111687-77-5Relevant articles and documents
Enhancing the Yield and Diastereoselectivity of the Pictet-Spengler Reaction: A Highly Efficient Route to Cis-1,3-Disubstituted Tetrahydro-β-Carbolines
Balley, Patrick D.,Moore, Madeleine H.,Morgan, Keith M.,Smith, David I.,Vernon, John M.
, p. 3587 - 3588 (1994)
Under conditions of kinetic control, the cis-diastereoselectivity of the Pictet-Spengler reaction between tryptophan esters and aldehydes can be controlled by varying the size of the ester group; the reaction proceeds in essentially quantitative yield wit
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.
Exploration of TRPM8 Binding Sites by β-Carboline-Based Antagonists and Their in Vitro Characterization and in Vivo Analgesic Activities
Bertamino, Alessia,Ostacolo, Carmine,Medina, Alicia,Di Sarno, Veronica,Lauro, Gianluigi,Ciaglia, Tania,Vestuto, Vincenzo,Pepe, Giacomo,Basilicata, Manuela Giovanna,Musella, Simona,Smaldone, Gerardina,Cristiano, Claudia,Gonzalez-Rodriguez, Sara,Fernandez-Carvajal, Asia,Bifulco, Giuseppe,Campiglia, Pietro,Gomez-Monterrey, Isabel,Russo, Roberto
, p. 9672 - 9694 (2020/10/19)
Transient receptor potential melastatin 8 (TRPM8) ion channel represents a valuable pharmacological option for several therapeutic areas. Here, a series of conformationally restricted derivatives of the previously described TRPM8 antagonist N,N′-dibenzyl
