[1-7-NαC]-Crocaorb A1 and A2, orbitides from the latex of Croton campanulatus

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Queiroz, Suzana A. S. ; dos Santos, Ana Leticia P. ; Bobey, Antonio F. ; Cabral, Vinicius A. ; Verli, Hugo ; Magalhaes, Tatiana B. dos Santos ; Guimaraes, Elisalva T. ; Soares, Milena B. P. ; Aguiar, Anna Caroline C. ; Guido, Rafael V. C. ; Trovo, Marcelo ; Cilli, Eduardo M. ; Pinto, Meri Emili F. ; Bolzani, Vanderlan S.

• Tipo de documento: Artigo Científico
• Fonte: Fitoterapia; v. 178, p. 8-pg., 2024-08-24.

Resumo

Two new heptapeptides, [1-7-N alpha C]-crocaorbs A1 (1) and A2 (2), were isolated from the latex of Croton campanulatus. Their structures were determined using NMR spectroscopic techniques, ESI-HRMS data, Marfey's method, and further refined using molecular dynamics with simulated annealing (MD/SA). Molecular dynamics calculations of peptides 1 and 2 demonstrated greater stability in simulations using a biological solvent compared to those using DMSO. Compound 1, the most abundant peptide in latex, was assessed for NO production, antiplasmodial and cytotoxicity activities. The peptide significantly increased nitric oxide (NO) production at concentrations of 40, 20 or 10 mu M (17.932 +/- 1.1, 18.270 +/- 0.9, 18.499 +/- 0.7, respectively). Its antiplasmodial activity exhibited limited efficacy, with only 5% inhibition of Plasmodium falciparum 3D7 growth at a concentration of 50 mu M. Also, it exhibited no cytotoxic effects in the J774A.1 murine macrophages cell line. This study represents the first report of a phytochemical investigation of the species C. campanulatus, which showed orbitides with distinctive sequences in contrast to other peptides described for the genus Croton and contributes to the study of structural diversity within this particular class of compounds. (AU)

• Processo FAPESP: 14/50926-0 - INCT 2014: biodiversidade e produtos naturais
• Beneficiário: Vanderlan da Silva Bolzani
• Modalidade de apoio: Auxílio à Pesquisa - Programa BIOTA - Temático
• Processo FAPESP: 13/07600-3 - CIBFar - Centro de Inovação em Biodiversidade e Fármacos
• Beneficiário: Glaucius Oliva
• Modalidade de apoio: Auxílio à Pesquisa - Centros de Pesquisa, Inovação e Difusão - CEPIDs
• Processo FAPESP: 17/17098-4 - Emprego de imageamento MALDI-MSI em tecidos foliares nodulados e não nodulados de Psychotria e Hybanthus: Localização, análise de ciclotídeos e sua relação com bactérias endossimbiontes
• Beneficiário: Meri Emili Pinto Nascimento
• Modalidade de apoio: Bolsas no Brasil - Pós-Doutorado