Kong, Lingkai; Tian, Wenyue; Liu, Zhiyan; Xu, Ting; Wen, Haoyue; Chen, Zihan; Gao, Jin; Bai, Li-Ping published the artcile< TfOH-Catalyzed Cascade C-H/N-H Chemo-/Regioselective Annulation of Indole-2-carboxamides with Benzoquinones for the Construction of Anticancer Tetracyclic Indolo[2,3-c]quinolinones>, Reference of 399-76-8, the main research area is indoloquinolinone preparation antitumor human; indole carboxamide benzoquinone cyclization trifluoromethanesulfonic acid.
An efficient TfOH-catalyzed cascade C-H/N-H annulation of indole-2-carboxamides with benzoquinones has been developed for the synthesis of tetracyclic indolo[2,3-c]quinolinones. This reaction exhibits excellent chemo-/regioselectivity, achieving functionalization of the C-3 of indole and N-H of the amide moiety to form the new C-C and C-N bonds. Various expected products were synthesized from readily available starting materials in good to high yields with a wide substrate scope and good functional group tolerance. Among all synthetic products, I showed the most potent cytotoxicity toward the 4T1 cancer cell line with an IC50 value of 0.62 +/- 0.05μM. In vivo study demonstrated that I remarkably suppressed 4T1 xenograft tumor growth without body weight loss.
Journal of Organic Chemistry published new progress about Antitumor agents. 399-76-8 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Reference of 399-76-8.
Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles