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Synthesis and Biological Evaluation of 4/5‐Aroyl‐2‐aminoimidazoles as Microbial Biofilm Inhibitors
Author(s) -
Rasapalli Sivappa,
Reddy Sammeta Vamshikrishna,
Singh Sarbjit,
Golen James A.,
Semerdzhiev Dimitar,
Bo Yang,
Silby Mark,
Rao Reeta,
Ali Akbar,
Schiffer Celia A.,
Savinov Sergey N.
Publication year - 2020
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.202001302
Subject(s) - biofilm , lead compound , chemistry , combinatorial chemistry , bacteria , microbiology and biotechnology , pyrrole , stereochemistry , biochemistry , organic chemistry , biology , in vitro , genetics
We had earlier used Oroidin, a 2‐aminoimidazole‐pyrrole natural microbial biofilm inhibitor, as a structural prototype to develop its 4/5‐acyl modified form as an anti‐biofilm lead for further optimization. Herein, as a part of our efforts towards that direction, we report the design, synthesis, as well as anti‐bacterial, anti‐biofilm, and fungal adhesion inhibition activities of various 4/5‐aroyl‐2‐aminoimidazoles. These simplified Oroidin analogues are moderately active against bacterial biofilms and attest to the need for an aliphatic acyl linker that was part of the original 4/5‐acyl modified Oroidin lead. From our studies, protonation propensity of the 2‐aminoimidazole group of the series emerges as an important pre‐requisite for potent antibiofilm activity. Also, the fungal biofilm screening studies identified analogue 8 b as an active molecule.