38940-60-2Relevant academic research and scientific papers
Discovery and preliminary mechanism of 1-carbamoyl β-carbolines as new antifungal candidates
Sheng, Tao,Kong, Mengmeng,Wang, Yujie,Wu, HuiJun,Gu, Qin,Chuang, Anita Shyying,Li, Shengkun,Gao, Xuewen
, (2021/06/21)
Natural β-carboline alkaloids are ideal models for the discovery of pharmaceutically important entities. Various 1-substituted β-carbolines were synthesized from commercially inexpensive tryptophan and demonstrated significant in vitro antifungal activity against G. graminis. Significantly, compound 4m (EC50 = 0.45 μM) with carboxamide at 1-position displayed the best efficacy and nearly 20 folds enhancement in antifungal potential compared to Silthiopham (EC50 = 8.95 μM). Moreover, compounds 6, 7, and 4i exhibited excellent in vitro antifungal activities and in vivo protective and curative activities against B. cinerea and F. graminearum. Preliminary mechanism studies revealed that compound 4m caused reactive oxygen species accumulation, cell membrane destruction, and deregulation of histone acetylation. These findings indicated that 1-carbamoyl β-carboline can be selected as a promising model for the discovery of novel and broad-spectrum fungicide candidates.
Design, synthesis and biological evaluation of β-carboline derivatives as novel inhibitors targeting B-Raf kinase
Xin, Botao,Tang, Weifang,Wang, Yue,Lin, Guowu,Liu, Haichun,Jiao, Yu,Zhu, Yong,Yuan, Haoliang,Chen, Yadong,Lu, Tao
, p. 4783 - 4786 (2012/08/13)
β-Carboline family of compounds is a large group of alkaloids widely distributed in nature and exhibits broad-spectrum anti-tumor activities. We designed and synthesized two series of novel 1-carboxamide- and 6-sulfonamide-substituted β-carboline derivatives 7a-p and 12a-b, and their wild type B-Raf kinase inhibitory activities were described. Most compounds showed moderate to excellent inhibitory activities. Among them, 1-carboxamide-6-(N-(3-(dimethylamino)propyl)-sulfamoyl)-β-carboline, 7e exhibited potent activity (IC50 = 1.62 μM), showing the potential for further investigation as a lead compound.
Synthesis and structure of the β-carboline derivatives and their binding intensity with cyclin-dependent kinase 2
Wang, Yue,Jin, Qiaomei,Lin, Guowu,Yang, Taotao,Wang, Zhanwei,Lu, Yi,Tang, Yimin,Liu, Lifang,Lu, Tao
, p. 435 - 441 (2012/05/04)
Series of 3-substituted of 6-aminosulfonyl-β-carbolines were designed and synthesized. In addition, the binding mode of these β-carboline derivatives with cyclin-dependent kinase 2 (CDK2) was studied by means of fluorescence measurements and molecular doc
A facile synthesis of 1-substituted βcarboline derivatives via minisci-reaction
Lin, Guowu,Wang, Yue,Zhou, Qingfa,Tang, Weifang,Wang, Jian,Lu, Tao
experimental part, p. 3541 - 3550 (2011/09/16)
A mild and efficient one-pot reaction for the synthesis of 1-substituted βcarboline derivatives via the Minisci reaction has been developed with good yields and selectivity. In addition, the mechanism of the 1-substituted βcarboline derivatives by means of the nucleophilic radical is described.
Unexpected ipso-Substitutions at the β-Carboline Nucleus
Kast, Oliver,Bracher, Franz
, p. 3843 - 3850 (2007/10/03)
Minisci-type radical carbamoylation of 1-bromo-β-carboline (1) gives the 3-substituted product in low yield, whereas 1-acetyl-β-carboline (3a) reacts under ipso-substitution of the acetyl group. Cyanations of the N-oxides of 1 and 3a occur under clean ipso-substitution of the groups in 1-position. 1-Methyl derivatives show no tendency to react under ipso-substitution.
In vivo potent antifilarial ss-carbolines
Agarwal, Alka,Agarwal, Shiv K.,Singh, Som Nath,Fatma, Nigar,Chatterjee
, p. 225 - 228 (2007/10/03)
1-Methoxycarbonyl/carboxamido/cyano-9H-pyrido (3, 4-b) indoles have been found to exhibit interesting in vivo filaricidal activity against Litomosoides carinii and Acanthocheilonema viteae in rodents. Copyright
Studies on the Constituents of Ailanthus altissima SWINGLE. III. The Alkaloidal Constituents
Ohmoto, Taichi,Koike, Kazuo
, p. 170 - 173 (2007/10/02)
Two New alkaloids, 1-(1-hydroxy-2-methoxy)ethyl-4-methoxy-β-carboline (IV) and 5-hydroxymethylcanthin-6-one (V), have been isolated from the root bark of Ailanthus altissima SWINGLE (Simaroubaceae) together with three known alkaloids, β-carboline-1-propionic acid (I), 1-carbamoyl-β-carboline (II), and 1-carbomethoxy-β-carboline (III).The structures were elucidated on the basis of spectral and chemical evidence.Keywords-Ailanthus altissima; Simaroubaceae; β-carboline alkaloid; canthinone alkaloid; 1-(1-hydroxy-2-methoxy)ethyl-4-methoxy-β-carboline; 5-hydroxymethylcanthin-6-one
Reissert Compound Studies. XLII. Synthesis and Reactions of the 3,4-Dihydro-β-carboline Reissert Compound and Observations on α, β, and γ-Carbolines
Veeraraghavan, Seshardi,Popp, Frank D.
, p. 909 - 915 (2007/10/02)
3,4-Dihydro-β-carboline and benzo-γ-carboline yielded Reissert compounds.The 3,4-dihydro-β-carboline Reissert compound, through its acid- and base-promoted reactions, was found to be a very useful intermediate in the synthesis of several β-carboline de
