Next Article in Journal
Floral Scent Chemistry of Luculia yunnanensis (Rubiaceae), a Species Endemic to China with Sweetly Fragrant Flowers
Next Article in Special Issue
UV-Curable Aliphatic Silicone Acrylate Organic–Inorganic Hybrid Coatings with Antibacterial Activity
Previous Article in Journal
Identification of Anthocyanin Composition and Functional Analysis of an Anthocyanin Activator in Solanum nigrum Fruits
Previous Article in Special Issue
In Vitro Assessment of Early Bacterial Activity on Micro/Nanostructured Ti6Al4V Surfaces
 
 
Search for Articles:
Title / Keyword
Author / Affiliation / Email
Journal
Article Type
 
 
Advanced Search
 
Section
Special Issue
Volume
Issue
Number
Page
 
Journals
Molecules
Volume 22
Issue 6
10.3390/molecules22060875
molecules-logo
Submit to this Journal Review for this Journal Propose a Special Issue
► Article Menu

Article Menu

share Share announcement Help format_quote Cite question_answer Discuss in SciProfiles
first_page
settings
Order Article Reprints
Font Type:
Arial Georgia Verdana
Font Size:
Aa Aa Aa
Line Spacing:
Column Width:
Background:
Article

Structure Modification of an Active Azo-Compound as a Route to New Antimicrobial Compounds

by
Simona Concilio
1,*,
Lucia Sessa
2,
Anna Maria Petrone
2,3,
Amalia Porta
2,
Rosita Diana
4,
Pio Iannelli
2 and
Stefano Piotto
2
1
Department of Industrial Engineering, University of Salerno, Via Giovanni Paolo II 132, 84084 Fisciano, Italy
2
Department of Pharmacy, University of Salerno, Via Giovanni Paolo II 132, 84084 Fisciano, Italy
3
PhD Program in Drug Discovery and Development, University of Salerno, Via Giovanni Paolo II 132, 84084 Fisciano, Italy
4
Department of Chemical Science, University of Napoli “Federico II”, Cupa Nuova Cintia 21, 80126 Napoli, Italy
*
Author to whom correspondence should be addressed.
Molecules 2017, 22(6), 875; https://doi.org/10.3390/molecules22060875
Submission received: 4 May 2017 / Revised: 19 May 2017 / Accepted: 22 May 2017 / Published: 25 May 2017
(This article belongs to the Special Issue Antibacterial Materials and Coatings)
Browse Figures
Versions Notes

Abstract

Some novel (phenyl-diazenyl)phenols 3a–g were designed and synthesized to be evaluated for their antimicrobial activity. A previously synthesized molecule, active against bacteria and fungi, was used as lead for modifications and optimization of the structure, by introduction/removal or displacement of hydroxyl groups on the azobenzene rings. The aim of this work was to evaluate the consequent changes of the antimicrobial activity and to validate the hypothesis that, for these compounds, a plausible mechanism could involve an interaction with protein receptors, rather than an interaction with membrane. All newly synthesized compounds were analyzed by 1H-NMR, DSC thermal analysis and UV-Vis spectroscopy. The in vitro minimal inhibitory concentrations (MIC) of each compound was determined against Gram-positive and Gram-negative bacteria and Candida albicans. Compounds 3b and 3g showed the highest activity against S. aureus and C. albicans, with remarkable MIC values of 10 µg/mL and 3 µg/mL, respectively. Structure-activity relationship studies were capable to rationalize the effect of different substitutions on the phenyl ring of the azobenzene on antimicrobial activity.
Keywords: azo-compound; antimicrobial; synthesis; QSAR azo-compound; antimicrobial; synthesis; QSAR

Share and Cite

MDPI and ACS Style

Concilio, S.; Sessa, L.; Petrone, A.M.; Porta, A.; Diana, R.; Iannelli, P.; Piotto, S. Structure Modification of an Active Azo-Compound as a Route to New Antimicrobial Compounds. Molecules 2017, 22, 875. https://doi.org/10.3390/molecules22060875

AMA Style

Concilio S, Sessa L, Petrone AM, Porta A, Diana R, Iannelli P, Piotto S. Structure Modification of an Active Azo-Compound as a Route to New Antimicrobial Compounds. Molecules. 2017; 22(6):875. https://doi.org/10.3390/molecules22060875

Chicago/Turabian Style

Concilio, Simona, Lucia Sessa, Anna Maria Petrone, Amalia Porta, Rosita Diana, Pio Iannelli, and Stefano Piotto. 2017. "Structure Modification of an Active Azo-Compound as a Route to New Antimicrobial Compounds" Molecules 22, no. 6: 875. https://doi.org/10.3390/molecules22060875

APA Style

Concilio, S., Sessa, L., Petrone, A. M., Porta, A., Diana, R., Iannelli, P., & Piotto, S. (2017). Structure Modification of an Active Azo-Compound as a Route to New Antimicrobial Compounds. Molecules, 22(6), 875. https://doi.org/10.3390/molecules22060875

Article Metrics

Back to TopTop