nermin
    Alptuzun, Vildan
    Parlar, Sulunay
    JOURNAL OF MICROBIOLOGY, 2018, 56 (11) : 828 - 837
  • [2] Photodynamic inactivation of S. aureus with a water-soluble curcumin salt and an application to cheese decontamination
    dos Santos, Robenilson Ferreira
    Campos, Beliato Santana
    Rego Filho, Francisco de Assis M. G.
    Moraes, Juliana de Oliveira
    Ivo Albuquerque, Amalia Luisa
    Delgado da Silva, Maria Cristina
    dos Santos, Pedro Valentim
    de Araujo, Maria Tereza
    PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES, 2019, 18 (11) : 2707 - 2716
  • [3] The photodynamic inactivation of Staphylococcus aureus in water using visible light with a new expanded porphyrin
    Rossi, G.
    Goi, D.
    Comuzzi, C.
    JOURNAL OF WATER AND HEALTH, 2012, 10 (03) : 390 - 399
  • [4] The application of antimicrobial photodynamic therapy on S. aureus and E. coli using porphyrin photosensitizers bound to cyclodextrin
    Hanakova, Adela
    Bogdanova, Katerina
    Tomankova, Katerina
    Pizova, Klara
    Malohlava, Jakub
    Binder, Svatopluk
    Bajgar, Robert
    Langova, Katerina
    Kolar, Milan
    Mosinger, Jiri
    Kolarova, Hana
    MICROBIOLOGICAL RESEARCH, 2014, 169 (2-3) : 163 - 170
  • [5] Effect of rutin as flavonoid compound on photodynamic inactivation against P. aeruginosa and S. aureus
    Motallebi, Mahroo
    Khorsandi, Khatereh
    Sepahy, Abbas Akhavan
    Chamani, Elham
    Hosseinzadeh, Reza
    PHOTODIAGNOSIS AND PHOTODYNAMIC THERAPY, 2020, 32
  • [6] An insight into the synthesis of cationic porphyrin-imidazole derivatives and their photodynamic inactivation efficiency against Escherichia coli
    Moreira, Xavier
    Santos, Patricia
    Faustino, M. Amparo F.
    Raposo, M. Manuela M.
    Costa, Susana P. G.
    Moura, Nuno M. M.
    Gomes, Ana T. P. C.
    Almeida, Adelaide
    Neves, M. G. P. M. S.
    DYES AND PIGMENTS, 2020, 178 (178)
  • [7] Synthesis and evaluation of new tetrapyrrole derivatives with photodynamic anti-tumor effects
    Jiang, Ying
    Liang, Hong-Yu
    Zhang, Yi-Jing
    Han, Guang-Hui
    Namulinda, Tabbisa
    Yan, Yi-Jia
    Karam, Sami
    Atassi, Yomen
    Zhou, Xing-Ping
    Chen, Zhi-Long
    DYES AND PIGMENTS, 2024, 230
  • [8] Synthesis of new porphyrin/4-quinolone conjugates and evaluation of their efficiency in the photoinactivation of Staphylococcus aureus
    Batalha, Pedro N.
    Gomes, Ana T. P. C.
    Forezi, Luana S. M.
    Costa, Liliana
    de Souza, Maria Cecilia B. V.
    Boechat, Fernanda da C. S.
    Ferreira, Vitor F.
    Almeida, Adelaide
    Faustino, Maria A. F.
    Neves, Maria G. P. M. S.
    Cavaleiro, Jose A. S.
    RSC ADVANCES, 2015, 5 (87) : 71228 - 71239
  • [9] Synthesis and characterization of porphyrin-MWCNT nanohybrid and its utilization as an antimicrobial agent against S. aureus and E. coli
    Tasleem, Mohammad
    Chaudhary, Pankaj Kumar
    Prasad, Ramasare
    Sankar, Muniappan
    JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2024, 28 (05) : 308 - 317
  • [10] In vitro photoinactivation of S. aureus and E. coli using 5,10,15,20-tetrakis[4-(benzyloxy) phenyl] porphyrin and its metal derivatives conjugated to pristine graphene quantum dots
    Oyim, James
    Matshitse, Refilwe
    Malomane, Nonkululeko
    Openda, Yolande Ikala
    Nyokong, Tebello
    Managa, Muthumuni
    JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2023, 27 (01) : 634 - 644
12