38445-42-0Relevant academic research and scientific papers
One-Pot Palladium-Catalyzed Synthesis of Benzo[ b ]carbazolediones
Do, Hoang Huy,Tran, Hung Quang,Ohlendorf, Lars,Ngo, Thang Ngoc,Dang, Tuan Thanh,Ehlers, Peter,Villinger, Alexander,Langer, Peter
supporting information, p. 2429 - 2433 (2015/10/19)
A palladium-catalyzed one-pot reaction for the synthesis of benzo[b]carbazolediones is described which proceeds by amination of 2,3-dibromonaphthoquinone, Suzuki cross-coupling with (2-bromophenyl)boronic acid, and subsequent intramolecular C-N Buchwald-H
Diversity-Oriented Synthesis of Calothrixins and Ellipticines
Dethe, Dattatraya H.,Murhade, Ganesh M.
, p. 6953 - 6962 (2016/02/19)
The divergent synthesis of calothrixins and ellipticines has been accomplished by utilising the one-pot formation of o-diacylarenes as a key intermediate through rearrangement of o-hydroxy ketone monoacyl hydrazones by lead tetraacetate mediated oxidation. The divergent synthesis of calothrixins and ellipticines has been accomplished by utilising the one-pot formation of o-diacylarenes as a key intermediate through rearrangement of o-hydroxy ketone monoacyl hydrazones by lead tetraacetate mediated oxidation.
Synthesis, antitumour activity and structure-activity relationships of 5H-benzo[b]carbazoles
Asche, Christian,Frank, Walter,Albert, Antje,Kucklaender, Uwe
, p. 819 - 837 (2007/10/03)
A series of novel 5H-benzo[b]carbazoles related to the ellipticines was obtained from the reactions of p-benzoquinones with 2-aminomethylene-1- indanones. Most of the compounds were evaluated for their antitumour activity in the National Cancer Institute's in vitro human tumour cell line screening panel. Among them, particularly derivative 15c bearing a p-quinone methide moiety in ring C of the heterocycle was found to show in vitro activity comparable to clinically well established anticancer agents such as amsacrine or mitomycin C. Compounds 9d, 9e and 12k showed increased potency to distinct cell lines like the leukemia or melanoma subpanel of cell lines. Based on the test results, structure-activity relationships for this series of compounds were developed. For instance, it was found that a quinonoid substructure in ring C leads to a noticeable increase in activity. The same observation was made for a 2-hydroxyl substituent at the ring system. 2-Acetoxy and 2-methoxy derivatives as well as 2-unsubstituted 5H-benzo[b]carbazoles either had a decreased potency or were found to be inactive. A COMPARE analysis with some of these compounds showed poor or no correlation with anticancer drugs of the NCI's standard agents database indicating a novel mechanism of action. Additionally, UV-vis titrations in the series of 5H-benzo[b]carbazoles indicated interactions with calf thymus DNA only for the highly active quinone methide 15c.
