887682-38-4Relevant academic research and scientific papers
Synthesis of N -Aryl-4-arylhexahydroquinoline Derivatives by Reaction of Cyclic Enaminones with Arylidenemalononitriles in DMSO
Han, Wei,Inoue, Chika,Onizawa, Tsunaki,Oriyama, Takeshi
, p. 1495 - 1502 (2020/12/23)
The reaction of cyclic enaminones with arylidenemalono nitriles was carried out in the presence of 13X molecular sieves in dimethyl sulfoxide. Under these mild reaction conditions, various bioactive N -aryl-4-arylhexahydroquinoline derivatives were obtain
Synthesis and Biological Activity of Substituted Spiro[chromene-4,3′-indoles] and Spiro[indole-3,4′-quinolines]
Pogosyan,Pogosyan,Aleksanyan,Safaryan,Arakelyan
, p. 1860 - 1863 (2019/03/26)
New substituted spiro[chromene-4,3′-indoles] and spiro[indole-3,4′-quinolines] have been synthesized in 35–65% yields by one-pot regioselective three-component condensation of N-substituted isatins with two active methylene compounds.
Cytotoxic and antimicrobial evaluations of novel apoptotic and anti-angiogenic spiro cyclic 2-oxindole derivatives of 2-amino-tetrahydroquinolin-5-one
Ghozlan, Said A. S.,Mohamed, Magda F.,Ahmed, Ahmed G.,Shouman, Samia A.,Attia, Yasmin M.,Abdelhamid, Ismail A.
, p. 113 - 124 (2015/02/19)
A novel series of cyclic 2-oxindole derivatives incorporating 2-amino-tetrahydroquinolin-5-one were prepared. The structures of the prepared compounds were elucidated using different spectral tools. The regio-orientation of the reaction products was elucidated through NOE difference experiments and through using substituents on the ortho position to affect further cyclization. Antitumor and antimicrobial evaluations were performed on the prepared compounds. Most of these compounds exhibited high to moderate antimicrobial activity. With respect to the antitumor activity, the compounds showed more potent cytotoxic effect only toward the human breast cancer cell line MCF-7. Also, we found that derivatives containing an ester group (8c, 11b, 14b, and 15b) are more active than those containing a cyanide group (8a, 11a, 14a, and 15a). Moreover, compounds 15b and 8b are the most active derivatives in this group. These two compounds showed apoptotic inhibition of the proliferation of human breast adenocarcinoma MCF-7 cells through DNA fragmentation, induction of the tumor suppressor protein p53, induction of caspase-9, and finally the inhibition of angiogenesis by decreasing vascular endothelial growth factor expression and secretion.
Efficient one-pot synthesis of spirooxindole derivatives bearing hexahydroquinolines using multicomponent reactions catalyzed by ethylenediamine diacetate
Kang, Sorang,Lee, Yongrok
, p. 2593 - 2599 (2013/09/24)
A simple and efficient one-pot synthesis of biologically interesting spirooxindole derivatives bearing hexahydroquinoline skeleton was accomplished by EDDA-catalyzed, three-component reactions between isatins, malononitrile, and enaminones in good yields. The value of this methodology lies in its inexpensive and nontoxic organocatalyst, mild reaction conditions, and ease of handling.
Microwave-assisted synthesis of new spiro[indoline-3,4'-quinoline] derivatives via a one-pot multicomponent reaction
Zhu, Song-Lei,Zhao, Kai,Su, Xiao-Ming,Ji, Shun-Jun
experimental part, p. 1355 - 1366 (2009/10/09)
A simple and efficient synthesis of spiro[indoline-3,4'-quinoline] derivatives by a one-pot reaction of isatin, malononitrile, and enaminone under microwave irradiation was investigated. This protocol has the advantages of short reaction time, high yields
