Flavopereirine-An Alkaloid Derived from Geissospermum vellosii-Presents Leishmanicidal Activity In Vitro

dc.creatorSilva, João Victor da Silva e
dc.creatorBrigido, Heliton Patrick Cordovil
dc.creatorAlbuquerque, Kelly Cristina Oliveira de
dc.creatorCarvalho, Josiwander Miranda
dc.creatorReis, Jordano Ferreira
dc.creatorFaria, Lara Vinhal
dc.creatorFerreira, Márlia Coelho
dc.creatorSilveira, Fernando Tobias
dc.creatorCarneiro, Agnaldo da Silva
dc.creatorPercário, Sandro
dc.creatorMarinho, Andrey Moacir do Rosário
dc.creatorDolabela, Maria Fâni
dc.date2019-05-02T12:17:41Z
dc.date2019-05-02T12:17:41Z
dc.date2019
dc.date.accessioned2023-09-26T21:48:50Z
dc.date.available2023-09-26T21:48:50Z
dc.identifierSILVA, João Victor da Silva e et al. Flavopereirine—An Alkaloid Derived from Geissospermum vellosii—Presents Leishmanicidal Activity In Vitro. Molecules, v. 24, n. 785, 13p, 2019.
dc.identifier1420-3049
dc.identifierhttps://www.arca.fiocruz.br/handle/icict/32902
dc.identifier10.3390/molecules24040785
dc.identifier.urihttps://repositorioslatinoamericanos.uchile.cl/handle/2250/8873684
dc.descriptionChemotherapy is limited in the treatment of leishmaniasis due to the toxic effects of drugs, low efficacy of alternative treatments, and resistance of the parasite. This work assesses the in vitro activity of flavopereirine on promastigote cultures of Leishmania amazonensis. In addition, an in silico evaluation of the physicochemical characteristics of this alkaloid is performed. The extract and fractions were characterized by thin-layer chromatography and HPLC-DAD, yielding an alkaloid identified by NMR. The antileishmanial activity and cytotoxicity were assayed by cell viability test (MTT). The theoretical molecular properties were calculated on the Molinspiration website. The fractionation made it possible to isolate a beta-carboline alkaloid (flavopereirine) in the alkaloid fraction. Moreover, it led to obtaining a fraction with greater antileishmanial activity, since flavopereirine is very active. Regarding the exposure time, a greater inhibitory effect of flavopereirine was observed at 24 h and 72 h (IC50 of 0.23 and 0.15 μg/mL, respectively). The extract, fractions, and flavopereirine presented low toxicity, with high selectivity for the alkaloid. Furthermore, flavopereirine showed no violation of Lipinski's rule of five, showing even better results than the known inhibitor of oligopeptidase B, antipain, with three violations. Flavopereirine also interacted with residue Tyr-499 of oligopeptidase B during the molecular dynamics simulations, giving a few insights of a possible favorable mechanism of interaction and a possible inhibitory pathway. Flavopereirine proved to be a promising molecule for its antileishmanial activity.
dc.formatapplication/pdf
dc.languageeng
dc.publisherMDPI
dc.rightsopen access
dc.subjectLeishmania
dc.subjectQuímica Medicinal
dc.subjectModelagem in silico
dc.subjectApocynaceae
dc.subjectLeishmania
dc.subjectGeissospermum vellosii
dc.subjectApocynaceae
dc.subjectOligopeptidase B
dc.subjectFlavopereirine
dc.subjectMedicinal chemistry
dc.subjectIn silico modeling
dc.titleFlavopereirine-An Alkaloid Derived from Geissospermum vellosii-Presents Leishmanicidal Activity In Vitro
dc.typeArticle


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