The anti-inflammatory effects of N-methyl-(2S,4R)-trans-4-hydroxy-l-proline from Syderoxylon obtusifolium are related to its inhibition of TNF-alpha and inflammatory enzymes

Aquino, Pedro Éverson Alexandre de; Magalhães, Talita Rocha; Nicolau, Lucas A.D.; Leal, Luzia Kalyne Almeida Moreira; Aquino, Nayara Coriolano de; Santos, Sabrina Matias dos; Neves, Kelly Rose Tavares; Silveira, Edilberto R.; Viana, Glauce Socorro de Barros

doi:10.1016/j.phymed.2016.11.010

Cited by 27 publications

(28 citation statements)

References 31 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…The occurrence of compound I was confirmed by the MS analysis, in full agreement with the literature [17,18,35]. The compound has been previously reported in Sideroxylon obtusifolium (Sapoteaceae), a medicinal species from Northeast Brazil with anti-inflammatory [36] and wound healing properties [37]. The authors reported that the compound at doses ranging from 25-100 mg/kg decreased licking time and paw edema in the formalin test, as well as a complete reversion of the increased number of polymorphonuclear cells in the inflammation point.…”

Section: Amino Acids and Derivativessupporting

confidence: 88%

“…The authors reported that the compound at doses ranging from 25-100 mg/kg decreased licking time and paw edema in the formalin test, as well as a complete reversion of the increased number of polymorphonuclear cells in the inflammation point. Additionally, the compound decreased the expression of iNOS, TNF-α, COX-2, and NF-κβ [36]. Compounds II and III presented [M + H] + ions at m/z 99.6 and 81.5 amu, respectively.…”

Section: Amino Acids and Derivativesmentioning

confidence: 98%

See 1 more Smart Citation

Iridoids and Amino Acid Derivatives from the Paraguayan Crude Drug Adenocalymma marginatum (ysypó hû)

et al. 2020

View full text Add to dashboard Cite

The crude drug ysypó hû (Adenocalymma marginatum DC., Bignoniaceae) is used traditionally by the Guarani of Eastern Paraguayan as a male sexual enhancer. The aim of the present study was to identify the main constituents of the crude drug and to evaluate the in vitro inhibitory activity towards the enzyme phosphodiesterase-5 (PDE-5). The main compounds were isolated by counter-current chromatography (CCC). The metabolites were identified by spectroscopic and spectrometric means. The chemical profiling of the extracts was assessed by high-performance liquid chromatography coupled to mass spectrometry (HPLC-MS/MS). The crude extract and main isolated compounds were tested for their PDE-5 inhibitory activity using commercial kits. The iridoid theviridoside and 4-hydroxy-1-methylproline were isolated as the main constituent of the crude drug. Four chlortheviridoside hexoside derivatives were detected for the first time as natural products. Chemical profiling by HPLC-MS/MS led to the tentative identification of nine iridoids, six phenolics, and five amino acids. The crude extracts and main compounds were inactive towards PDE-5 at concentrations up to 500 µg/mL. Iridoids and amino acid derivatives were the main compounds occurring in the Paraguayan crude drug. The potential of ysypó hû as a male sexual enhancer cannot be discarded, since other mechanisms may be involved.

show abstract

Section: Amino Acids and Derivativessupporting

confidence: 88%

Section: Amino Acids and Derivativesmentioning

confidence: 98%

Iridoids and Amino Acid Derivatives from the Paraguayan Crude Drug Adenocalymma marginatum (ysypó hû)

et al. 2020

View full text Add to dashboard Cite

show abstract

“…The methanol fraction from S. obtusifolium leaves (MFSOL) was obtained according to the procedure previously described, to obtain a yellowish amorphous powder (Aquino et al, 2017). The MFSOL was dissolved in sterile water and treated to cell cultures at final concentrations of 6.25 -100 μg/ml.…”

Section: Plant Materialsmentioning

confidence: 99%

“…Two studies with the hydroalcoholic fractions obtained from leaves of S. obtusifolium showed antifungal activity against Candida albicans (Pereira et al, 2016;Sampaio et al, 2017). Other study demonstrated antinociceptive and anti-inflammatory properties of L-proline, N-methyl-(2S, 4R)-trans-4-hydroxy-L-proline (NMP), presents in major proportion in the methanol fraction of leaves of S. obtusifolium (MFSOL) (Aquino et al, 2017). Also, NMP showed wound healing activity on excisional wounds, which was related to its anti-inflammatory and antioxidant actions (Aquino et al, 2019).…”

Section: Introductionmentioning

confidence: 99%

Human keratinocyte (HaCaT) stimulation and healing effect of the methanol fraction from the decoction from leaf fromSideroxylon obtusifolium(Roem. & Schult.) T.D. Penn on experimental burn wound model

Souza

Pierdoná

Macedo

et al. 2020

Preprint

Self Cite

View full text Add to dashboard Cite

The larger number of plants, with therapeutic potential, popularly used in Northeastern Brazil is due to their easy access and the great Brazilian biodiversity. Previously, was demonstrated that the methanol fraction from Sideroxylon obtusifolium (MFSOL) promoted an anti-inflammatory and healing activity in excisional wounds. Thus, this work aimed to investigate the healing effects of MFSOL on human keratinocytes cells (HaCaT) and experimental burn model injuries. HaCaT cells were used to investigate migration and proliferation of cell rates. Female Swiss mice were subjected to seconddegree superficial burn protocol and divided into four treatment groups: Vehicle (cream-base), 1.0% Silver Sulfadiazine (Sulfa), and 0.5% or 1.0% MFSOL cream (CrMFSOL). Samples were collected for quantification of the inflammatory mediators and histological analyses after 3, 7 and 14 days on evaluation. As result, MFSOL (50 μg/ml) stimulated HaCaT cells by increasing proliferation and migration rates.Moreover, CrMFSOL 0.5% attenuated myeloperoxidase (MPO) activity and also stimulated the release of IL-1β and IL-10, after 3 days with treatment. CrMFSOL 0.5% enhanced wound contraction, promoted tissue remodeling improvement and highest collagen production after 7 days, and VEGF release after 14 days. Therefore, MFSOL evidenced the stimulation of human keratinocyte (HaCaT) cells and improvements on wound healing via inflammatory modulation on burn injuries.

show abstract

“…5 Sideroxylon obtusifolium conhecida como "quixabeira", é utilizada na medicina popular nordestina no Brasil. 6 Sua biodiversidade exuberante e ainda pouco estudada está ameaçada de extinção, principalmente, por ação humana, na extração desenfreada de sua casca. Uma vez que, ela é popularmente empregada como agente antioxidante, hipoglicêmico e antimicrobiano.…”

Section: Introductionunclassified

Potencial fotossensibilizante de extratos de plantas do agreste na técnica de terapia fotodinâmica

Nascimento

Siqueira

Cadengue

et al. 2018

Rev. Fac. Odontol. Lins

View full text Add to dashboard Cite

Objetivo: Avaliar in vitroa ação dos extratos de Myracrodruon urundeuva, Stryphnodendron adstringense Sideroxylon obtusifolium como fotossensibilizantes da Terapia Fotodinâmica (TFD). Métodos:A atividade antimicrobiana frente Staphylococcus aureus foi testada utilizando uma matriz de planejamento fatorial 23com a finalidade de exibir os pontos experimentais nos distintos níveis das variáveis independentes, sendo estas: tempo de pré-irradiação, concentração do fotossensibilizante e tempo de irradiação. E os resultados foramavaliados através do modelo de regressão logístico no software R. Nos ensaios a fonte de luz empregada foi o laser vermelho InGaAlP no comprimento de onda de 660 nm e fluência de 70, 140 e 210 J/cm2, na potência de 100mW. Após a aplicação do laser, o conteúdo dos poços foi semeado em placas de Petri contendo Agar Müeller Hinton, incubadasem estufa microbiológica a 37 °C por 24 horas. Em seguida, a leitura das placas foi realizada usando o conceito de crescimento ou não de unidades formadoras de colônias. Resultados: Houve maior tendência de inibição bacteriana quando o tempo de pré-irradiação foi 5 minutos, concentração do extrato de 100µg/mL e tempo de irradiação de 60 segundos, utilizando os extratos de M. urundeuva eS. adstringens. Entretanto, S. obtusifolium não apresentou eficiência fotossensibilizante. Conclusão:Dentro das condições avaliadas, dois dos extratos de plantas testados apresentaram potencial como agente fotossensibilizante na terapia fotodinâmica. E foi possível apresentar para os mesmos modelos estatísticos de predição adequada para a atividade antimicrobiana nas condições estudadas.

show abstract

The anti-inflammatory effects of N-methyl-(2S,4R)-trans-4-hydroxy-l-proline from Syderoxylon obtusifolium are related to its inhibition of TNF-alpha and inflammatory enzymes

Abstract: We showed that S. obtusifolium presents a potent anti-inflammatory activity, due to the presence of the N-methyl-(2S,4R)-trans-4-hydroxy-l-proline(NMP) in the plant extract. This action is related to the inhibition by NMP of TNF-alpha and inflammatory enzymes.

Cited by 27 publications

References 31 publications

Iridoids and Amino Acid Derivatives from the Paraguayan Crude Drug Adenocalymma marginatum (ysypó hû)

Iridoids and Amino Acid Derivatives from the Paraguayan Crude Drug Adenocalymma marginatum (ysypó hû)

Human keratinocyte (HaCaT) stimulation and healing effect of the methanol fraction from the decoction from leaf fromSideroxylon obtusifolium(Roem. & Schult.) T.D. Penn on experimental burn wound model

Potencial fotossensibilizante de extratos de plantas do agreste na técnica de terapia fotodinâmica

Contact Info

Product

Resources

About