Synthesis and antifungal activity of new O-alkylamidoximes

Maria Verônica Sales Barbosa,Juliano Carlo Rufino Freitas,Alana Karoline Penha Nascimento,Cosme Silva Santos,Paulo Henrique Menezes,Rodrigo Ribeiro Alves Caiana,Wylly Araújo Oliveira

doi:10.14393/bj-v37n0a2021-54171

Abstract

The continuous prospection for molecules that may be useful in the development of new therapeutic agents is a highly relevant issue, mainly because the launch of new drugs on the market does not accompany the emergence of new resistant microorganisms. In this context, this work describes the synthesis of new O-alkylamidoximes and the evaluation of its antifungal activity. The new O-alkylamidoximes were prepared using easy synthetic protocols and tested against three Candida species using the broth microdilution method. The synthesized compounds were obtained in moderate to good yields in high purity and without any observable decomposition. All tested compounds shown moderate antifungal activity against at least one strain of Candida. Despite the moderate activity of the new compounds, this was the first report involving the antifungal activity of O-alkylamidoximes. In view of the low chemotherapy arsenal and the development of fungal strains resistant to traditional antifungal agents, the present study opens new possibilities for the preparation of a new class of more active antifungal agents.

Highlights

Fungi are widespread in the environment and are found in a variety of habitats (Prasad and Kapoor 2004)
The continuous prospection for molecules that may be useful in the development of new therapeutic agents is a highly relevant issue, mainly because the launch of new drugs on the market does not accompany the emergence of new resistant microorganisms
The general strategy for the synthesis of the new antifungal agents involved two reaction steps, the preparation of the amidoximes 2 from different nitriles followed by the alkylation of the obtained compounds to afford the O-alkylamidoximes

Summary

Introduction

Fungi are widespread in the environment and are found in a variety of habitats (Prasad and Kapoor 2004). These microorganisms make up the normal human microbiota and are commonly found in the skin, gastrointestinal, respiratory, and genitourinary tracts (Kapitan et al 2019). Among the different etiological agents involved in this type of pathology, Candida spp. are the most prevalent, representing approximately 19% of all infections worldwide in intensive care units (Irfan et al 2017). Different species of this genus are often identified as the cause of invasive infections in humans, with special attention to C. albicans due to its prevalence in both

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Results

Conclusion