1569642-79-0Relevant academic research and scientific papers
From indole to pyrrole, furan, thiophene and pyridine: Search for novel small molecule inhibitors of bacterial transcription initiation complex formation
Thach, Oscar,Mielczarek, Marcin,Ma, Cong,Kutty, Samuel K.,Yang, Xiao,Black, David StC.,Griffith, Renate,Lewis, Peter J.,Kumar, Naresh
, p. 1171 - 1182 (2016/03/01)
The search for small molecules capable of inhibiting transcription initiation in bacteria has resulted in the synthesis of N,N′-disubstituted hydrazines and imine-carbohydrazides comprised of indole, pyridine, pyrrole, furan and thiophene using the respec
Synthesis and biological evaluation of 2,5-di(7-indolyl)-1,3,4-oxadiazoles, and 2- and 7-indolyl 2-(1,3,4-thiadiazolyl)ketones as antimicrobials
Kandemir, Hakan,Ma, Cong,Kutty, Samuel K.,Black, David Stc.,Griffith, Renate,Lewis, Peter J.,Kumar, Naresh
, p. 1672 - 1679 (2014/03/21)
A range of novel hydrazine bridged bis-indoles was prepared from readily available indole-7-glyoxyloylchlorides and 7-trichloroacetylindoles and underwent cyclodehydration to produce 2,5-di(7-indolyl)-1,3,4-oxadiazoles and a 2,2′-bi-1,3,4-oxadiazolyl with
Synthesis and biological activity of novel bis-indole inhibitors of bacterial transcription initiation complex formation
Mielczarek, Marcins,Devakaram, Ruth V.,Ma, Cong,Yang, Xiao,Kandemir, Hakan,Purwono, Bambang,Black, David Stc.,Griffith, Renate,Lewis, Peter J.,Kumar, Naresh
, p. 2882 - 2894 (2014/05/06)
The increasing resistance of bacteria against clinically approved antibiotics is resulting in an alarming decrease in therapeutic options for today's clinicians. We have targeted the essential interaction between bacterial RNA polymerase and σ70/σA for the development of lead molecules exhibiting a novel mechanism of antibacterial activity. Several classes of structurally related bis-indole inhibitors of bacterial transcription initiation complex formation were synthesized and their antimicrobial activities were evaluated. Condensation of indole-7- and indole-2-carbohydrazides with 7- and 2-trichloroacetylindoles or indole-7- and indole-2-glyoxyloyl chlorides resulted in the successful synthesis of 7,7′-, 2,2′-, 2,7′- and 3,2′-linked bis-indole derivatives with -CO-NH-NH-CO- and -CO-CO-NH-NH-CO- linkers. Indole-7-glyoxyloyl chlorides were reacted with hydrazine hydrate in different ratios to afford respective -CO-CO-NH-NH-CO-CO- bis-indole or hydrazide derivatives. The resulting compounds were found to be active against the β′-CH- σ70/σA2.2 interaction in ELISA assays and inhibited the growth of both Gram-positive and Gram-negative bacteria. Structure-activity relationship (SAR) studies were performed in order to identify the structural features of the synthesized inhibitors required for biological activity. This journal is the Partner Organisations 2014.
