Pterodon pubescens benth: stability study of microencapsulated extract and isolated compounds monitored by antinociceptive assays

Abstract

As sementes de Pterodon pubescens Benth. (Pp), disponíveis comercialmente no Brasil, são utilizadas na medicina popular em preparações anti-inflamatórias, analgésicas e anti-reumáticas. O presente estudo demonstrou as propriedades antinociceptivas da mistura de isômeros 6α-hidroxi-7β-acetoxi-vouacapano-17β-oato de metila e 6α-acetoxi-7β-hidroxi-vouacapano-17β-oato de metila (C1) isolada de Pp, empregando modelos experimentais diferentes. Um estudo de estabilidade foi realizado para investigar a relação da microencapsulação por "spray-drying" na manutenção do efeito antinociceptivo. Para isso, amostras de C1 e extrato de Pp foram monitorados no estudo de estabilidade acelerada, avaliando tanto amostras microencapsuladas como não microencapsuladas. Foi observado que a amostra C1 possui atividade antinociceptiva, revelada pelos ensaios das contorções abdominais e de formalina; foi observada também atividade significativa antialodínica, mas não efeito anti-hiperalgésico. A microencapsulação manteve a atividade e integridade de C1 e do extrato bruto de Pp, demonstrando que a microencapsulação por "spray drying" é uma alternativa útil para aumentar o tempo de prateleira.Pterodon pubescens Benth. (Pp) seeds, commercially available in Brazil, are used in folk medicine in anti-inflammatory, analgesic, and anti-rheumatic preparations. The present study demonstrated the antinociceptive properties of isomers 6α-hydroxy-7β-acetoxy-vouacapan-17β-oate methyl ester and 6α-acetoxy-7β-hydroxy-vouacapan-17β-oate methyl ester (C1), isolated from (Pp), employing different experimental models. A stability study was performed to investigate the relationship of microencapsulation by spray-drying on the maintenance of antinociceptive action. Therefore, C1 and Pp extract samples were monitored in accelerated stability study, evaluating both microencapsulated and non-microencapsulated samples. It was observed that sample C1 possess antinociceptive activity revealed by writhing and formalin tests; C1 showed significantly anti-allodynic, but not antihyperalgesic effect; the microencapsulation maintained the activity and integrity of both, sample C1 and Pp crude extract; microencapsulation by spray drying is a useful alternative to increase shelf life. Keywords: microcapsules, stability, spray-drying, antinociceptive, Pterodon pubescens IntroductionPterodon pubescens Benth. (Leguminosae) seeds are commercially available in Brazil. The plant's crude alcoholic extract is used in folk medicine in antiinflammatory, analgesic, and anti-rheumatic preparations. 1,2 Phytochemical studies of Pterodon genus have revealed the presence of alkaloids, isoflavones and diterpenes. Furan diterpenes were identified and isolated from Pterodon species. [3][4][5][6][7] Authors have reported that furanoditerpenes possessing vouacapan skeleton are involved with the anti-inflammatory, antinociceptive and antiproliferative properties of Pterodon pubescens seed crude extract. [7][8][9][10][11][12] We previously reported the antinociceptive properties of geranylgerani...

Antiproliferative Effects of Pterodon pubescens Extract and Isolated Diterpenes in HaCaT Cells

“…The isomers voucapan 6α-hydroxy-7β-acetoxy-vouacapan-17βoate methyl ester and 6α-acetoxy-7β-hydroxyvouacapan-17βoate methyl ester (VDFI mixture) from crude dichloromethane extract from P. pubescens fruit dichloromethane extract were isolated in a chromatography column (25 × 500 mm), with ethyl acetate and hexane gradients as previously published [4,26]. The spectral data (FTIR, 1 H, and 13 C NMR data) of the VDFI mixture were in accordance with that previously reported [4,5].…”

“…The anti-inflammatory and anti-edematogenic pharmacological activities are reported [2,3]. Furthermore, compounds isolated from Pterodon extract with a vouacapan moiety have been reported as a source with pharmacological activity against inflammatory and nociceptive processes and antiproliferative activities in tumor cells [4,5]. Two vouacapan diterpenoids were isolated and identified as isomers of position 6α-hydroxy-7β-acetoxyvouacapan-17β-oate methyl ester and 6α-acetoxy-7β-hydroxyvouacapan-17β-oate methyl ester [6], with m/z 404 (▶ Fig.…”

Investigação in silico de substâncias bioativas da espécie Pterodon emarginatus

“…A partir dos resultados levantados, conclui-se que o composto sesquiterpênico α-humuleno pode ser o mais promissor para atividades antineoplásicas e anti-inflamatórias e, portanto, as demais fases do processo foram seguidas apenas com essa molécula para reforçar essa hipótese. Além disso, são relatadas atividades antimicrobiana, antiplaquetária e angiogênica nas sementes, frutos e cascas 3,5,[7][8][9][10][11] .…”

“…Os diversos componentes da árvore possuem propriedades farmacológicas já descritas na literatura como antiedematogênicas [5][6][7] que podem ser utilizadas a favor do tratamento de artrite, antinocioceptivas 8,9 , antioxidantes 10 , antiproliferativas, quimioprofiláticas no combate à infecção por emarginatus. Revista Brasileira Militar de Ciências.…”

Avaliação da toxicidade não clínica de extrato bruto e vouacapanos obtidos dos frutos da espécie Pterodon pubescens Benth

“…Na literatura, encontram-se descritas diversas atividades farmacológicas, especialmente as atividades antinociceptiva, anti-inflamatória, anti-edematogênica, antiartrítica, antiproliferativa, antiplaquetária, confirmando a lógica do uso popular da planta (Coelho et al, 2001;Denny, 2002;Vieira et al, 2008;Calixto et al, 2007;Spindola et al, 2009;Spindola et al,2010;Spindola et al,2011;Servat et al, 2012;Nucci-Martins et al, 2015).…”