4147-43-7Relevant articles and documents
Synthesis and biological evaluation of isomeric methoxy substitutions on anti-cancer indolyl-pyridinyl-propenones: Effects on potency and mode of activity
Trabbic, Christopher J.,George, Sage M.,Alexander, Evan M.,Du, Shengnan,Offenbacher, Jennifer M.,Crissman, Emily J.,Overmeyer, Jean H.,Maltese, William A.,Erhardt, Paul W.
, p. 79 - 91 (2016/07/06)
Certain indolyl-pyridinyl-propenone analogues kill glioblastoma cells that have become resistant to conventional therapeutic drugs. Some of these analogues induce a novel form of non-apoptotic cell death called methuosis, while others primarily cause micr
Indanediones-1,3 VIII. Hydroxy-2 indolyl-2 indanediones-1,3, (indolyl-3 methylene)-2 indanediones-1,3 et derives: recherche d'une activite anti-inflammatoire
Courant, Jacqueline,Leblois, Danielle,Tandon, Manju,Robert-Piessard, Sylvie,le Baut, Guillaume,et al.
, p. 145 - 154 (2007/10/02)
1,3-Indandiones VIII. 2-Hydroxy-2-indolyl-1,3-indandiones, 2-(indol-3-ylmethylene indandione and derivatives: search for anti-inflammatory activity.A series of 2-hydroxy-2-indolyl-1,3-indandiones, diversely substituted on the heterocycle were synthetized in order to study their anti-inflammatory activity.Catalytic hydrogenation gave 2,3-dihydroxy-1 indanones 6 and NaBH4 reduction of 3i led to the corresponding indanetriol 7i.Base-catalyzed isomerization of hydroxy-β-diketones 3 furnished 3-indololylcarbonyl phthalides 9.Only compound 3d exhibited a significant inhibition of mouse paw edema.Experimentation in the rat paw edema test confirmed the anti-inflammatory effect of 3d, but it was associated with an anti-coagulant activity. ω-Amino-alkylation of the indole nitrogen of 3d led to loss of anti-inflammatory activity.Introduction of a double bond between the indandione and indole nuclei, leading to 2-(indol-3-ylmethylene)-1,3 indandiones 12, proved ineffective in raising this activity. 2-hydroxy-2-indolyl-1,3-indandiones/ 2,3-dihydroxyindanones/ 1,2,3-indantriols/ 3-indolylcarbonyl-phthalides/ 2-(indol-3-ylmethylene)-1,3-indandiones/ anti-inflammatory activity/ anti-coagulant activity
Methods for Indole Alkaloid Synthesis: A Study of the Compatibility of the Indole-2,3-Quinodimethane Strategy for the Synthesis of 16-Methoxy-Substituted Aspidosperma-Type Alkaloids. Synthesis of (+)- and (-)-16-Methoxytabersonine
Cardwell, Kevin,Hewitt, Brian,Ladlow, Mark,Magnus, Philip
, p. 2242 - 2248 (2007/10/02)
4-Methoxy-2-nitroaniline (5) is converted into 1-carbomethoxy-6-methoxy-3-formyl-2-methylindole (10) in an overall yield of 28percent through five steps.The derived imine from 10 and 2-(phenylthio)ethylamine on treatment with acid chloride (+/-)-12 gave h
METHODS FOR INDOLE ALKALOID SYNTHESIS. COMPATIBILITY OF THE 16-METHOXY SUBSTITUENT WITH THE INDOLE-2,3-QUINODIMETHANE STRATEGY TO ASPIDOSPERMA-TYPE INDOLE ALKALOIDS
Cardwell, Kevin,Hewitt, Brian,Magnus, Philip
, p. 3303 - 3306 (2007/10/02)
The imin 8, on treatment with 10 gave 11, from which the derived sulfoxide 12 underwent intramolecular Pummerer cyclization to give 14.