Activity of beta-Caryophyllene Oxide Derivatives Against Trypanosoma cruzi, Mammalian Cells, and Horseradish Peroxidase

Author(s)

Portapilla, Gisele Bulhoes ^[1] ; Pereira, Luiz Miguel ^[1] ; Soldi, Rafael Augusto ^{[2, 3]} ; Abreu Filho, Pericles Gama ^[1] ; Gallo, Inara Fernanda Lage ^[1] ; Clososki, Giuliano Cesar ^[2] ; de Albuquerque, Sergio ^[1]

Affiliation

^[1] Univ Sao Paulo, Dept Anal Clin Toxicol & Bromatol, Fac Ciencias Farmaceut Ribeirao Preto, Ribeirao Preto - Brazil

^[2] Univ Sao Paulo, Fac Ciencias Farmaceut Ribeirao Preto, Dept Ciencias BioMol, Ribeirao Preto, SP - Brazil

^[3] Ctr Univ Facol, Nucleo Pesquisa, Vitoria De Santo Antao, PE - Brazil

• Document type: Journal article
• Source: REVISTA BRASILEIRA DE FARMACOGNOSIA-BRAZILIAN JOURNAL OF PHARMACOGNOSY; v. 30, n. 6 JAN 2021.
• Web of Science Citations: 0

Abstract

Plants are an important source of molecules that can control acute and chronic diseases. Malaria treatment represents a successful strategy in which an infection is controlled with compounds obtained from plants (for instance, artemisinin and quinine). Natural sources are an interesting reservoir of potential molecules that can act against protozoans, especially Trypanosoma cruzi. This parasite is the causative agent of Chagas disease, whose symptomatic chronic phase leads to cardiac and digestive complications. Despite the impacting complications of this disease, only two drugs are commercially available to treat it, nifurtimox and benznidazole. Thus, novel candidates for Trypanosoma cruzi control are desirable. Among the recent advances in this field, the diterpene copalic acid and the sesquiterpene beta-caryophyllene oxide purified from copaiba plants have demonstrated antipathogenic properties, including trypanocidal activity. Here, we have studied some biological properties of copalic acid and performed several chemical modifications on beta-caryophyllene oxide, which afforded six derivatives. These terpenes exerted different effects on amastigotes, epimastigotes, and trypomastigotes. In addition, they also inhibited the activity of horseradish peroxidase, a heme enzyme. (AU)

• FAPESP's process: 12/02105-1 - Trypanocidal potential of copalic acids derivatives
• Grantee: Gisele Bulhões Portapilla
• Support Opportunities: Scholarships in Brazil - Master
• FAPESP's process: 12/16168-5 - Trypanocidal activity of copalic acid and their synthetics derivatives
• Grantee: Sérgio de Albuquerque
• Support Opportunities: Regular Research Grants
• FAPESP's process: 18/14150-8 - Selective aromatic functionalization: Methodological Studies and new applications in the synthesis of BIOATIVE compounds
• Grantee: Giuliano Cesar Clososki
• Support Opportunities: Regular Research Grants