2010
DOI: 10.1007/s00044-010-9534-8
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Synthesis and calcium channel antagonist activity of novel 1,4-dihydropyridine derivatives possessing 4-pyrone moieties

Abstract: New 1,4-dihydropyridine derivatives were synthesized by introducing 4-pyrone ring systems at the 4-position of the dihydropyridine nucleus. These compounds were obtained according to Hantzsch reaction. 4-Pyrone carbaldehydes: 4-(4-oxo-6-phenyl-4H-pyran-2-yl)-benzaldehyde 4a, 4-(6-methyl-4-oxo-4H-pyran-2-yl)benzaldehyde 4b, 4-oxo-6-phenyl-4H-pyran-2-carbaldehyde 7a, and 6-methyl-4-oxo-4H-pyran-2-carbaldehyde 7b were synthesized and used in these reactions. Then, the calcium channel blocking activity of some of … Show more

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Cited by 16 publications
(3 citation statements)
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“…The potential of 1,4-dihydropyridine (1,4-DHP) compounds as BACE1 inhibitors was previously highlighted by the Miri research lab. Building on this, they conducted further investigations involving molecular modeling, synthesis, and in vitro BACE1 inhibitory activities of novel derivatives of 2,6-dimethyl-3,5-bis- N -(aryl) carbamoyl-4-aryl-(aryl/heteroaryl)-1,4-dihydropyridine, referred to as PDB (Figure ). To validate the docking procedure, ten PDB-derived BACE1 structures were utilized.…”
Section: Computer-aided Drug Design (Cadd) Approachesmentioning
confidence: 99%
“…The potential of 1,4-dihydropyridine (1,4-DHP) compounds as BACE1 inhibitors was previously highlighted by the Miri research lab. Building on this, they conducted further investigations involving molecular modeling, synthesis, and in vitro BACE1 inhibitory activities of novel derivatives of 2,6-dimethyl-3,5-bis- N -(aryl) carbamoyl-4-aryl-(aryl/heteroaryl)-1,4-dihydropyridine, referred to as PDB (Figure ). To validate the docking procedure, ten PDB-derived BACE1 structures were utilized.…”
Section: Computer-aided Drug Design (Cadd) Approachesmentioning
confidence: 99%
“…In continuation of our works on the synthesis of heterocyclic compounds [26][27][28], we have recently synthesized a new series of hybrid molecules containing 4H-pyran-4-one coupled to 1,2,3-triazole by the reaction of 2-(4-azidomethylphenyl)-6-phenyl-4H-pyran-4-one with various alkynes in toluene or acetonitrile in moderate to good yields [29]. In this report, we present an efficient, green, and safe method for the construction of 1,2,3-triazoles containing 4H-pyran-4-one moiety in water as a green solvent.…”
Section: Introductionmentioning
confidence: 99%
“…[22] The pyran-based compounds are an important group of heterocycles that are famous because of their biological and pharmacological properties such as anticancer, antituberculosis, anti-HIV, antimicrobial, antiviral, antiproliferative, calcium channel antagonist activity, and antioxidant. [23][24][25][26][27][28][29][30][31] In addition, these derivatives are suitable drugs for the treatment of disorders like Alzheimer's, myoclonus, and schizophrenia. [32] In literature, various catalytic systems including MCM-41-SO 3 H, [33] Et 3 N in the ionic liquid [bmim]BF 4 , [34] β-CD, [35] (SB-DBU)Cl, [36] Fe 3 O 4 @SiO 2 -IL-Fc, [37] Si-Mg-FA, [38] and SiO 2 @Imid-Cl@Fc [39] have been reported for pyran derivatives synthesis.…”
Section: Introductionmentioning
confidence: 99%