Mode of action of a formulation containing hydrazones and saponins against leishmania spp. Role in mitochondria, proteases and reinfection process

Yulieth A. Upegui Zapata1,2, Fernando Echeverri2, Winston Quiñones2, Fernando Torres2, Montserrat Nacher3, Luis I. Rivas3, Camila dos Santos Meira4, Lashitew Gedamu4, Gustavo Escobar2, Rosendo Archbold2, Iván D. Vélez1, Sara M. Robledo1
1PECET, Facultad de Medicina, Universidad de Antioquia, Calle 70 # 52-21, Medellín, Colombia
2Grupo de Química Orgánica de Productos Naturales, Instituto de Química, Calle 70 # 52-21, Medellín, Colombia
3Centro de Investigaciones Biológicas Margarita Salas (C.S.I.C) Ramiro de Maeztu 9, 28007, Madrid, Spain
4Department of Biological Sciences. University of Calgary, 2500 University Dr NW, Calgary, Alberta, T2N 1N4, Canada

Tài liệu tham khảo

Abdulla, 2008, RNA interference of Trypanosoma brucei cathepsin B and L affects disease progression in a mouse model, PLoS Neglected Trop. Dis., 2, e298, 10.1371/journal.pntd.0000298 Alexander, 1998, Leishmania mexicana cysteine proteinase-deficient mutants have attenuated virulence for mice and potentiate a Th1 response, J. Immunol., 161, 6794, 10.4049/jimmunol.161.12.6794 Al-Kahraman, 2012, Evaluation of some classical hydrazones of ketones and 1,2-diketones as antileishmanial, antibacterial and antifungal agents, Arch Pharm. Res. (Seoul), 35, 1009, 10.1007/s12272-012-0608-7 Carvalho, 2011, The 8 aminoquinoline analogue sitamaquine causes oxidative stress in Leishmania donovanipromastigotes by targeting succinate dehydrogenase, Antimicrob. Agents Chemother., 55, 4204, 10.1128/AAC.00520-11 Coimbra, 2013, 7-Chloro-4-quinolinyl hydrazones: a promising and potent class of antileishmanial compounds, Chem. Biol. Drug Des., 81, 658, 10.1111/cbdd.12112 Coimbra, 2018, Synthesis, biological activity, and mechanism of action of 2-pyrazyl and pyridylhydrazone derivatives, new classes of antileishmanial agents, ChemMedChem, 13, 1387, 10.1002/cmdc.201800328 Correa, 2014, Leishmanicidal and trypanocidal activity of Sapindus saponaria, Bol. Latinoam. Caribe Plantas Med. Aromat., 13, 311 Cuervo, 2006, A zymographic study of metalloprotease activities in extracts and extracellular secretions of Leishmania (Viannia) braziliensis strains, Parasitology, 132, 177, 10.1017/S0031182005008942 Desai, 2004, Identification of novel parasitic cysteine protease inhibitors using virtual screening. The ChemBridge database, J. Med. Chem., 47, 6609, 10.1021/jm0493717 Dastgheib, 2012, Both combined oral azithromycin plus allopurinol and intramuscular Glucantime yield low efficacy in the treatment of Old World cutaneous leishmaniasis: a randomized controlled clinical trial, Int. J. Dermatol., 51, 1508, 10.1111/j.1365-4632.2012.05610.x De Souza, 2009, Particularities of mitochondrial structure in parasitic protists (Apicomplexa and Kinetoplastida), Int. J. Biochem. Cell Biol., 41, 2069, 10.1016/j.biocel.2009.04.007 Docampo, 2001, The acidocalcisome, Mol. Biochem. Parasitol., 114, 151, 10.1016/S0166-6851(01)00246-8 Echeverri, 2015, vol. 27 El-Sayed, 2010, Intralesional sodium stibogluconate alone or its combination with either intramuscular sodium stibogluconate or oral ketoconazole in the treatment of localized cutaneous leishmaniasis: a comparative study, J. Eur. Acad. Dermatol. Venereol., 24, 335, 10.1111/j.1468-3083.2009.03417.x Firooz, 2006, Imiquimod in combination with meglumine antimoniate for cutaneous leishmaniasis: a randomized assessor-blind controlled trial, Arch. Dermatol., 142, 1575, 10.1001/archderm.142.12.1575 Gerbaba, 2013, Cathepsin B gene disruption induced Leishmania donovani proteome remodeling implies cathepsin B role in secretome regulation, PLoS One, 8, 10.1371/journal.pone.0079951 Godinho, 2013, A novel alkyl phosphocholine-dinitroaniline hybrid molecule exhibits biological activity in vitro against Leishmania amazonensis, Exp. Parasitol., 135, 153, 10.1016/j.exppara.2013.06.015 Hajighasemi, 2017, Assessment of cytotoxicity of dimethyl sulfoxide in human hematopoietic tumor cell lines, Iran. J. Blood Canc., 9, 48 Inocencio da Luz, 2011, In vitro and in vivo prophylactic and curative activity of the triterpene saponin PX-6518 against cutaneousLeishmania species, J. Antimicrob. Chemother., 66, 350, 10.1093/jac/dkq444 Luque-Ortega, 2001, In vivo monitoring of intracellular ATP levels in Leishmania donovani promastigotes as a rapid method to screen drugs targeting bioenergetic metabolism, Antimicrob. Agents Chemother., 45, 1121, 10.1128/AAC.45.4.1121-1125.2001 Luque-Ortega, 2007, Miltefosine (hexadecylphosphocholine) inhibits cytochrome c oxidase in Leishmania donovani promastigotes, Antimicrob. Agents Chemother., 51, 1327, 10.1128/AAC.01415-06 Luque-Ortega, 2010, Characterization of the leishmanicidal activity of antimicrobial peptides, Methods Mol. Biol., 618, 393, 10.1007/978-1-60761-594-1_25 Machado, 2019, Leishmanicidal therapy targeted to parasite proteases, Life Sci., 219, 163, 10.1016/j.lfs.2019.01.015 Machado, 2018, Tamoxifen and meglumine antimoniate combined therapy in cutaneous leishmaniasis patients: a randomised trial, Trop. Med. Int. Health, 23, 936, 10.1111/tmi.13119 Malecela, 2019, Reflections on the decade of the neglected tropical diseases, Int. Health., 11, 338, 10.1093/inthealth/ihz048 McConville, 2011, Metabolic pathways required for the intracellular survival of Leishmania, Annu. Rev. Microbiol., 65, 543, 10.1146/annurev-micro-090110-102913 Melo, 2016, Oleanolic acid (OA) as an antileishmanial agent: biological evaluation and in silico mechanistic insights, Parasitol. Int., 65, 227, 10.1016/j.parint.2016.01.001 Menna-Barreto, 2014, The double-edged sword in pathogenic trypanosomatids: the pivotal role of mitochondria in oxidative stress and bioenergetics, BioMed Res. Int., 2014, 10.1155/2014/614014 Mehta, 2004, Apoptotic death in Leishmania donovani promastigotes in response to respiratory chain inhibition: complex II inhibition results in increased pentamidine cytotoxicity, J. Biol. Chem., 279, 11798, 10.1074/jbc.M309341200 Mesa, 2010, Susceptibilidad in vitro a infección por Leishmania y sensibilidad a medicamentos difiere según tipo de macrófagos, Rev. Univ. Ind. Santander. Salud., 42, 200 Monzote, 2011, Synthetic chromanol derivatives and their interaction with Complex III in mitochondria from bovine, yeast, and Leishmania, Chem. Res. Toxicol., 24, 1678, 10.1021/tx200233c Momeni, 2002, Treatment of cutaneous leishmaniasis with a combination of allopurinol and low‐dose meglumine antimoniate, Int. J. Dermatol., 41, 441, 10.1046/j.1365-4362.2002.01527.x Oh, 2015, Stereoselective suppressive effects of protopanaxadiol epimers on UV-B-induced reactive oxygen species and matrix metalloproteinase-2 in human dermal keratinocytes, Can. J. Physiol. Pharmacol., 93, 91, 10.1139/cjpp-2014-0273 Pulido, 2012, Improvement of the green fluorescent protein reporter system in Leishmania spp. for the in vitro and in vivo screening of antileishmanial drugs, Acta Trop., 122, 36, 10.1016/j.actatropica.2011.11.015 Robledo, 2012, Cutaneous leishmaniasis in the dorsal skin of hamsters: a useful model for the screening of antileishmanial drugs, J. Vis. Exp., 62, 3533 Rodrigues, 2008, Ultrastructural alterations in organelles of parasitic protozoan induced by different classes of metabolic inhibitors, Curr. Pharmaceut. Des., 14, 925, 10.2174/138161208784041033 Santos, 1997, Haemolytic activities of plant saponins and adjuvants. Effect of Periandra mediterranea saponin on the humoral response to the FML antigen of Leishmania donovani, Vaccine, 15, 1024, 10.1016/S0264-410X(96)00292-7 Sadeghian, 2006, Effect of combination therapy with systemic glucantime and pentoxifylline in the treatment of cutaneous leishmaniasis, Int. J. Dermatol., 45, 819, 10.1111/j.1365-4632.2006.02867.x Saunders, 2014, Induction of a stringent metabolic response in intracellular stages of Leishmania mexicana leads to increased dependence on mitochondrial metabolism, PLoS Pathog., 10, 10.1371/journal.ppat.1003888 Sereno, 1997, Axenically cultured amastigote forms as an in vitro model for investigation of antileishmanial agents, Antimicrob. Agents Chemother., 41, 972, 10.1128/AAC.41.5.972 Silva-Almeida, 2014, Overview of the organization of protease genes in the genome of Leishmania spp, Parasite Vectors, 20, 387, 10.1186/1756-3305-7-387 Siqueira-Neto, 2018, Cysteine proteases in protozoan parasites, PLoS Neglected Trop. Dis., 12, 10.1371/journal.pntd.0006512 Somanna, 2002, Functional analysis of cathepsin B-like cysteine proteases from Leishmania donovani complex. Evidence for the activation of latent transforming growth factor beta, J. Biol. Chem., 277, 25305, 10.1074/jbc.M203034200 Sudhandiran, 2003, Antimonial-induced increase in intracellular Ca2+ through non-selective cation channels in the host and the parasite is responsible for apoptosis of intracellular Leishmania donovani amastigotes, J. Biol. Chem., 278, 25120, 10.1074/jbc.M301975200 Sundar, 2013, Leishmaniasis: an update of current pharmacotherapy, Expet Opin. Pharmacother., 14, 53, 10.1517/14656566.2013.755515 Sundar, 2018, Emerging therapeutic targets for treatment of leishmaniasis, Expert Opin. Ther. Targets, 22, 467, 10.1080/14728222.2018.1472241 Upegui, 2014, Preparation of rotenone derivatives and in vitro analysis of their antimalarial, antileishmanial and selective cytotoxic activities, Molecules, 19, 18911, 10.3390/molecules191118911 Upegui, 2019, Chroman-4-one hydrazones derivatives: synthesis, characterization, and in vitro and in vivo antileishmanial effects, Med. Chem. Res., 28, 2184, 10.1007/s00044-019-02446-x Vargas, 2018, Hydrazone derivatives enhance antileishmanial activity of thiochroman-4-ones, Molecules, 23, 1 Vercesi, 2000, Presence of a Na(+)/H(+) exchanger in acidocalcisomes of Leishmania donovani and their alkalization by anti-leishmanial drugs, FEBS Lett., 473, 203, 10.1016/S0014-5793(00)01531-3 World Health Organisation, 2010