Antileishmanial potential of alkaloids isolated from plants: an integrative review
DOI:
https://doi.org/10.33448/rsd-v9i10.9334Keywords:
Alkaloids; Amastigote; Antileishmanial; Plants; Promastigote.Abstract
Leishmaniasis treatment is often carried out with drugs of high toxic potential and high cost, and satisfactory therapeutic response is not usually observed. In this context, searching for therapeutic alternatives is urgent. This study seeks to evaluate the antileishmanial potential of alkaloids from plants. The search for scientific papers occurred at Pubmed, CAPES Journal Portal (PPC), Virtual Health Library (VHL) and COCHRANE using the descriptors: alkaloid and antileishmanial. The inclusion criteria were studies about alkaloids isolated from plants and tested against Leishmania parasite. A total of 805 publications were found in Pubmed, 825 in PPC, 4 in VHL and none in COCRHANE. After reading the titles and abstracts, articles containing other biological evaluations (350), chemical studies such as docking and material characterizations (388), evaluation of extracts and fractions activities (406) which did not fit in this research or were in duplicate (377) were excluded. Acridone and all the naphthylisoquinolinic and tetrahydroisoquinolinic alkaloids were active or moderately active against Leishmania promastigotes or amastigotes, and indolizidine was active against both forms. The β-carbolines were inactive or moderately active against Leishmania promastigotes, with the exception of flavopereirine. The indolizidine alkaloid was the most promising as a future drug candidate, since it was very active against both forms of Leishmania.
References
Ahua, K. M., Ioset, J. R., Ransijn, A., Mauël, J., Mavi, S., & Hostettmann, K. (2004). Antileishmanial and antifungal acridone derivatives from the roots of Thamnosma rhodesica. Phytochemistry, 65(7), 963-968.
Alvarenga, D. G. D., Escalda, P. M. F., Costa, A. S. V. D., & Monreal, M. T. F. D. (2010). Leishmaniose visceral: estudo retrospectivo de fatores associados à letalidade. Revista da Sociedade Brasileira de Medicina Tropical, 43(2), 194-197.
Barrera, C. A. C., Barrera, E. D. C., Falla, D. S. G., Murcia, G. D., & Suarez, L. E. C. (2011). Seco-limonoids and quinoline alkaloids from Raputia heptaphylla and their antileishmanial activity. Chemical and Pharmaceutical Bulletin, 59(7), 855-859.
Berman J., (1998). Chemotherapy of Leishmaniasis: recent advances in the treatment of visceral disease. Current Opinion in Infectious Diseases, 11, 707-710.
Bringmann, G., Hamm, A., Günther, C., Michel, M., Brun, R., & Mudogo, V. (2000). Ancistroealaines A and B, two new bioactive naphthylisoquinolines, and related naphthoic acids from Ancistrocladus ealaensis. Journal of natural products, 63(11), 1465-1470.
Bringmann, G., Saeb, W., Rückert, M., Mies, J., Michel, M., Mudogo, V., & Brun, R. (2003). Ancistrolikokine D, a 5, 8′-coupled naphthylisoquinoline alkaloid, and related natural products from Ancistrocladus likoko. Phytochemistry, 62(4), 631-636.
Bringmann, G., Dreyer, M., Michel, M., Tayman, FS, & Brun, R. (2004). Ancistroheynine B e dois outros alcalóides de naftilisoquinolina acoplados a 7,3 'da parede de Ancistrocladus heyneanus. Phytochemistry, 65 (21), 2903-2907.
Camacho, M. D. R., Phillipson, J. D., Croft, S. L., Rock, P., Marshall, S. J., & Schiff Jr, P. L. (2002). In vitro activity of Triclisia patens and some bisbenzylisoquinoline alkaloids against Leishmania donovani and Trypanosoma brucei brucei. Phytotherapy Research: An International Journal Devoted to Pharmacological and Toxicological Evaluation of Natural Product Derivatives, 16(5), 432-436.
Chan-Bacab, M. J., & Peña-Rodríguez, L. M. (2001). Plant natural products with leishmanicidal activity. Natural product reports, 18(6), 674-688.
Costa, E. V., Pinheiro, M. L. B., Xavier, C. M., Silva, J. R., Amaral, A. C. F., Souza, A. D., ... & Leon, L. L. (2006). Pirimidina-β-carbolina e outros alcalóides de Annona foetida com atividade antileishmania. Journal of natural products, 69 (2), 292-294.
Costa, R. S., Souza Filho, O. P., Dias Júnior, O., Silva, J. J., Hyaric, M. L., Santos, M. A., & Velozo, E. S. (2018). In vitro antileishmanial and antitrypanosomal activity of compounds isolated from the roots of Zanthoxylum tingoassuiba. Revista Brasileira de Farmacognosia, 28(5), 551-558.
Delorenzi, J. C., Attias, M., Gattass, C. R., Andrade, M., Rezende, C., da Cunha Pinto, Â., ... & Saraiva, E. M. (2001). Antileishmanial activity of an indole alkaloid Frompeschiera australis. Antimicrobial Agents and chemotherapy, 45(5), 1349-1354.
Delorenzi, J. C., Freire-de-Lima, L., Gattass, C. R., de Andrade Costa, D., He, L., Kuehne, M. E., & Saraiva, E. M. (2002). In vitro activities of iboga alkaloid congeners coronaridine and 18-methoxycoronaridine against Leishmania amazonensis. Antimicrobial Agents and chemotherapy, 46(7), 2111-2115.
Di Giorgio, C., Shimi, K., Boyer, G., Delmas, F., & Galy, J. P. (2007). Synthesis and antileishmanial activity of 6-mono-substituted and 3, 6-di-substituted acridines obtained by acylation of proflavine. European journal of medicinal chemistry, 42(10), 1277-1284.
Fotie, J., Bohle, D. S., Olivier, M., Adelaida Gomez, M., & Nzimiro, S. (2007). Trypanocidal and antileishmanial dihydrochelerythrine derivatives from Garcinia lucida. The Journal of Natural Products, 70(10), 1650-1653.
Guimarães, L. R., Rodrigues, A. P. D., Marinho, P. S., Muller, A. H., Guilhon, G. M., Santos, L. S., ... & Silva, E. O. (2010). Activity of the julocrotine, a glutarimide alkaloid from Croton pullei var. glabrior, on Leishmania (L.) amazonensis. Parasitology research, 107(5), 1075-1081.
Gutiérrez-Rebolledo, G. A., Drier-Jonas, S., & Jiménez-Arellanes, M. A. (2017). Compostos e extratos naturais de plantas medicinais mexicanas com atividade anti-leishmaniose: uma atualização. Asian Pacific Journal of Tropical Medicine, 10 (12), 1105-1110.
Hazra, S., Ghosh, S., Debnath, S., Seville, S., Prajapati, V. K., Wright, C. W., ... & Hazra, B. (2012). Antileishmanial activity of cryptolepine analogues and apoptotic effects of 2, 7-dibromocryptolepine against Leishmania donovani promastigotes. Parasitology research, 111(1), 195-203.
Kam, T. S., Sim, K. M., Koyano, T., Toyoshima, M., Hayashi, M., & Komiyama, K. (1998). Cytotoxic and leishmanicidal aminoglycosteroids and aminosteroids from Holarrhena curtisii. Journal of natural products, 61(11), 1332-1336.
Kumar, A., Chowdhury, S. R., Sarkar, T., Chakrabarti, T., Majumder, H. K., Jha, T., & Mukhopadhyay, S. (2016). A new bisbenzylisoquinoline alkaloid isolated from Thalictrum foliolosum, as a potent inhibitor of DNA topoisomerase IB of Leishmania donovani. Fitoterapia, 109, 25-30.
Lala, S., Pramanick, S., Mukhopadhyay, S., Bandyopadhyay, S., & Basu, M. K. (2004). Harmine: evaluation of its antileishmanial properties in various vesicular delivery systems. Journal of drug targeting, 12(3), 165-175.
Mahmoudvand, H., Sharififar, F., Sharifi, I., Ezatpour, B., Harandi, M. F., Makki, M. S., & Jahanbakhsh, S. (2014). In vitro inhibitory effect of Berberis vulgaris (Berberidaceae) and its main component, berberine against different Leishmania species. Iranian journal of parasitology, 9(1), 28.
Martins, G. D. S., & Lima, M. D. (2013). Leishmaniose: do diagnóstico ao tratamento. Enciclopédia biosfera, 9(16), 2556-569.
Matrangolo, F. D. S. V. (2013). Análise proteômica comparativa de linhagens de Leishmania V. braziliensis e de Leishmania L. infantum sensíveis e resistentes aos antimoniais (Doctoral dissertation).
Mishra, B. B., Singh, R. K., Srivastava, A., Tripathi, V. J., & Tiwari, V. K. (2009). Fighting against Leishmaniasis: search of alkaloids as future true potential anti-Leishmanial agents. Mini reviews in medicinal chemistry, 9(1), 107-123.
Moraes, L. S., Donza, M. R., Rodrigues, A. P. D., Silva, B. J., Brasil, D. S., Zoghbi, M. D. G. B., & Silva, E. O. (2015). Leishmanicidal activity of (+)-phyllanthidine and the phytochemical profile of Margaritaria nobilis (Phyllanthaceae). Molecules, 20(12), 22157-22169.
Moreira, R. C., Costa, G. C., Lopes, T. C., Bezerra, J. L., Guerra, R. N., Rebêlo, J. M. M., ... & Costa, J. M. (2007). Efeito leishmanicida in vitro de Stachytarpheta cayennensis (Rich.) Vahl (Verbenaceae). Revista Brasileira de Farmacognosia, 17(1), 59-63.
Moreno Rodríguez, A., Robles Camargo, J., & Bello García, F. J. (2008). Actividad in vitro de la mezcla de alcaloides de Ervatamia coronaria (Jacq) Staff. Apocynaceae sobre amastigotes de Leishmania braziliensis. Revista Brasileira de Farmacognosia, 18(3), 350-355.
Muhammad, I., Dunbar, D. C., Khan, S. I., Tekwani, B. L., Bedir, E., Takamatsu, S., ... & Walker, L. A. (2003). Antiparasitic alkaloids from Psychotria klugii. Journal of natural products, 66(7), 962-967.
Naman, C. B., Gupta, G., Varikuti, S., Chai, H., Doskotch, R. W., Satoskar, A. R., & Kinghorn, A. D. (2015). Northalrugosidine is a bisbenzyltetrahydroisoquinoline alkaloid from Thalictrum alpinum with in vivo antileishmanial activity. Journal of natural products, 78(3), 552-556.
Organización Panamericana de la Salud. Manual de procedimientos para vigilancia y control de las leishmaniasis en las Américas. Washington, D.C.: OPS; (2019).
Pereira, M. D., da Silva, T., Aguiar, A. C. C., Oliva, G., Guido, R. V., Yokoyama-Yasunaka, J. K., ... & Lopes, L. M. (2017). Chemical composition, antiprotozoal and cytotoxic activities of indole alkaloids and benzofuran neolignan of Aristolochia cordigera. Planta medica, 83 (11), 912-920.
Polonio, T., & Efferth, T. (2008). Leishmaniasis: drug resistance and natural products. International Journal of Molecular Medicine, 22(3), 277-286.
Ponte-Sucre, A., Faber, J. H., Gulder, T., Kajahn, I., Pedersen, S. E., Schultheis, M., & Moll, H. (2007). Activities of naphthylisoquinoline alkaloids and synthetic analogs against Leishmania major. Antimicrobial agents and chemotherapy, 51(1), 188-194.
Queiroz, E. F., Roblot, F., Cavé, A., de Q. Paulo, M., & Fournet, A. (1996). Pessoine and spinosine, two catecholic berbines from Annona spinescens. Journal of natural products, 59(4), 438-440.
Ouellette, M., Drummelsmith, J., & Papadopoulou, B. (2004). Leishmaniasis: drugs in the clinic, resistance and new developments. Drug Resistance Updates, 7(4-5), 257-266.
Rahman, A. A., Samoylenko, V., Jacob, M. R., Sahu, R., Jain, S. K., Khan, S. I., ... & Muhammad, I. (2011). Antiparasitic and antimicrobial indolizidines from the leaves of Prosopis glandulosa var. glandulosa. Planta medica, 77(14), 1639.
Ropivia, J., Derbré, S., Rouger, C., Pagniez, F., Le Pape, P., & Richomme, P. (2010). Isoquinolines from the roots of Thalictrum flavum L. and their evaluation as antiparasitic compounds. Molecules, 15(9), 6476-6484.
Roy, S., Dutta, D., Satyavarapu, E. M., Yadav, P. K., Mandal, C., Kar, S., & Mandal, C. (2017). Mahanine exerts in vitro and in vivo antileishmanial activity by modulation of redox homeostasis. Scientific reports, 7(1), 1-16.
Salem, M. M., & Werbovetz, K. A. (2006). Natural products from plants as drug candidates and lead compounds against leishmaniasis and trypanosomiasis. Current medicinal chemistry, 13(21), 2571-2598.
Sangshetti, J. N., Khan, F. A. K., Kulkarni, A. A., Arote, R., & Patil, R. H. (2015). Antileishmanial drug discovery: comprehensive review of the last 10 years. RSC Adv 5: 32376–32415.
da Silva, E. C., Dias Rayol, C., Lys Medeiros, P., Figueiredo, R. C. B. Q., Piuvezan, M. R., Brabosa-Filho, J. M., ... & Paes de Andrade, P. (2012). Antileishmanial activity of warifteine: a bisbenzylisoquinoline alkaloid isolated from Cissampelos sympodialis Eichl.(Menispermaceae). The Scientific World Journal, 2012.
da Silva E Silva, J. V., Cordovil Brigido, H. P., Oliveira de Albuquerque, K. C., Miranda Carvalho, J., Ferreira Reis, J., Vinhal Faria, L., ... & do Rosário Marinho, A. M. (2019). Flavopereirine—An alkaloid derived from Geissospermum vellosii—Presents leishmanicidal activity in vitro. Molecules, 24(4), 785.
Singh, N., Mishra, B. B., Bajpai, S., Singh, R. K., & Tiwari, V. K. (2014). Natural product based leads to fight against leishmaniasis. Bioorganic & medicinal chemistry, 22(1), 18-45.
Staerk, D., Lemmich, E., Christensen, J., Kharazmi, A., Olsen, C. E., & Jaroszewski, J. W. (2000). Leishmanicidal, antiplasmodial and cytotoxic activity of indole alkaloids from Corynanthe pachyceras. Planta medica, 66(6), 531-536.
Tanaka, J. C. A., Da Silva, C. C., Ferreira, I. C. P., Machado, G. M. C., Leon, L. L., & De Oliveira, A. J. B. (2007). Antileishmanial activity of indole alkaloids from Aspidosperma ramiflorum. Phytomedicine, 14(6), 377-380.
Tempone, A. G., Sartorelli, P., Teixeira, D., Prado, F. O., Calixto, I. A., Lorenzi, H., & Melhem, M. S. (2008). Brazilian flora extracts as source of novel antileishmanial and antifungal compounds. Memórias do Instituto Oswaldo Cruz, 103(5), 443-449.
Vennerstrom, J. L., Lovelace, J. K., Waits, V. B., Hanson, W. L., & Klayman, D. L. (1990). Berberine derivatives as antileishmanial drugs. Antimicrobial agents and chemotherapy, 34(5), 918-921.
Vila-Nova, N. S., Morais, S. M. D., Falcão, M. J. C., Machado, L. K. A., Beviláqua, C. M. L., Costa, I. R. S., ... & Andrade Júnior, H. F. D. (2011). Leishmanicidal activity and cytotoxicity of compounds from two Annonacea species cultivated in Northeastern Brazil. Revista da Sociedade Brasileira de Medicina Tropical, 44(5), 567-571.
WHO (World Health Organization). Global Health Observatory (GHO) data. Leishmaniasis: situation and trends, (2018). Recuperado de https://www.who.int /gho/neglected_diseases/leishmaniasis/en/.
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