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Semisynthetic Derivatives of Sissotrin Isolated from Trifolium baccarinii Chiov. (Fabaceae) and Evaluation of Their Antibacterial Activities

Semisynthetic Derivatives of Sissotrin Isolated from Trifolium baccarinii Chiov. (Fabaceae) and Evaluation of Their Antibacterial Activities
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摘要 Starting from sissotrin (1), a natural isoflavonoid isolated from Trifolium baccarinii (Fabaceae), one new semisynthetic derivative, 6-nitrobiochanin A (1b) and two known derivatives, 8-nitrobiochanin A (1a) and 2",3",4",6"-tetraacetylsissotrin (1c) have been obtained after performing nitration and acetylation reactions. Their structures were assigned after interpretation of their spectrometric (HR-ESI-MS) and spectroscopic (NMR 1D and 2D) data and by comparison with those reported in the literature. The substrate as well as the semisynthetic derivatives were evaluated for their antibacterial activities against six strains. The results reveal that they are inactive or weakly active on the strains tested with the exception of 8-nitrobiochanin A (1a) which showed moderate activity (MIC = 62.5 μg∙mL<sup>−1</sup>) on Staphylococcus aureus ATCC 43300. Starting from sissotrin (1), a natural isoflavonoid isolated from Trifolium baccarinii (Fabaceae), one new semisynthetic derivative, 6-nitrobiochanin A (1b) and two known derivatives, 8-nitrobiochanin A (1a) and 2",3",4",6"-tetraacetylsissotrin (1c) have been obtained after performing nitration and acetylation reactions. Their structures were assigned after interpretation of their spectrometric (HR-ESI-MS) and spectroscopic (NMR 1D and 2D) data and by comparison with those reported in the literature. The substrate as well as the semisynthetic derivatives were evaluated for their antibacterial activities against six strains. The results reveal that they are inactive or weakly active on the strains tested with the exception of 8-nitrobiochanin A (1a) which showed moderate activity (MIC = 62.5 μg∙mL<sup>−1</sup>) on Staphylococcus aureus ATCC 43300.
作者 Donald Léonel Feugap Tsamo Cyrille Ngoufack Tagousop Arnaud Joseph Nguetse Dongmo Laurence Voutquenne-Nazabadioko David Ngnokam Donald Léonel Feugap Tsamo;Cyrille Ngoufack Tagousop;Arnaud Joseph Nguetse Dongmo;Laurence Voutquenne-Nazabadioko;David Ngnokam(Research Unit of Applied and Environmental Chemistry, Department of Chemistry, Faculty of Science, University of Dschang, Dschang, Cameroon;Department of Organic Chemistry, Faculty of Science, University of Yaoundé I, Yaoundé, Cameroon;Department of Basic Scientific Studies, University Institute of Technology, University of Ngaoundéré, Ngaoundéré, Cameroon;Groupe Isolement et Structure, Institut de Chimie Moléculaire de Reims (ICMR), Reims, France)
出处 《Advances in Biological Chemistry》 CAS 2024年第1期27-39,共13页 生物化学进展(英文)
关键词 Trifolium baccarinii ISOFLAVONOID NITRATION ACETYLATION Antibacterial Activity Trifolium baccarinii Isoflavonoid Nitration Acetylation Antibacterial Activity
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