Flustramine inspired synthesis and biological evaluation of pyrroloindoline triazole amides as novel inhibitors of bacterial biofilms
- 18 May 2011
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Organic & Biomolecular Chemistry
- Vol. 9 (15), 5476-5481
- https://doi.org/10.1039/c1ob05605k
Abstract
Anti-biofilm agents have been developed based upon the flustramine family of alkaloids isolated from Flustra foliacea. A Garg interrupted Fischer indolization reaction was employed to access a core pyrroloindoline scaffold that was subsequently employed to create a pyrroloindoline triazole amide library. Screening for the ability to modulate biofilm formation against strains of Gram-positive and Gram-negative bacteria identified several compounds with low micromolar, non-toxic IC50 values.Keywords
This publication has 28 references indexed in Scilit:
- Environmental factors affecting indole production in Escherichia coliResearch in Microbiology, 2011
- Synthesis and bacterial biofilm inhibition studies of ethyl N-(2-phenethyl) carbamate derivativesOrganic & Biomolecular Chemistry, 2010
- Exploration of the interrupted Fischer indolization reactionTetrahedron, 2010
- Biochemical and Genetic Diversity of EnterotoxigenicEscherichia coliAssociated with Diarrhea in United States Students in Cuernavaca and Guadalajara, Mexico, 2004–2007The Journal of Infectious Diseases, 2010
- Antibiofilm Activity of a Diverse Oroidin Library Generated through Reductive AcylationThe Journal of Organic Chemistry, 2009
- Synthesis and Antibiofilm Activity of a Second‐Generation Reverse‐Amide Oroidin Library: A Structure–Activity Relationship StudyChemistry – A European Journal, 2008
- Indole cell signaling occurs primarily at low temperatures in Escherichia coliThe ISME Journal, 2008
- Indole is an inter-species biofilm signal mediated by SdiABMC Microbiology, 2007
- Total Synthesis of Flustramine C via Dimethylallyl RearrangementOrganic Letters, 2006
- The facile preparation of primary and secondary amines via an improved Fukuyama–Mitsunobu procedure. Application to the synthesis of a lung-targeted gene delivery agentOrganic & Biomolecular Chemistry, 2005