108306-77-0Relevant academic research and scientific papers
Synthesis, cytotoxicity, DNA interaction and topoisomerase II inhibition properties of tetrahydropyrrolo[3,4-a]carbazole-1,3-dione and tetrahydropyrido-[3,2-b]pyrrolo[3,4-g]indole-1,3-dione derivatives
Joseph, Benot,Facompré, Micha?l,Da Costa, Hervé,Routier, Sylvain,Mérour, Jean-Yves,Colson, Pierre,Houssier, Claude,Bailly, Christian
, p. 1533 - 1541 (2001)
Three tetrahydropyrrolo[3,4-a]carbazole-1,3-diones (6-8) and two tetrahydropyrido[3,2-b]pyrrolo[3,4-g]indole-1,3-diones (11-12) have been synthesized. Their interaction with DNA was probed by absorption and thermal melting studies. Compounds 8 and 12 both equipped with a hydroxyethyl-aminoethyl side-chain demonstrated higher affinities for poly(dA-dT)2 than compounds 6, 7 and 11 bearing a dimethylaminoethyl side-chain Circular and electric linear dichroism measurements showed that all five drugs behave as typical DNA intercalating agents. A plasmid cleavage assay was used to evaluate the capacity of the drugs to inhbit human topoisomerase II. Compounds 8 and 12 which bind strongly to DNA were found to stabilize DNA-topoisomerase II covalent complexes but their topoisomerase II inhibitory properties do not correlate with their cytotoxic potential. Compounds 6 and 7 are essentially inactive whereas compounds 8, 11 and 12 exhibit a high toxicity to P388 murine leukemia cells and provoke a marked accumulation in the G2/M phase of the cell cycle. These compounds form a new class of DNA-targeted antitumor agents. Copyright
Diels-Alder Reactions of 2'-Substituted 3-Vinyl-1H-indoles to New Annellated Indole and Carbazole Derivatives
Pfeuffer, Ludwig,Pindur, Ulf
, p. 1419 - 1428 (1987)
New regio- and stereoselective cycloadditions between 2'-substituted 3-vinyl-1H-indoles and the dienophiles N-phenylmaleimide, dimethyl acetylendicarboxylate, and methyl acrylate are reported.Products include some new carbazole derivatives and Michael add
Synthesis and -Cycloadditions of N-Phenylsulfonyl-3-vinylindole
Saroja, B.,Srinivasan, P. C.
, p. 748 - 749 (2007/10/02)
1-Phenylsulfonyl-3-vinylindole can be prepared in good yield from the 3-ethyl derivative by a two-step bromination dehydrobromination sequence.As a 1,3-diene it undergoes -cycloadditions with N-phenylmaleimide, p-benzoquinone, and dialkyl acetylenedicarboxylates to give derivatives of the 1,2,3,3a,4,5,10,10b-octahydropyrrolocarbazole, 1,4,4a,5,6,11b-hexahydro-11H-benzocarbazole, and carbazole ring systems, respectively.
