PMID- 36940919 OWN - NLM STAT- MEDLINE DCOM- 20230516 LR - 20230516 IS - 1873-6971 (Electronic) IS - 0367-326X (Linking) VI - 167 DP - 2023 Jun TI - Nature-inspired synthesis of antibacterial glucovanillin derivatives. PG - 105475 LID - S0367-326X(23)00050-3 [pii] LID - 10.1016/j.fitote.2023.105475 [doi] AB - The ongoing threat of Antimicrobial Resistance (AMR) complicated by the rise of Multidrug-Resistant (MDR) pathogens calls for increased efforts in the search for novel treatment options. While deriving inspiration from antibacterial natural compounds, this study aimed at using synthetic approaches to generate a series of glucovanillin derivatives and explore their antibacterial potentials. Among the synthesized derivatives, optimum antibacterial activities were exhibited by those containing 2,4- and 3,5-dichlorophenylamino group coupled to a glucovanillin moiety (compounds 6h and 8d respectively). In those compounds, the Minimum Inhibitory Concentrations (MIC) of 128-256 mug/mL were observed against reference and MDR strains of Klebsiella pneumoniae, Methicillin-resistant Staphylococcus aureus (MRSA) and vancomycin-resistant Enterococcus faecium (VRE). Moreover, these findings emphasize the claims from previous reports on the essence of smaller molecular size, the presence of protonatable amino groups and halogens in potential antibacterial agents. The observed moderate and broad-spectrum activities of the stated derivatives point to their suitability as potential leads towards further efforts to improve their antibacterial activities. CI - Copyright (c) 2023 Elsevier B.V. All rights reserved. FAU - Masota, Nelson E AU - Masota NE AD - Institute of Pharmacy and Food Chemistry, University of Wuerzburg, Am Hubland C7, 97074 Wuerzburg, Germany; School of Pharmacy, Muhimbili University of Health and Allied Sciences, P.O. Box 65013, Upanga West, Dar es Salaam, Tanzania. FAU - Ohlsen, Knut AU - Ohlsen K AD - Institute for Molecular Infection Biology, University of Wuerzburg, Josef-Schneider-Strasse 2, 97080 Wuerzburg, Germany. FAU - Meinel, Lorenz AU - Meinel L AD - Institute of Pharmacy and Food Chemistry, University of Wuerzburg, Am Hubland C7, 97074 Wuerzburg, Germany. FAU - Holzgrabe, Ulrike AU - Holzgrabe U AD - Institute of Pharmacy and Food Chemistry, University of Wuerzburg, Am Hubland C7, 97074 Wuerzburg, Germany. Electronic address: Ulrike.holzgrabe@uni-wuerzburg.de. LA - eng PT - Journal Article DEP - 20230320 PL - Netherlands TA - Fitoterapia JT - Fitoterapia JID - 16930290R RN - H81U1KBS6E (glucovanillin) RN - 0 (Anti-Bacterial Agents) RN - 0 (Benzaldehydes) SB - IM MH - *Methicillin-Resistant Staphylococcus aureus MH - Molecular Structure MH - Anti-Bacterial Agents/pharmacology MH - Benzaldehydes MH - Microbial Sensitivity Tests OTO - NOTNLM OT - Antibacterial OT - Enterobacteriaceae OT - MDR OT - MRSA OT - VRE COIS- Declaration of Competing Interest The authors declare the following financial interests/personal relationships which may be considered as potential competing interests: Nelson Masota reports financial support was provided by German Academic Exchange Service. EDAT- 2023/03/21 06:00 MHDA- 2023/05/16 06:42 CRDT- 2023/03/20 20:25 PHST- 2022/12/23 00:00 [received] PHST- 2023/03/16 00:00 [revised] PHST- 2023/03/16 00:00 [accepted] PHST- 2023/05/16 06:42 [medline] PHST- 2023/03/21 06:00 [pubmed] PHST- 2023/03/20 20:25 [entrez] AID - S0367-326X(23)00050-3 [pii] AID - 10.1016/j.fitote.2023.105475 [doi] PST - ppublish SO - Fitoterapia. 2023 Jun;167:105475. doi: 10.1016/j.fitote.2023.105475. Epub 2023 Mar 20.