Next Article in Journal
Discrimination of Natural Mature Acacia Honey Based on Multi-Physicochemical Parameters Combined with Chemometric Analysis
Previous Article in Journal
Anti-Diabetic Effect of a Shihunine-Rich Extract of Dendrobium loddigesii on 3T3-L1 Cells and db/db Mice by Up-Regulating AMPK–GLUT4–PPARα
Open AccessArticle

New and Potent Quinuclidine-Based Antimicrobial Agents

1
Department of Chemistry, Faculty of Science, University of Zagreb, Horvatovac 102a, HR-10000 Zagreb, Croatia
2
Department of Chemistry, Faculty of Science, University of Split, R. Boškovića 33, HR-21000 Split, Croatia
3
KB “Sestre milosrdnice”, Vinogradska cesta 29, HR-10000 Zagreb, Croatia
4
Institut Ruđer Bošković, Bijenička cesta 54, HR-10000 Zagreb, Croatia
5
Department of Biology, Faculty of Science, University of Split, R. Boškovića 33, HR-21000 Split, Croatia
*
Authors to whom correspondence should be addressed.
Molecules 2019, 24(14), 2675; https://doi.org/10.3390/molecules24142675
Received: 9 June 2019 / Revised: 13 July 2019 / Accepted: 18 July 2019 / Published: 23 July 2019
Developing new antibiotics is currently very important since antibiotic resistance is one of the biggest problems of global health today. In the search for a new class of potential antimicrobial agents, ten new compounds were designed and synthesized based on the quinuclidinium heterocyclic core and the oxime functional group. The antimicrobial activity was assessed against a panel of representative gram-positive and gram-negative bacteria. All compounds demonstrated potent activity against the tested microorganisms, with the minimum inhibitory concentration (MIC) values ranging from 0.25 to 256.00 μg/mL. Among the tested compounds, two quaternary compounds, para-N-chlorobenzyl and meta-N-bromobenzyl quinuclidinium oximes, displayed the most potent and broad-spectrum activity against both gram-positive and gram-negative bacterial strains (MIC values from 0.25 to 4.00 μg/mL), with the lowest value for the important multidrug resistant gram-negative pathogen Pseudomonas aeruginosa. In the case of Klebsiella pneumoniae, activity of those compounds are 256-fold and 16-fold better than gentamicin, respectively. MTT assays showed that compounds are nontoxic for human cell lines. Multi-way analysis was used to separately reduce dimensionality of quantum chemical data and biological activity data to obtain a regression model and the required parameters for the enhancement of biological activity. View Full-Text
Keywords: antimicrobial potency; quinuclidinium oximes; gram-positive and gram-negative bacteria; multi-way analysis antimicrobial potency; quinuclidinium oximes; gram-positive and gram-negative bacteria; multi-way analysis
Show Figures

Figure 1

MDPI and ACS Style

Radman Kastelic, A.; Odžak, R.; Pezdirc, I.; Sović, K.; Hrenar, T.; Čipak Gašparović, A.; Skočibušić, M.; Primožič, I. New and Potent Quinuclidine-Based Antimicrobial Agents. Molecules 2019, 24, 2675.

Show more citation formats Show less citations formats
Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Article Access Map by Country/Region

1
Back to TopTop