Antioxidant and Prooxidant Effects of Curcumin, Piperine and Semi-synthetic Amides with Antimycobacterial Activity on the Lipid Oxidation Process

Authors

  • Ivaylo Slavchev Laboratory of Organic Synthesis and Stereochemistry, Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences
  • Georgi M. Dobrikov Laboratory of Organic Synthesis and Stereochemistry, Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences
  • Svetlana Momchilova Laboratory of Lipid Chemistry, Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences
  • Yanliang Ren National Key Laboratory of Green Pesticide, Key Laboratory of Pesticide & Chemical Biology of Ministry of Education, College of Chemistry, Central China Normal University, China
  • Adriana Slavova-Kazakova Laboratory of Lipid Chemistry, Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences

DOI:

https://doi.org/10.7546/CRABS.2024.03.03

Keywords:

fenchane amides, tuberculosis, antimycobacterial activity, prooxidant effect, lipid oxidation, bio-antioxidant mixtures

Abstract

Free radical oxidation is considered an important factor in the treatment of tuberculosis. Drugs or treatments with antioxidants are reflected in the literature but the choice of those used for tuberculosis is quite limited. Selected natural and synthetic compounds (hybrid molecules consisting of fenchane scaffold and cinnamoyl like residues attached through amide bond), possessing antimycobacterial activity were studied for their capacity to accelerate or decelerate lipid oxidation process. Three of the compounds under study showed prooxidant activity. To the best of our knowledge, this is the first report about the prooxidant activity of piperine under spontaneous autoxidation conditions. The presence of fenchane scaffold together with the 1,3-benzodioxole fragment, positively affects the activity but we can only speculate about the role of the amide part. Effect of equimolar binary mixtures with curcumin has also been studied. These new results may contribute to the search for efficient bio-antioxidant mixtures in the prevention and elimination of adverse reactions of antibacterial drugs.

Author Biographies

Ivaylo Slavchev, Laboratory of Organic Synthesis and Stereochemistry, Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences

Mailing Address:
Laboratory of Organic Synthesis and Stereochemistry,
Institute of Organic Chemistry with Centre of Phytochemistry,
Bulgarian Academy of Sciences,
Akad. G. Bonchev St, Bl. 9, 1113 Sofia, Bulgaria

E-mail: Ivaylo.Slavchev@orgchm.bas.bg

Georgi M. Dobrikov, Laboratory of Organic Synthesis and Stereochemistry, Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences

Mailing Address:
Laboratory of Organic Synthesis and Stereochemistry,
Institute of Organic Chemistry with Centre of Phytochemistry,
Bulgarian Academy of Sciences,
Akad. G. Bonchev St, Bl. 9, 1113 Sofia, Bulgaria

E-mail: Georgi.Dobrikov@orgchm.bas.bg

Svetlana Momchilova, Laboratory of Lipid Chemistry, Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences

Mailing Address:
Laboratory of Lipid Chemistry,
Institute of Organic Chemistry with Centre of Phytochemistry,
Bulgarian Academy of Sciences,
Akad. G. Bonchev St, Bl. 9, 1113 Sofia, Bulgaria

E-mail: Svetlana.Momchilova@orgchm.bas.bg

Yanliang Ren, National Key Laboratory of Green Pesticide, Key Laboratory of Pesticide & Chemical Biology of Ministry of Education, College of Chemistry, Central China Normal University, China

Mailing Address:
National Key Laboratory of Green Pesticide,
Key Laboratory of Pesticide & Chemical Biology of Ministry of Education,
College of Chemistry,
Central China Normal University,
Wuhan 430079, China

E-mail: renyl@mail.ccnu.edu.cn

Adriana Slavova-Kazakova, Laboratory of Lipid Chemistry, Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences

Mailing Address:
Laboratory of Lipid Chemistry,
Institute of Organic Chemistry with Centre of Phytochemistry,
Bulgarian Academy of Sciences,
Akad. G. Bonchev St, Bl. 9, 1113 Sofia, Bulgaria

E-mail: Adriana.Kazakova@orgchm.bas.bg

Downloads

Published

31-03-2024

How to Cite

[1]
I. Slavchev, G. Dobrikov, S. Momchilova, Y. Ren, and A. Slavova-Kazakova, “Antioxidant and Prooxidant Effects of Curcumin, Piperine and Semi-synthetic Amides with Antimycobacterial Activity on the Lipid Oxidation Process”, C. R. Acad. Bulg. Sci. , vol. 77, no. 3, pp. 338–345, Mar. 2024.

Issue

Section

Chemistry