Flavonoids and other constituents from Jacaranda mimosifolia: In vitro analysis, molecular docking, and molecular dynamic simulations of antioxidant and anti-inflammatory activities

Peron Bosco Leutcha; Hamadou Mamoudou; Yves Oscar Nganso Ditchou; Siddique Akber Ansari; Gabrielle Ange Amang À Ngnoung; Somdutt Mujwar; Jean Domga Taiga; Mohit Agrawal; Gertrude Messah Nembot; Seyni Boubakari Hamadou; Alain Meli Lannang; Xavier Siwe Noundou

doi:10.1016/j.biopha.2024.117768

Flavonoids and other constituents from Jacaranda mimosifolia: In vitro analysis, molecular docking, and molecular dynamic simulations of antioxidant and anti-inflammatory activities

Biomed Pharmacother. 2024 Dec 17:182:117768. doi: 10.1016/j.biopha.2024.117768. Online ahead of print.

Affiliations

¹ Department of Chemistry, Faculty of Science, University of Maroua, P.O. Box 814, Maroua, Cameroon. Electronic address: peron.leutcha@gmail.com.
² Department of Biological Sciences, Biochemistry, Bioinformatics, and Bioactive Compounds Research Unit, Faculty of Science, University of Maroua, P.O. Box 814, Maroua, Cameroon. Electronic address: mamoudhmd@gmail.com.
³ Department of Chemistry, Faculty of Science, University of Maroua, P.O. Box 814, Maroua, Cameroon. Electronic address: nganso_yves@yahoo.fr.
⁴ Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, P.O Box 2457, Riyadh 11451, Saudi Arabia. Electronic address: sansari@ksu.edu.sa.
⁵ Department of Chemistry, Faculty of Science, University of Maroua, P.O. Box 814, Maroua, Cameroon. Electronic address: gabrielleangeamang@gmail.com.
⁶ Chitkara College of Pharmacy, Chitkara University, Rajpura, Punjab 140401, India. Electronic address: somduttmujwar@gmail.com.
⁷ Department of Chemistry, Faculty of Science, University of Maroua, P.O. Box 814, Maroua, Cameroon. Electronic address: domgataigajean@gmail.com.
⁸ School of Medical & Allied Sciences, K.R. Mangalam University, Gurugram, Haryana, India. Electronic address: mohitagrawalmohu@gmail.com.
⁹ Department of Chemistry, Faculty of Science, University of Maroua, P.O. Box 814, Maroua, Cameroon. Electronic address: Gertrudemessah@ymail.com.
¹⁰ Department of Chemistry, Faculty of Science, University of Maroua, P.O. Box 814, Maroua, Cameroon. Electronic address: boubakarihamadouseyni@gmail.com.
¹¹ Department of Chemical Engineering, School of Chemical Engineering and Mineral Industries, University of Ngaoundere, P.O. Box 454, Ngaoundere, Cameroon. Electronic address: alainmeli@yahoo.com.
¹² Department of Pharmaceutical Sciences, School of Pharmacy, Sefako Makgatho Health Sciences University, Pretoria 0204, South Africa. Electronic address: xavier.siwenoundou@smu.ac.za.

PMID: 39693906
DOI: 10.1016/j.biopha.2024.117768

Abstract

The investigation of the methanol extract of the flowers of Jacaranda mimosifolia led to the isolation and characterisation of fourteen secondary metabolites (1-14) by the means of chromatographic and spectroscopic analysis. These compounds include eight flavonoids sorted as two flavonols (1-2), three flavones (3, 7-8), and three isoflavones (4, 9-10), two glucoiridoids (5-6), and four triterpenoids sorted as one oleanane (11), one hopane (12), and two lupane (13-14). The in vitro antioxidant potential of all the isolated compounds was evaluated using the ABTS- and FRAP- methods, which demonstrated concentration-dependent activity. Chloroflavonin A (1) and 4',5,7-trihydroxyflavone (2) demonstrated exceptional antioxidant activity, with scavenging rates of 98.63 % and 97.89 %, respectively, at a concentration of 300 μg/mL, and also showed strong ferric-reducing antioxidant power. Chloroflavonin A (1) demonstrated the most potent dual inhibitory effects on Cyclooxigenase-2 (COX-2) and NADPH-Oxidase-5 (NOX-5) enzymes, with binding affinities of -9.7 and -8.2 kcal/mol, respectively, indicating its potential as a strong anti-inflammatory compound. The molecular dynamics simulation, conducted with the Desmond v3.6, demonstrated the stability of the various complexes within the biological system. The findings indicate that compounds derived from Jacaranda mimosifolia may serve as potential therapeutic agents for the management of inflammation and oxidative stress.

Keywords: Antioxidant and anti-inflammatory properties; Chemophenetic significance; Flavonoids; Jacaranda mimosifolia; Molecular docking; Molecular dynamics simulation.