Production of a microemulsion of American genipa l. (rubiacea) bark extract and the antioxidant and antiparasitic activities

Authors

DOI:

https://doi.org/10.33448/rsd-v11i16.38296

Keywords:

Genipa americana L.; Anti-parasitic; Antioxidant activity.

Abstract

Genipa americana L. is a plant native to the Americas, popularly known in Brazil as Jenipapeiro, and is chemically characterized by the presence of genipin, which has pharmacological actions such as anti-inflammatory and antioxidant. The bark is used for its antiulcerogenic and antidiarrheal activities. Research developed for chemical knowledge have shown the plant is of interest for the production of efficient drugs such as antioxidants and antimicrobials. Free-living parasites, including those of the genus Acanthamoeba, have aroused interest and the study of plants used in folk medicine is a strategy for the discovery of conventional treatments to the infections caused by this parasite to be used pure or in preparations such as microemulsions (ME), which offer advantages related to the release of drugs and the absorption of the active ingredient. The aim of the study was to evaluate antiparasitic and antioxidant activities as well as to obtain a ME from the hydroethanolic extract (HEE) of G. americana. The DPPH free radical reduction method was used to evaluate the antioxidant activity of HEE, which showed an inhibition percentage (PI) of 47.82%. The antiparasitic activity of the HEE using A. castellanii trophozoites showed a PI of 80% at the highest concentration tested (9 mg mL-1). The ME containing 10% HEE was characterized for its droplet size (18.33 µm), pH (5.68) and polydispersity index (0.19). Therefore, the HEE presented antioxidant and antiparasitic effects, while its microemulsion showed potential to disperse particles.

Author Biographies

Pietra Alexia Lima dos Santos, Federal University of Sergipe

Graduated in Pharmacy from the Federal University of Sergipe (2017), Master in Biotechnology of Natural Products (2020) from the Federal University of Sergipe. She was part of the research body at the NATURAL PRODUCT CHEMISTRY AND BIOCHEMICAL LABORATORY (LQPNB), in which she developed scientific initiation projects (2012-2015) and technological initiation (2016-2017). She is currently part of the staff of the Institute of Humaniza Studies and Research, completing the Hospital Pharmacist staff.

Mário Rodrigues Pereira da Silva, Federal University of Sergipe

Do I have a degree in Production Engineering from the Federal University of Alagoas? UFAL (2016); Master in Materials Science and Engineering from the Federal University of Sergipe (2018) and I am currently a PhD candidate in Materials Science and Engineering from the Federal University of Sergipe - UFS. Since 2021 I have been developing teaching activities in the area of Production Engineering, acting as a volunteer teacher.

Ludmila Cruz dos Santos, Federal University of Sergipe

Graduated in Pharmacy from the Federal University of Sergipe. Master in the Graduate Program in Biotechnology - Probio

Igor Adriano de Oliveira Reis, Federal Institute of Sergipe

Igor Adriano de Oliveira Reis graduated in Food Engineering from the Federal University of Sergipe in 2007. Post-graduated in Occupational Safety Engineering from Tiradentes University in 2009. Master in Food Science and Technology from the Federal University of Sergipe. He has experience in the area of Food Science and Technology, with an emphasis on Use of Waste from the Minimal Processing of Fruits and Vegetables. PhD in Process Engineering in the area of concentration in Use and Transformation of Agricultural Resources by Tiradentes University. Acting mainly on the following topics: extraction, biphasic aqueous systems. Scholarship holder of the Teaching Productivity Program of the Federal Institute of Sergipe - PPD (Edital 31/2016/PROPEX/IFS). Coordinator of the Master's Postgraduate Program in Professional and Technological Education (PROFEPT).

Clêrton Magno Rocha Santana Pereira, Federal University of Sergipe

Veterinary Doctor Graduated from Faculdade Pio Décimo (2012), Master in Animal Science from the Federal University of Sergipe (2019) working in the area of animal reproduction, Administrative Technician position of Veterinary Doctor at the Federal University of Sergipe and Technical Responsible for Vivariums.

Jeison Saturnino de Oliveira, Federal University of Sergipe

Degree in Physical Therapy (1996-2000), Master's Degree in Morphological Sciences from the Federal University of Rio de Janeiro - UFRJ (2002-2004) and PhD in Biotechnology - Federal University of Sergipe - UFS (2010-2014). He is currently Adjunct Professor of Human Anatomy at the Department of Morphology at the Federal University of Sergipe-UFS; He guides scientific initiation students (PIBIC) and monitors in the discipline of Human Anatomy. Currently, he maintains technical-scientific collaboration with researchers from several teaching / research institutions in the country. He has works published in national and international journals in the areas of injury and muscle regeneration; Biotechnology in Health and Therapeutic Innovation; and Traditional Chinese Medicine.

Waldecy de Lucca Junior, Federal University of Sergipe

1999 - Bachelor in Biological Sciences from the Faculty of Philosophy Sciences and Letters of Ribeirão Preto; 2002 - Master's Degree in Physiological Sciences from the Faculty of Medicine of Ribeirão Preto; 2003 - Degree in Biological Sciences from the Faculty of Philosophy Sciences and Letters of Ribeirão Preto; 2006 - Doctorate in Physiological Sciences from the Faculty of Medicine of Ribeirão Preto; 2007 - Postdoctoral in molecular biology at Oregon Health and Science University (Oregon-USA); 2009 - Adjunct Professor at the Department of Morphology at the Federal University of Sergipe.

Américo Azevedo de Souza, Federal University of Sergipe

Graduated in Biological Sciences (Bachelor) from Tiradentes University - SE (2008-2011). Master in Pharmaceutical Sciences from the Federal University of Sergipe (2011-2012). PhD in Biotechnology by the Northeast Biotechnology Network - Federal University of Sergipe (2014-2018). Worked on research in the areas of Biotechnology of Natural Products and Applied Botany. He was a science and biology teacher in elementary and high school. He taught at the Faculdade de Negócios de Sergipe-FANESE isolated disciplines of Research Methodology I, Research Methodology II and Didactics of Higher Education in Lato Sensu Graduate courses. He was Substitute Professor of Biophysics at the Department of Physiology at the Federal University of Sergipe (UFS) 2018-2019. He taught at Escola Santa Maria in the Course of Faith and Theology the subjects Theory of Knowledge and Research Methodology. Author of the book "From Graduating to Graduating: tips for everyday life at a University" Develops research in the areas of Cardiovascular Pharmacology, Chemistry of Natural and Synthetic Products, Technological Prospecting of Natural Products and Science of Intellectual Property. He is a reviewer for the journal Gestão Inovação e Tecnologias (GEINTEC). He is currently Professor in the Nursing, Pharmacy and Aesthetics Courses at the Faculty of Aracaju (FACAR) [linked to Universidade Paulista (UNIP)] and Professor in the Nursing Course at Centro Universitário Estácio de Sergipe (Estácio-SE).

Charles dos Santos Estevam, Federal University of Sergipe

Research Productivity Scholarship (PQ-CNPq); Bachelor's Degree in Biological Sciences from the Federal University of Alagoas (UFAL 1998); Specialization in Chemistry (UFAL 2000); Master in Chemistry and Biotechnology - Federal University of Alagoas (UFAL 2001); PhD in Chemistry and Biotechnology - Federal University of Alagoas (UFAL 2006); Doctorate Internship at the Laboratory of Biological Chemistry of the Dipartimento di Scienze Farmaceutiche of the Universitá degli studi of Salerno - Italy (UNISA IT 2005); Postdoctoral in Biological Chemistry Dipartimento di Scienze Farmaceutiche at the Universitá degli studi de Salerno - Italy (UNISA IT 2009) using Hyphenated techniques. Associate Professor IV Exclusive Dedication in the discipline Biochemistry of the Department of Physiology DFS/CCBS of the Federal University of Sergipe since 2006, Head of the Department of Physiology (2009 to 2013), Coordinator of the Pharmacy Course (2009 to 2012), Coordinator of Rede-Nordestina of Biotechnology (RENORBIO- Sergipe) from 2013 to 2016; Member of the Council of CCBS/UFS (2009 to 2016), Member of the University Council (CONSU 2010 to 2012), Deputy Director of CCBS/UFS (2013 to 2017); International Relations Coordinator (POSGRAP-UFS) 2017-2020. Has experience in Chemistry, with emphasis on Chemistry of Natural Products, working mainly on the following subjects: Use of Chromatographic Techniques: High Performance Liquid Chromatography (HPLC) Liquid Chromatography coupled to Mass Spectrometry and Nuclear Magnetic Resonance for Isolation and Quantification of High polarity compounds with Antioxidant Action.

References

Almog, J.; Cohen, Y.; Azoury, M.; & Hahn, T. (2004). Genipin - a novel fingerprint reagent with colorimetric and fluorogenic activity. Journal of Forensic Sciences, 49(2), 255-257.

Alves, E. O.; Mota; J. H.; Soares, T. S. Vieira, M. Do C.; & Silva, C. B. (2008). Levantamento etnobotânica e caracterização de plantas medicinais em fragmentos florestais de Dourados-MS. Ciências Agrotecnologia, 32(2), 651-658.

Barbosa, D. A. (2008). Avaliação fitoquímica e farmacológica de Genipa americana L. (Rubiaceae). Dissertação: UFRJ, Faculdade de Farmácia.

Barreiro, E. J.; Fraga, C. A. M.; & Araújo Júnior, J. X. (2007). O uso de produtos naturais vegetais como matérias-primas vegetais para a síntese e planejamento de fármacos. In: Simões C. M.; Schenkel, E. P.; Gosmann, G.; De Mello, J. C. P.; Mentz, L. A.; Petrovick, P. R. (2007). Farmacognosia: da planta ao medicamento, (6ª ed.), Porto Alegre: Editora da UFRGS.

Byung-Chul, K.; Hong-Gyum, K.; Sin-Ae, L.; Seunghwan, L.; Eun-Hee, P.; Seong-Jin, K.; & Chang-Jin, L. (2005). Genipin-induced apoptosis in hepatoma cells is mediated by reactive oxygen species/c-Jun NH2-terminal kinase-dependent activation of mitochondrial pathway. Biochemical Pharmacology, 70(9), 1398-1407.

Carvalho, F. C.; Sarmento, V. H. V.; Chiavacci, L. A.; Barbi, M. S.; & Gremião, M. P. D. (2009). Development and in vitro evaluation of surfactante systems for controlled release of zidovudine. Journal of Pharmaceutical Sciences, 99(5), 2367-2374.

Cera L. F. R. (2001). Estudo da incorporação do diclofenaco sódico com microemulsões lipídicas: formulação e liberação in vitro. Dissertação de Mestrado: UNESP-Araraquara, Faculdade de Ciências Farmacêuticas.

Cechinel Filho, V.; & Yunes, R. A. (1998). Estratégias para a obtenção de compostos farmacologicamente ativos a partir de plantas medicinais. Conceitos sobre modificação estrutural para otimização da atividade. Química Nova, 21(1), 99-105.

Colacite, J. (2015). Triagem fitoquímica, análise antimicrobiana e citotóxica e dos extratos das plantas: Schinus terebinthifolia, Maytenus ilicifolia REISSEK, Tabebuia avellanedae, Anadenanthera colubrina (Vell.) BRENAN. Revista Saúde e Pesquisa, v. 8, n. 3, p. 509-516.

Constantinides, P. P.; Scarlat, J. P.; Lancaster, C.; Marcello, J.; Marks, G.; Ellens, H.; & Smith, P.L. (1994). Formulation and intestinal absorption enhancement evaluation of water in oil microemulsions incorporating medium-chain glycerides. Pharmaceutical Research, 11(10), 1385-1390.

Coutinho, M. A. S.; Muzitano, M. F.; & Costa, S. S. (2009). Flavonoides: Potenciais agentes terapêuticos para o processo inflamatório. Revista Virtual de Química, 1(3), 241-256.

Damasceno, B.P.G.L.; Silva, J.A.; Oliveira, E.E.; Silveira, W.L.L.; Araújo, L.B.; Oliveira, A.G.; & Egito, E.S.T. (2011). Microemulsão: um promissor carreador para moléculas insolúveis. Revista de Ciências Farmacêuticas Básica e Aplicada, 32(1), 9-18.

Dantas, T. N. C.; Silva, H. S. R. C.; Dantas Neto, A. A.; Mabcucci, M. C.; & Maciel, M. A. M. (2010). Development of a new própolis microemulsion system for topical applications. Revista Brasileira de Farmacognosia, 20(3), 368-375.

Dart, J. K.; Saw, V. P. J.; & Kilvington, S. (2009). Acanthamoeba keratitis: diagnosis and treatment update 2009. American Journal of Ophthalmology, 148(4), 487-499.

Degerli S, Tepe B, Celiksoz A, Berk S, & Malatyali E. (2012). In vitro amoebicidal activity or Origanum syriacum and Origanum laevigatum on Acanthamoeba castellani cysts and trophozoites. Experimental Parasitology, 131(1), 20–24.

Djekic, L.; Primorac, M.; & Jockovic, J. (2011). Phase behavior, microestructure and ibuprofen solubilization capacity of pseudo-ternary nonionic microemulsion. Journal of Molecular Líquids, 160(2),. 81-87.

Djerassi, C.; Gray, J. D.; & Kincl, F. (1960). Naturally occurring oxygen heterocyclics. IX. Isolation and characterization of genipin. Journal of Organic Chemistry 25(12), 2174-2177.

Formariz, T. P.; Urban, M. C. C.; Júnior, A. A. D.; Gremião, M. P. D.; & Oliveira A.G. (2005). Microemulsões e fases líquidas cristalinas como sistemas de liberação de fármacos. Revista Brasileira de Ciências Farmacêuticas, 41(3), 301-313.

Gaumet, M.; Vargas, A.; Gurny, R.; & Delie, F. (2008). Nanoparticles for drug delivery: The need for precision in reporting particle size parameters. European Journal of Pharmaceutics and Biopharmaceutics, 69(1), 1-9.

Hiroyuki, T.; Takeda, Y.; Hiroshi, N.; Kanomi, A.; Okuda, T; & Puff, C. (1988). Chemotaxonomic studies of rubiaceous plants containing iridoid glycosides. Phytochemistry, 27(8), 2591-2598.

Hyde, S. T. (2001). Identification of lyotropic liquid crystalline mesophases. In: Holmberg K, ed. Handbook of Applied Surface and Colloid Chemistry. New York: John Wiley & Sons, p. 299-332.

Koo, H. J.; Song, Y. S.; Kim, H. J.; Lee, Y. H.; Hong, S. M.; Kim, S. J.; Kim, B. G.; Jin, C.; Lim, C. J.; & Park, E. H. (2004). Antiinflammatory effects of genipin, an active principle of gardenia. European Journal of Pharmacology, 495(2/3), 201-208.

Kumar, B.; Smita, K.; Cumbal, L.; Camacho, J.; Hernández-Gallegos, E.; Chávez-López, M.; Grijalva, M.; & Andrade, K. (2016). One pot phytosynthesis of gold nanoparticles using Genipa americana fruit extract and its biological applications. Materials Science & Engineering C, v. 62, p. 725-731.

Leonardi, G. R.; & Campos, P. M. B. G. (2001). Estabilidades de formulações cosméticas. International Journal of Pharmaceutical Compounding, 3(4), .154-156.

Maciel, M. A. M.; Pinto, A.; Veija Júnior, V. F.; Grynberg, N. F.; & Echevarria, A. (2002). Plantas medicinais: a necessidade de estudos multidisciplinares. Química Nova, v. 25, n. 3, p. 429-438.

Marciano-Cabral, F.; & Cabral, G. (2003). Acanthamoeba spp. as agents of disease in humans. Clinical Microbioloy Reviews, 16(2), 273-307.

Mattos, F. J. A. (1997). Introdução à fitoquímica experimental. Fortaleza: Edições UFC.

Mello, J. C.P.; Santos, S. C. Taninos. In: Simões, C.M.; Schenkel, E. P.; Gosmann, G.; Mentz, L.A.; & Petrovick, P.R. (2001). Farmacognosia: da planta ao medicamento, (3 ed.,) Ed. UFGRS/Ed. UFSC, cap. 24, p. 517-543.

Middleton, E.; Kandaswami, C.; & Theoharides, T. C. (2000). The effects of plant flavonoids on mammalian cells: Implications for inflammation, heart disease, and cancer. Pharmacological Reviews, 52(4), 673-751.

Muschietti, L. V.; & Martino, V. S. (2009). Atividades biológicas dos flavonóides naturais. In: Yunes, R.A.; Cechinel Filho, V. (2009). Química de produtos naturais, novos fármacos e a moderna farmacognosia, (2 ed.,) Universidade do Vale do Itajaí, p. 189-218.

Oliveira, A. G.; Scarpa, M. V.; & Chaimovich, H. (1997). Effect of hexadecyltrimethylammonium bromide-based microemulsions on the rate of decomposition of the betalactam antibiotic cephaclor. Journal of Pharmaceutical Sciences, 86(5), 616-620.

Pascoa, H. (2012). Desenvolvimento e caracterização de microemulsão à base de óleo de sucupira (P. emarginatus Vog. Fabaceae) e avaliação da atividade anti-inflamatória tópica. Dissertação: UFG, Faculdade de Farmácia.

Polat, Z. A.; Vural, A.; Ozan, F.; Tepe, B.; Özcelik, S.; & Cetin, A. (2008). In vitro evaluation of the amoebicidal activity of garlic (Allium sativum) extract on Acanthamoeba castellanii and its cytotoxic potential on corneal cells. Journal of ocular pharmacology and therapeutics, 24(1), 8-14.

Resende, Q. G .M; (2013). Estudo da formação de microemulsões contendo óleo essencial de Citrus sinensis (L.). ( 2013). Osbeck: Efeito dos co-tensoativos e avaliação da interação das microemulsões com modelo estrato cornéo. Dissertação: UFS, Mestrado em Ciências Farmacêuticas.

Robbers, J. E.; Speedie, M. K.; & Tyler, V. E. (1997). Farmacognosia e Farmacobiotecnologia, Editorial Premier, 372p.

Santos, I. G. A.; Scher, R.; Rott, M. B.; Menezes, L. R.; Costa, E. V.; Cavalcanti, S. C. H.; Blank, A. F.; Aguiar, J. S.; Silva, T. G.; & Dolabella, S. S. (2015). Amebicidal activity of the essential oils of Lippia spp. (Verbenaceae) against Acanthamoeba polyphaga trophozoites. Parasitology Research, 115(2), 535-540.

Santi, M. M; Sanches, F.S.; Silva, J. F. M.; Santos, P. M. L. (2014). Determinação do perfil fitoquímico de extrato com atividade antioxidante da espécie medicinal Cordia verbenacea DC. por HPLC-DAD, Revista Brasileira de Plantas Medicinais., 16(2), 256-261.

Scuster, F. L.; & Visvesvara, G. S. (2004). Free-living amoebae as opportunistic and non-opportunistic pathogens of humans and animals. International Journal for Parasitology, 34(9), 1001-1027.

Silva, G. B. R. F.; Scarda, M. V.; Rossanezi, G.; Egito, E. S. T.; & Oliveira, A. G. (2014). Development and characterization of biocompatible isotropic and anisotripic oil-in-water coloidal dispersions as a new delivery system for methyl dihydrojasmonate antitumor Drug. International Journal of Nanomedicine, v. 9, p. 867-876.

Silveira, L. L. (2009). Desenvolvimento e Caracterização de um Sistema Microemulsionado contendo Anfotericina B para uso Oftalmológico. Dissertação : UFRN, Mestrado. Ciências Farmacêuticas.

Scherer, R.; & Godoy, H. T. (2009). Antioxidant activity index (AAI) by the 2,2-diphenyl-1-picrylhydrazyl method. Food Chemistry, 112(3), 654-658.

Soler-Rivas, C; Spin, J.C; & Wichers, H. J. (2000). An easy and fast test to compare total free radical scavenger capacity of foodstuffs. Phytochemical Analysis, 11(5), 1-9.

Sousa, M. M. C; Silva, R. H; Jr-Vieira, M. G; Ayres, C. C.M; Costa, S.L; Araújo, S. D; Brandão, S. M; & Chaves, H. M. (2007). Fenóis totais e atividade antioxidante de cinco plantas medicinais. Química Nova 30(2), 351-355.

Ueda, S.; Iwahashi, Y.; & Tokuda, H.(1991). Production of anti-tumor-promoting iridoid glucosides in Genipa americana and its cell cultures. Journal of Natural Products, 54(6), 1677-80.

Vunda S. L. L.; Sauter I. P.; Cibulski S. P.; Roche P. M.; Bordignon S. A. L.; Rott M. B.; Apel M. A.; & Poser G. L. V.(2012) Chemical composition and amoebicidal activity of Croton pallidulus, Croton ericoides, and Croton isabelli (Euphorbiaceae) essential oils. Parasitology Research, 111(3), 961-966.

Wagner, H.; & Bladt, S. (1995). Plant drug analysis- a thin layer chromatography atlas. Berlin: Springer.

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Published

10/12/2022

How to Cite

SANTOS, P. A. L. dos .; SILVA, M. R. P. da .; SANTOS, L. C. dos .; REIS, I. A. de O. .; PEREIRA, C. M. R. S. .; OLIVEIRA, J. S. de .; LUCCA JUNIOR, W. de .; SOUZA, A. A. de .; SANTOS, S. B. dos .; ESTEVAM, C. dos S. . Production of a microemulsion of American genipa l. (rubiacea) bark extract and the antioxidant and antiparasitic activities . Research, Society and Development, [S. l.], v. 11, n. 16, p. e322111638296, 2022. DOI: 10.33448/rsd-v11i16.38296. Disponível em: https://rsdjournal.org/index.php/rsd/article/view/38296. Acesso em: 18 apr. 2024.

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Health Sciences