183947-01-5Relevant academic research and scientific papers
Synthesis of (E)-3-(2-Oxo-2-arylethylidene)indolin-2-ones through Alkyne Carbonyl Metathesis and Their Stereospecific Application towards Spiro-oxindolopyrrolizidine Scaffolds
Basu, Soumyadip,Mukhopadhyay, Chhanda
, p. 1496 - 1506 (2018)
An iron-salt catalyzed, atom economic, unfamiliar type of alkyne carbonyl metathesis strategy has been developed by using isatins and acetylenes for the regioselective synthesis of (E)-3-(2-oxo-2-arylethylidene)indolin-2-one derivatives, which has been further utilized to develop a catalyst-free methodology for the synthesis of biologically active spiro-oxindolopyrrolizidine scaffolds in a highly regio- and stereospecific manner by reacting with l-proline and aldehydes. Both methods are acceptable towards various functionalities that include electron-donating and electron-accepting groups at the ortho-, meta- and para-positions. This protocol provides an environmentally friendly reaction methodology for the synthesis of a series of (1′S,2′R,3′R,7a′R)-1′,3′,5′,6′,7′,7a′-hexahydrospiro[indoline-3,2′-pyrrolizin]-2-ones.
Highly efficient regioselective synthesis of pyrroles via a tandem enamine formation-Michael addition-cyclization sequence under catalyst- and solvent-free conditions
Vivekanand, Thavaraj,Vinoth, Perumal,Agieshkumar,Sampath, Natarajan,Sudalai, Arumugam,Menéndez, J. Carlos,Sridharan, Vellaisamy
supporting information, p. 3415 - 3423 (2015/06/25)
A convenient catalyst-free, three-component procedure was developed for the synthesis of tetrasubstituted pyrroles under solvent-free conditions and in green solvents glycerol, PEG-200 and water. A sequential enamine-formation, Michael addition and intram
Design and synthesis of marine natural product-based 1H-indole-2,3-dione scaffold as a new antifouling/antibacterial agent against fouling bacteria
Majik, Mahesh S.,Rodrigues, Cheryl,Mascarenhas, Stacey,D'Souza, Lisette
, p. 89 - 95 (2014/06/23)
Marine organisms such as seaweeds, sponges and corals protect their own surfaces from fouling by their high anesthetic, repellant, and settlement inhibition properties. Within the marine ecosystem, evolution has allowed for the development of certain antifouling properties. Isatin is a biologically active chemical produced by an Alteromonas sp. strain inhibiting the surface of embryos of the cardiean shrimp Palaemon macrodectylus, which protect them from the pathogenic fungus Lagenidium callinectes. In present study, an antibacterial activity of isatin and its synthetic analogues were evaluated against different fouling bacteria in order to explore the structure activity relationships for the first time. The synthesized compounds along with parent isatin were tested against different ecologically relevant marine microorganisms by using the Kirby-Bauer disc diffusion method. Few synthetically modified isatin exhibited potent inhibitory activity at concentration of 2 μg/disc against Planococcus donghaensis, Erythrobacter litoralis, Alivibrio salmonicida, Vibrio furnisii. Overall, the modified analogues showed stronger activity than the parent marine natural product (isatin) and hence 1H-indole-2,3-dione scaffold has immense potential as future antibacterial/antifouling candidate.
