1096446-01-3Relevant articles and documents
Towards novel 5-HT7 versus 5-HT1A receptor ligands among LCAPs with cyclic amino acid amide fragments: Design, synthesis, and antidepressant properties. Part II
Canale, Vittorio,Kurczab, Rafa?,Partyka, Anna,Sata?a, Grzegorz,Witek, Jagna,Jastrz?bska-Wi?sek, Magdalena,Paw?owski, Maciej,Bojarski, Andrzej J.,Weso?owska, Anna,Zajdel, Pawe?
supporting information, p. 202 - 211 (2015/03/18)
A 26-membered library of novel long-chain arylpiperazines, which contained primary and tertiary amides of cyclic amino acids (proline and 1,2,3,4-tetrahydroisoquinoline-3-carboxamide) in the terminal fragment was synthesized and biologically evaluated for binding affinity for 5-HT7 and 5-HT1A receptors. Docking studies confirmed advantages of Tic-amide over Pro-amide fragment for interaction with 5-HT7 receptors. Selected compounds 32 and 28, which behaved as 5-HT7Rs antagonist and 5-HT1A partial agonist, respectively, produced antidepressant-like effects in the forced swim test in mice after acute treatment in doses of 10 mg/kg (32) and 1.25 mg/kg (28). Compound 32 reduced immobility in a manner similar to the selective 5-HT7 antagonist SB-269970.
One-pot enantioselective synthesis of 3-nitro-2H-chromenes catalyzed by a simple 4-hydroxyprolinamide with 4-nitrophenol as cocatalyst
Yin, Guohui,Zhang, Richeng,Li, Lei,Tian, Jun,Chen, Ligong
, p. 5431 - 5438 (2013/09/02)
The asymmetric domino oxa-Michael-Henry reaction of salicylaldehyde derivatives with trans-β-nitro olefins catalyzed by a readily available trans-4-hydroxy-L-prolinamide with 4-nitrophenol as an effective cocatalyst is presented. The corresponding 3-nitro
Synthesis and unexpected oxidization of the tricyclic core of ugibohlin, isophakellin, and styloguanidine
Chang, Chia-Wei,Wu, Chi-Cheng,Chang, Yung-Yu,Lin, Chia-Chi,Chien, Tun-Cheng
, p. 10459 - 10468 (2013/11/06)
A series of 4-substituted 5,6,7,9-tetrahydropyrrolo[2,3-f]indolizin-9-ones, representing the tricyclic core skeleton of ugibohlin, isophakellin, and styloguanidine, were synthesized via an intramolecular Vilsmeier-Haack reaction. This reaction allows the chemoselective C-C bond formation between the pyrrole C3 and proline C5 of N-[(pyrrol-2-yl)carbonyl]prolinamides to construct the B-ring without the protection of the pyrrole nitrogen. Unexpected oxidizative property of the tricyclic core skeleton was observed, which could illuminate understanding of the biological formation of these marine secondary metabolites.
Amino acids and peptides. XVI. Synthesis of N-terminal tetrapeptide analogs of fibrin α-chain and their inhibitory effects on fibrinogen/thrombin clotting
Kawasaki,Hirase,Miyano,Tsuji,Iwamoto
, p. 3253 - 3260 (2007/10/02)
N-Terminal tetrapeptide analogs of fibrin α-chain were synthesized by the solution method using a new active ester, the ester of the oxime of p-nitroacetophenone, and by the solid-phase method. Their inhibitory effects on fibrinogen/thrombin clotting were examined. Of the synthetic peptides, amide analogs of Gly-Pro-Arg-Pro exhibited a more potent inhibitory effect.