In Vitro Anti-Leishmanial Effect of Metallic Meso-Substituted Porphyrin Derivatives against Leishmania braziliensis and Leishmania panamensis Promastigotes Properties

被引:18
作者
Espitia-Almeida, Fabian [1 ]
Diaz-Uribe, Carlos [1 ]
Vallejo, William [1 ]
Gomez-Camargo, Doris [2 ]
Romero Bohorquez, Arnold R. [3 ]
机构
[1] Univ Atlantico, Grp Fotoquim & Fotobiol, Puerto Colombia 810007, Colombia
[2] Univ Cartagena, Grp Invest UNIMOL, Cartagena 130001, Colombia
[3] Univ Ind Santander, Grp Invest CODEIM, Bucaramanga 680002, Colombia
来源
MOLECULES | 2020年 / 25卷 / 08期
关键词
porphyrin; metalloporphyrins; photodynamic therapy; Leishmania braziliensis; Leishmania panamensis; singlet oxygen; CUTANEOUS LEISHMANIASIS; PHOTODYNAMIC THERAPY; DRUG-RESISTANCE; SINGLET OXYGEN; PHOTOPHYSICAL PROPERTIES; COLORIMETRIC ASSAY; METHYLENE-BLUE; PHOTOTOXICITY; MECHANISMS; EFFICACY;
D O I
10.3390/molecules25081887
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, a family of porphyrins based on 5,10,15,20-Tetrakis(4-ethylphenyl)porphyrin (1, Ph) and six metallo-derivatives (Zn2+ (2, Ph-Zn), Sn4+ (3, Ph-Sn), Mn2+ (4, Ph-Mn), Ni2+ (5, Ph-Ni), Al3+ (6, Ph-Al), and V3+ (7, Ph-V)) were tested as photosensitizers for photodynamic therapy against Leishmania braziliensis and panamensis. The singlet oxygen quantum yield value (Phi(Delta)) for (1-7) was measured using 1,3-diphenylisobenzofuran (DPBF) as a singlet oxygen trapping agent and 5,10,15,20-(tetraphenyl)-porphyrin (H2TPP) as a reference standard; besides, parasite viability was estimated by the MTT assay. After metal insertion into the porphyrin core, the Phi(Delta) increased from 0.76-0.90 and cell viability changed considerably. The Phi(Delta) and metal type changed the cytotoxic activity. Finally, (2) showed both the highest Phi(Delta) (0.90) and the best photodynamic activity against the parasites studied (IC50 of 1.2 mu M).
引用
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页数:11
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共 62 条
  • [11] EFFECT OF CHEMICAL-STRUCTURE ON PHOTOSENSITIZING EFFICIENCIES OF PORPHYRINS
    CAUZZO, G
    GENNARI, G
    JORI, G
    SPIKES, JD
    [J]. PHOTOCHEMISTRY AND PHOTOBIOLOGY, 1977, 25 (04) : 389 - 395
  • [12] Drug Resistance in Leishmaniasis
    Chakravarty, Jaya
    Sundar, Shyam
    [J]. JOURNAL OF GLOBAL INFECTIOUS DISEASES, 2010, 2 (02) : 167 - 176
  • [13] Drug resistance in leishmaniasis
    Croft, SL
    Sundar, S
    Fairlamb, AH
    [J]. CLINICAL MICROBIOLOGY REVIEWS, 2006, 19 (01) : 111 - +
  • [14] Leishmaniasis: current situation and new perspectives
    Desjeux, P
    [J]. COMPARATIVE IMMUNOLOGY MICROBIOLOGY AND INFECTIOUS DISEASES, 2004, 27 (05) : 305 - 318
  • [15] Antimicrobial photodynamic therapy against pathogenic bacterial suspensions and biofilms using chloro-aluminum phthalocyanine encapsulated in nanoemulsions
    Dias Ribeiro, Ana Paula
    Andrade, Mariana Carvalho
    Bagnato, Vanderlei Salvador
    Vergani, Carlos Eduardo
    Primo, Fernando Lucas
    Tedesco, Antnio Claudio
    Pavarina, Ana Claudia
    [J]. LASERS IN MEDICAL SCIENCE, 2015, 30 (02) : 549 - 559
  • [16] Investigation of photophysicochemical properties of zinc phthalocyanines conjugated to metallic nanoparticles
    Dube, Edith
    Nwaji, Njemuwa
    Oluwole, David O.
    Mack, John
    Nyokong, Tebello
    [J]. JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2017, 349 : 148 - 161
  • [17] Photophysicochemical and fluorescence quenching studies of benzyloxyphenoxy-substituted zinc phthalocyanines
    Durmus, Mahmut
    Nyokong, Tebello
    [J]. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2008, 69 (04) : 1170 - 1177
  • [18] Synthesis and Characterization of 5,10,15,20-Tetrakis(4-ethylphenyl)porphyrin and (Zn2+, Mn2+, Sn2+, Ni2+, Al3+, V3+)-Derivatives: Photophysical and DFT study
    Espitia-Almeida, Fabian
    Diaz-Uribe, Carlos
    Vallejo, William
    Gomez-Camargo, Doris
    Romero-Bohorquez, Arnold R.
    Schott, Eduardo
    Zarate, Ximena
    [J]. CHEMISTRYSELECT, 2019, 4 (20): : 6290 - 6294
  • [19] Effect of Molecular Characteristics on Cellular Uptake, Subcellular Localization, and Phototoxicity of Zn(II) N-Alkylpyridylporphyrins
    Ezzeddine, Rima
    Al-Banaw, Anwar
    Tovmasyan, Artak
    Craik, James D.
    Batinic-Haberle, Ines
    Benov, Ludmil T.
    [J]. JOURNAL OF BIOLOGICAL CHEMISTRY, 2013, 288 (51) : 36579 - 36588
  • [20] Association of Acenaphthoporphyrins with Liposomes for the Photodynamic Treatment of Leishmaniasis
    Gardner, Daniel M.
    Taylor, Viviana M.
    Cedeno, David L.
    Padhee, Shruti
    Robledo, Sara M.
    Jones, Marjorie A.
    Lash, Timothy D.
    Velez, Ivan D.
    [J]. PHOTOCHEMISTRY AND PHOTOBIOLOGY, 2010, 86 (03) : 645 - 652