STUDY OF SOME FLUOREN-9-ONE THIOSEMICARBAZONES: SYNTHESIS, CATALYTIC EFFECTS AND SPECTRAL CHARACTERIZATION

Bienvenu GLINMA; Bénédicta KPADONOU; Hyacinthe AGNIMONHAN; Sèdami MEDEGAN; Salomé KPOVIESSI; Coco KAPANDA; Fernand GBAGUIDI

doi:10.22270/ujpr.v9i5.1194

Bienvenu GLINMA Chemistry Department, Physical Organic Chemistry and Synthesis Laboratory, Faculty of Science and Technology, University of Abomey-Calavi, Calavi, Benin. Medicinal and Organic Chemistry Laboratory, School of Pharmacy, Faculty of Health Sciences, University of Abomey-Calavi, Campus du Champ de Foire, Cotonou, Benin.
Bénédicta KPADONOU Chemistry Department, Physical Organic Chemistry and Synthesis Laboratory, Faculty of Science and Technology, University of Abomey-Calavi, Calavi, Benin.
Hyacinthe AGNIMONHAN Chemistry Department, Physical Organic Chemistry and Synthesis Laboratory, Faculty of Science and Technology, University of Abomey-Calavi, Calavi, Benin.
Sèdami MEDEGAN Chemistry Department, Physical Organic Chemistry and Synthesis Laboratory, Faculty of Science and Technology, University of Abomey-Calavi, Calavi, Benin. Medicinal and Organic Chemistry Laboratory, School of Pharmacy, Faculty of Health Sciences, University of Abomey-Calavi, Campus du Champ de Foire, Cotonou, Benin.
Salomé KPOVIESSI Chemistry Department, Physical Organic Chemistry and Synthesis Laboratory, Faculty of Science and Technology, University of Abomey-Calavi, Calavi, Benin.
Coco KAPANDA Louvain Drug Research Institute (LDRI), School of Pharmacy, Université Catholique de Louvain, Brussels, Belgium.
Fernand GBAGUIDI Chemistry Department, Physical Organic Chemistry and Synthesis Laboratory, Faculty of Science and Technology, University of Abomey-Calavi, Calavi, Benin. Medicinal and Organic Chemistry Laboratory, School of Pharmacy, Faculty of Health Sciences, University of Abomey-Calavi, Campus du Champ de Foire, Cotonou, Benin.

10.22270/ujpr.v9i5.1194

Keywords:

Catalyst, fluoren-9-one, pharmaceutical properties, synthesis

Abstract

Aim and objective: Nowadays, Schiff bases have shown a remarkable importance in medicinal chemistry research. Semicarbazones, thiosemicarbazones and their derivatives are important Schiff base ligands with biological properties. Fluorenones are important organic compounds used in many different fields. Here, we reported the synthesis of fluoren-9-one thiosemicarbazones (F1-F4).

Methods: For their synthesis, we first carried out a theoretical study based on the physical properties (reasonable pharmacokinetics and drug availability) of the compounds using Lipinski's rules. We also varied the reaction conditions using several reagents (HCl, 1N; H₂SO₄ conc. and GAA) and ethanol in order to optimize reaction yields. Structure of each molecule was characterized by spectrometrical analysis (MS and IR, and especially NMR ¹H and ¹³C).

Results: During the course of the study, we observed an increase in reaction yields in the presence of the less aqueous acids, particularly with GAA, which gave the best yields (89, 77, 91 and 96%) for molecules F1, F2, F3 and F4 respectively.

Conclusion: We noted that compounds presented essential properties to exhibit pharmaceutical activities. They could have a variety of pharmaceutical activities on pathogens resistant to existing treatments.

Peer Review History:

Received 15 July 2024; Reviewed 10 September 2024; Accepted 23 October; Available online 15 November 2024

Academic Editor: Dr. DANIYAN Oluwatoyin Michael, Obafemi Awolowo University, ILE-IFE, Nigeria, toyinpharm@gmail.com

Average Peer review marks at initial stage: 6.0/10

Average Peer review marks at publication stage: 7.0/10

Reviewers:

Prof. Dr. A. Hakan AKTAŞ, Süleyman Demirel University, Faculty of Science and Art, Department of Chemistry, Isparta-Turkey, hakanaktas@sdu.edu.tr

Dr. Wafa Mohamed Al Madhagi, Sana’a University, Yemen, walmadhaji1983@gmail.com