117993-66-5Relevant academic research and scientific papers
1,5-dimethyl-6H-pyridazino[4,5-b]carbazole, a 3-aza bioisoster of the antitumor alkaloid olivacine.
Haider, Norbert,Sotelo, Eddy
, p. 1479 - 1483 (2007/10/03)
A series of b-fused carbazoles structurally related to pyrido[4,3-b]carbazole-type alkaloids was prepared, utilizing the Diels-Alder reaction of 1-methylpyrano[3,4-b]indol-3(9H)-one with electron-deficient acetylenic dienophiles as the key step. The title
New Potential DNA Intercalators of the Carbazole Series from Indole-2,3-quinodimethanes: Synthesis, Crystal Structure, and Molecular Modeling with a Watson-Crick Mini-Helix
Draeger, M.,Haber, M.,Erfanian-Abdoust, H.,Pindur, U.,Sattler, Kristin
, p. 559 - 576 (2007/10/02)
1-Alkylpyranoindol-3-ones 3 react via a Diels-Alder step with an aryne or N-phenylmaleimide to furnish the new annelated carbazoles 4-10 in a one-pot process.In an analogous procedure, the in situ generated N-benzoylindole-2,3-quinodimethane (13) reacted with quinones to furnish the dioxocarbazoles 14-16.Compounds 4-8 and 14-16 with a coplanar skeleton are members of a class of potential DNA intercalators, as has been shown for 5 and 8 by X-ray structural analysis.On the basis of the geometries determined by X-ray crystallography, the intercalative binding of these molecules with a Watson-Crick mini-helix was predicted by molecular modeling methods. Key words: annelated carbazoles; crystal structures; molecular modeling; DNA intercalators.
A ONE-POT ACCESS TO ANNELLATED CARBAZOLES AS POTENTIAL DNA INTERCALATORS VIA DIELS-ALDER REACTIONS WITH 1-ALKYLPYRANOINDOL-3-ONES
Pindur, Ulf,Haber, Manfred,Erfanian-Abdoust, Houshang
, p. 781 - 790 (2007/10/02)
1-Alkylpyranoindol-3-ones (3) react via a Diels-Alder process with arynes or N-phenylmaleimide to furnish annellated carbazoles (4-10) in a one-pot procedure.Compounds (4-8) with a coplanar framework belong to the class of potential DNA intercalators.
