Synthesis and Antibacterial Activity of Polyalthic Acid Analogs

Author(s)

Argentin, Marcela Nunes ; Cruz, Felipe de Paula Nogueira ; Souza, Ariana Borges ; D'Aurea, Elisa Marcela de Oliveira ; Bastos, Jairo Kenupp ; Ambrosio, Sergio Ricardo ; Veneziani, Rodrigo Cassio Sola ; Camargo, Ilana Lopes Baratella Cunha ; Mizuno, Cassia Suemi

• Document type: Journal article
• Source: ANTIBIOTICS-BASEL; v. 12, n. 7, p. 12-pg., 2023-07-01.

Abstract

Polyalthic acid (PA) is a diterpene found in copaiba oil. As a continuation of our work with PA, we synthesized PA analogs and investigated their antibacterial effects on preformed biofilms of Staphylococcus epidermidis and determined the minimal inhibitory concentration (MIC) of the best analogs against planktonic bacterial cells. There was no difference in activity between the amides 2a and 2b and their corresponding amines 3a and 3b regarding their ability to eradicate biofilm. PA analogs 2a and 3a were able to significantly eradicate the preformed biofilm of S. epidermidis and were active against all the Gram-positive bacteria tested (Enterococcus faecalis, Enterococcus faecium, S. epidermidis, Staphylococcus aureus), with different MIC depending on the microorganism. Therefore, PA analogs 2a and 3a are of interest for further in vitro and in vivo testing to develop formulations for antibiotic drugs against Gram-positive bacteria. (AU)

• FAPESP's process: 13/07600-3 - CIBFar - Center for Innovation in Biodiversity and Drug Discovery
• Grantee: Glaucius Oliva
• Support Opportunities: Research Grants - Research, Innovation and Dissemination Centers - RIDC
• FAPESP's process: 19/04788-8 - Evaluation of activity of natural products and other compounds against multidrug resistant bacteria and their biofilms
• Grantee: Felipe de Paula Nogueira Cruz
• Support Opportunities: Scholarships in Brazil - Technical Training Program - Technical Training
• FAPESP's process: 13/07600-3 - CIBFar - Center for Innovation in Biodiversity and Drug Discovery
• Grantee: Glaucius Oliva
• Support Opportunities: Research Grants - Research, Innovation and Dissemination Centers - RIDC
• FAPESP's process: 11/13630-7 - Chemical and pharmacological validation of extracts and active compounds of Copaifera species
• Grantee: Jairo Kenupp Bastos
• Support Opportunities: Research Projects - Thematic Grants
• FAPESP's process: 22/07984-5 - CENTER FOR RESEARCH AND INNOVATION IN BIODIVERSITY AND DRUG DISCOVERY
• Grantee: Marcela Nunes Argentin
• Support Opportunities: Scholarships in Brazil - Technical Training Program - Technical Training
• FAPESP's process: 11/23493-7 - Two Copaifera species oleoresin: secondary metabolites isolation and development and validation of HPLC analytical methodology
• Grantee: Ariana Borges Souza
• Support Opportunities: Scholarships in Brazil - Doctorate (Direct)