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The in vitro antileishmanial activity of essential oil from Aloysia gratissima and guaiol, its major sesquiterpene against Leishmania amazonensis

Published online by Cambridge University Press:  21 January 2018

Maria Carolina Freitas Garcia ,
Deivid Costa Soares ,
Raissa Couto Santana ,
Elvira Maria Saraiva ,
Antonio Carlos Siani ,
Mônica Freiman S. Ramos ,
Maria das Graças Miranda Danelli ,
Thaïs Cristina Souto-Padron  and
Lucia H. Pinto-da-Silva
Maria Carolina Freitas Garcia
Affiliation:
Instituto de Veterinária, Universidade Federal Rural do Rio de Janeiro (UFRRJ), Seropédica, RJ, Brazil
Deivid Costa Soares
Affiliation:
Instituto de Microbiologia Paulo de Góes, Universidade Federal do Rio de Janeiro, Rio de Janeiro, Brazil
Raissa Couto Santana
Affiliation:
Instituto de Veterinária, Universidade Federal Rural do Rio de Janeiro (UFRRJ), Seropédica, RJ, Brazil
Elvira Maria Saraiva
Affiliation:
Instituto de Microbiologia Paulo de Góes, Universidade Federal do Rio de Janeiro, Rio de Janeiro, Brazil
Antonio Carlos Siani
Affiliation:
Instituto de Tecnologia em Fármacos, Fundação Oswaldo Cruz, RJ, Brazil
Mônica Freiman S. Ramos
Affiliation:
Departamento de Fármacos e Medicamentos, Faculdade de Farmácia, Universidade Federal do Rio de Janeiro, Rio de Janeiro, RJ, Brazil
Maria das Graças Miranda Danelli
Affiliation:
Instituto de Veterinária, Universidade Federal Rural do Rio de Janeiro (UFRRJ), Seropédica, RJ, Brazil
Thaïs Cristina Souto-Padron
Affiliation:
Instituto de Microbiologia Paulo de Góes, Universidade Federal do Rio de Janeiro, Rio de Janeiro, Brazil
Lucia H. Pinto-da-Silva*
Affiliation:
Instituto de Veterinária, Universidade Federal Rural do Rio de Janeiro (UFRRJ), Seropédica, RJ, Brazil
*
Author for correspondence: Lucia H. Pinto da Silva, E-mail: [email protected] Deivid Costa Soares, E-mail: [email protected]
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Abstract

Leishmaniases is a tropical disease caused by protozoa of the genus Leishmania for which the current treatment is expensive, besides increasing reports of parasite resistance. This study investigated the anti-Leishmania amazonensis activity of the essential oil from Aloysia gratissima (AgEO) and guaiol, the major sesquiterpene constituent in the oil. Our results showed that AgEO killed promastigotes and intracellular amastigotes at an IC50 of 25 and 0·16 µg mL−1, respectively, while guaiol killed amastigotes at an IC50 of 0·01 µg mL−1. Both AgEO and guaiol were safe for macrophages up to 100 µg mL−1, as evaluated by the dehydrogenase activity, membrane integrity and phagocytic capacity. AgEO and guaiol did not induce nitrite oxide (NO) in resting macrophages and inhibited the production of NO in lipopolysaccharide-stimulated macrophages. The ultrastructural analysis suggested that AgEO and guaiol act directly on parasites, affecting promastigotes kinetoplast, mitochondrial matrix and plasma membrane. Together, these results pointed out that AgEO and guaiol could be promising candidates to develop anti-Leishmania drugs.

Keywords

Aloysia gratissimacutaneous leishmaniasisessential oilguaiolLeishmania amazonensis
Type
Research Article
Information
Parasitology , Volume 145 , Issue 9 , August 2018 , pp. 1219 - 1227
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Copyright
Copyright © Cambridge University Press 2018 

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Footnotes

*

Both authors have contributed equally to this work.

References

Adams, RP (2007) Identification of Essential Oil Components by Gas Chromatography/Mass Spectrometry, 4th edn. Chicago, USA: Allured Pub Corp.Google Scholar
Alvar, RJ, Velez, I, Ber, C, Herrero, M, Desjeux, P, Cano, J, Jannin, J and Den Boer, M (2012) Leishmaniasis worldwide and global estimates of its incidence. Plos ONE 7(5), e35671.Google Scholar
Andrade, MA, Azevedo, CD, Motta, FN, Santos, ML, Silva, CL, Santana, JM and Bastos, IM (2016) Essential oils: in vitro activity against Leishmania amazonensis, cytotoxicity and chemical composition. BMC Complementary and Alternative Medicine 16(1), 444.Google Scholar
Barral, A, Pedral-Sampaio, D, Grimaldi Júnior, G, Momen, H, McMahon-Pratt, D, Ribeiro de Jesus, A, Almeida, R, Badaro, R, Barral-Netto, M, Carvalho, EM and Johnson, WD Jr. (1991) Leishmaniasis in Bahia, Brazil: evidence that Leishmania amazonensis produces a wide spectrum of clinical disease. American Journal of Tropical Medicine and Hygiene 44(5), 536–546.Google Scholar
Camargos, HS, Moreira, RA, Mendanha, SA, Fernandes, KS, Dorta, ML and Alonso, A (2014) Terpenes increase the lipid dynamics in the Leishmania plasma membrane at concentrations similar to their IC50 values. PloS ONE 9(8), e104429.Google Scholar
Ceole, LF, Cardoso, MDG and Soares, MJ (2017) Nerolidol, the main constituent of Piper aduncum essential oil, has anti-Leishmania braziliensis activity. Parasitology 9, 1–12.Google Scholar
Choudhary, M, Batool, I, Atif, M, Hussain, S and Atta-ur-Rahman, (2007) Microbial transformation of (-)-guaiol and antibacterial activity of its transformed products. Journal of Natural Products 70, 849–852.Google Scholar
Convit, J, Ulrich, M, Fernández, CT, Tapia, FJ, Cáceres-Dittmar, G, Castés, M and Rondón, AJ (1993) The clinical and immunological spectrum of American cutaneous leishmaniasis. Transactions of the Royal Society of Tropical Medicine and Hygiene 87(4), 444–448.Google Scholar
Costa, AF (1994) Farmacognosia, 5th edn. Lisbon: Calouste Gulbenkian Foundation.Google Scholar
Dellacasa, AD, Bailac, PN and Ponz, MI (2003) In vitro activity of essential oils from San Luis-Argentina against Ascosphaera apis. Journal of Essential Oil Research 15, 282–285.Google Scholar
De Menezes, JP, Guedes, CE, Petersen, AL, Fraga, DB and Veras, PS (2015) Advances in development of new treatment for Leishmaniasis. BioMed Research International 2015, 815023.Google Scholar
Escobar, P, Leal, SM, Herrera, LV, Martinez, JR and Stashenko, E (2010) Chemical composition and antiprotozoal activities of Colombian Lippia spp. essential oils and their major components. Memórias do Instituto Oswaldo Cruz 105(2), 184–190.Google Scholar
Farias-Junior, PA, Rios, MC, Moura, TA, Almeida, RP, Alves, PB, Blank, AF, Fernande, RP and Scher, R (2012) Leishmanicidal activity of carvacrol-rich essential oil from Lippia sidoides Cham. Biological Research 45(4), 399–402.Google Scholar
Ferreira, C, Soares, DC, Barreto-Junior, CB, Nascimento, MT, Freire–de-Lima, L, Delorenzi, JC, Lima, MEF, Atella, GC, Folly, E, Carvalho, T, Saraiva, EM and Pinto-da-Silva, LH (2011) Leishmanicidal effects of piperine, its derivatives, and analogues on Leishmania amazonensis. Phytochemistry 72(17), 2155–2164.Google Scholar
Garcia, CC, Talarico, L, Almeida, N, Colombres, S, Duschatzky, C and Damonte, E (2003) Virucidal activity of essential oils from aromatic plants of San Luis, Argentina. Phytotherapy Research 17, 1073–1075.Google Scholar
Grimaldi, G Jr. and Tesh, RB (1993) Leishmaniases of the new world: current concepts and implications for future research. Clinical Microbiology Reviews 6(3), 230–250.Google Scholar
Kvist, LP, Christensen, SB, Rasmussen, HB, Mejia, K and Gonzalez, A (2006) Identification and evaluation of Peruvian plants used to treat malaria and leishmaniasis. Journal of Ethnopharmacology 106(3), 390–402.Google Scholar
Lacoste, E, Chaumont, JP, Mandin, D, Plumel, MM and Matos, FJ (1996) Antiseptic properties of essential oil of Lippia sidoides Cham. Application to the cutaneous microflora. Annales Pharmaceutiques Francaises 54(5), 228–230.Google Scholar
Leal, MS, Pino, N, Stashenko, EE, Jairo, R, Martínez, JR and Escobar, P (2013) Antiprotozoal activity of essential oils derived from Piper spp. grown in Colombia. Journal of Essential Oil Research 25(6), 512–519.Google Scholar
Machado, M, Dinis, AM, Santos-Rosa, M, Alves, V, Salgueiro, L, Cavaleiro, C and Sousa, MC (2014) Activity of Thymus capitellatus volatile extract, 1, 8-cineole and borneol against Leishmania species. Veterinary Parasitology 200(1), 39–49.Google Scholar
Medeiros, M, da Silva, AC, Cittó, AM, Borges, AR, Lima, SG, Lopes, J and Figueiredo, RC (2011) In vitro antileishmanial activity and cytotoxicity of essential oil from Lippia sidoides Cham. Parasitology International 60(3), 237–241.Google Scholar
Mikus, J, Harkenthal, M, Steverding, D and Reichling, J (2000) In vitro effect of essential oils and isolated mono- and sesquitepenes on Leishmania major and Trypanosoma brucei. Planta Medica 66, 366–368.Google Scholar
Monzote, L, Piñón, A, Sculli, R and Setzer, WN (2014) Chemistry and leishmanicidal activity of the essential oil from Artemisia absinthium from Cuba. Natural Products Communications 9(12), 1799–1804.Google Scholar
Moreira, RR, Martins, GZ, Varandas, R, Cogo, J, Perego, CH, Roncoli, G, Sousa, MD, Nakamura, CV, Salgueiro, L and Cavaleiro, C (2017) Composition and leishmanicidal activity of the essential oil of Vernonia polyanthes less (Asteraceae). Natural Products Research 3, 1–4.Google Scholar
Oliveira, VC, Moura, DM, Lopes, JA, de Andrade, PP, da Silva, NH and Figueiredo, RC (2009) Effects of essential oils from Cymbopogon citratus (DC) Stapf., Lippia sidoides Cham., and Ocimum gratissimum L. on growth and ultrastructure of Leishmania chagasi promastigotes. Parasitology Research 104(5), 1053–1059.Google Scholar
Pace, D (2014) Leishmaniasis. Journal of Infection 69(Suppl. 1), S10–S18.Google Scholar
Piątkowska, E and Rusiecka-Ziółkowska, J (2016) Influence of essential oils on infectious agents. Advances of Clinical Experimental Medicine 25(5), 989–995.Google Scholar
Santos, FM, Pinto, JEBP, Bertolucci, SKV, Alvarenga, AA, Alves, MN, Duarte, MCT and Sartoratto, A (2013) Chemical composition and antimicrobial activity of the essential oil from the leaves and flowers of Aloysia gratissima. Revista Brasileira de Plantas Medicinais 15(4), 583–588.Google Scholar
Santos, TG, Laemmle, J, Rebelo, RA, Dalmarco, EM, Cruz, AB, Schmit, AP, Cruz, RCB and Zeni, ALB (2015) Chemical composition and antimicrobial activity of Aloysia gratissima (Verbenaceae) leaf essential oil. Journal of Essential Oil Research 27(2), 125–130.Google Scholar
Sen, R and Chatterjee, M (2011) Plant derived therapeutics for the treatment of Leishmaniasis. Phytomedicine 18(12), 1056–1069.Google Scholar
Sharifi-Rad, J, Sureda, A, Tenore, GC, Daglia, M, Sharifi-Rad, M, Valussi, M, Tundis, R, Sharifi-Rad, M, Loizzo, MR, Ademiluyi, AO, Sharifi-Rad, R, Ayatollahi, SA and Iriti, M (2017) Biological activities of essential oils: from plant chemoecology to traditional healing systems. Molecules 22(1), pii: E70.Google Scholar
Silva, ARST, Scher, R, Santos, FV, Ferreira, SR, Cavalcanti, SCH, Correa, CB, Bueno, LL, Alves, RJ, Souza, DP, Fujiwara, RT and Dolabella, SS (2017) Leishmanicidal activity and structure-activity relationships of essential oil constituents. Molecules 22(5). doi: 10.3390/molecules22050815.Google Scholar
Singh, K, Garg, G and Ali, V (2016) Current therapeutics, their problems and thiol metabolism as potential drug targets in Leishmaniasis. Current Drug Metabolism 17(9), 897–919.Google Scholar
Soares, DC, Pereira, CG, Meireles, MA and Saraiva, EM (2007) Leishmanicidal activity of a supercritical fluid fraction obtained from Tabernaemontana catharinensis. Parasitology International 56(2), 135–139.Google Scholar
Soares, DC, Andrade, AL, Delorenzi, JC, Silva, JR, Freire-de-Lima, L, Falcão, CA, Pinto, AC, Rossi-Bergmann, B and Saraiva, EM (2010) Leishmanicidal activity of Himatanthus sucuuba latex against Leishmania amazonensis. Parasitology International 59(2), 173–177.Google Scholar
Soares, DC, Portella, NA, Ramos, MF, Siani, AC and Saraiva, EM (2013) Trans-β-Caryophyllene: an effective antileishmanial compound found in commercial copaiba oil (Copaifera spp.). Evidence Based Complementary and Alternative Medicine 2013, 761323.Google Scholar
Trovati, G, Chierice, GO, Sanches, EA and Galhiane, MS (2009) Essential oil composition of Aloysia gratissima from Brazil. Journal of Essential Oil Research 21, 325–326.Google Scholar
Ullah, N, Nadhman, A, Siddiq, S, Mehwish, S, Islam, A, Jafri, L and Hamayun, M (2016) Plants as Antileishmanial agents: current scenario. Phytotherapy Research 30(12), 1905–1925.Google Scholar
Velasco-Negueruela, A and Pérez-Alonso, MJ (1993) Volatile constituents of four Lippia species from Córdoba (Argentina). Journal of Essential Oil Research 5, 513–524.Google Scholar
Yang, Q, Wu, J, Luo, Y, Huang, N, Zhen, N, Zhou, Y, Sun, F, Li, Z, Pan, Q and Li, Y (2016) (-)-Guaiol regulates RAD51 stability via autophagy to induce cell apoptosis in non-small cell lung cancer. Oncotarget 7(38), 62585–62597.Google Scholar