2026-05-19T04:05:30Z https://www.eurjchem.com/index.php/eurjchem/oai

oai:ojs.www.eurjchem.com:article/2478 2023-12-31T06:19:31Z eurjchem:ART driver

Synthesis and antimicrobial activity of new ent-kaurene-type diterpenoid derivatives Marquez-Chacon, Andres Eduardo Colmenares, Alida Perez Fermin, Luis Rojas Aparicio, Rosa Ramos, Freddy Alejandro Usubillaga, Alfredo Obregon, Ysbelia Diterpenes Drug discovery Antifungal agents Antibacterial activity ent-Kaurene derivatives Structure-activity relationship This research consists in the synthesis of ent-kaurene-type diterpenoid derivatives from the new natural product ent-kaur-3-acetoxy-15-ene, to carry out structural modifications on the C3 carbon of the ent-kaurene core by introducing different oxygenated groups, especially esters, in order to probe the structure-activity relationship (SAR) against microorganisms. The structure of the compounds was confirmed by FT-IR, 1H NMR, 13C NMR, and GC-MS. The antimicrobial activity of the synthesized derivatives was evaluated, ent-kaur-3-O-(6’,7’-bibenzyl-oxy-caffeoyl)-15-ene (4) exhibited activity against all tested microorganisms: Staphylococcus aureus (16 mm), Enterococcus faecalis (12 mm), Escherichia coli (13 mm), Klebsiella pneumoniae (10 mm), Pseudomonas aeruginosa (8 mm) and Candida krusei (10 mm). These results reveal a remarkable structure-activity relationship over the C3 carbon of the ent-kaurene core, where the presence of oxygenated groups such as hydroxyl or alkyl esters enhances activity. Atlanta Publishing House LLC 2023-12-31 info:eu-repo/semantics/article info:eu-repo/semantics/publishedVersion application/pdf https://www.eurjchem.com/index.php/eurjchem/article/view/2478 10.5155/eurjchem.14.4.478-485.2478 European Journal of Chemistry; Vol. 14 No. 4 (2023): December 2023; 478-485 2153-2257 2153-2249 eng https://www.eurjchem.com/index.php/eurjchem/article/view/2478/pdf_2478 Copyright (c) 2023 Authors