ChemInform Abstract: CLAISEN REARRANGEMENT OF SOME 7‐CINNAMYLOXYBENZO‐α‐PYRONES

Ahluwalia, V. K.; Kumar, Devadoss Karthik; Gupta, Y. K.

doi:10.1002/chin.197852118

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“…Compounds 12 − 14 and 30 have been reported in ref . Compounds 34 , 35 , and 38 were synthesized according to published procedures with slight modifications; their analytical and spectral data were in agreement with those reported in the literature.…”

Section: Methodsmentioning

confidence: 99%

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Structural Insights into Monoamine Oxidase Inhibitory Potency and Selectivity of 7-Substituted Coumarins from Ligand- and Target-Based Approaches

et al. 2006

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A new series of 3-, 4-, 7-polysubstituted coumarins have been designed and evaluated for their monoamine oxidase A and monoamine oxidase B (MAO-A and MAO-B) inhibitory potency. Substituents at position 7 consisted of a bridge of different physicochemical nature linking a phenyl ring to the coumarin scaffold. Structure-affinity and structure-selectivity relationships, derived through CoMFA-GOLPE and docking studies, revealed the key physicochemical interactions responsible for the observed MAO-B and MAO-A inhibitory potency and suggested the main structural determinants for high selectivity toward one of the two enzymatic isoforms. The predictive power of our models was proved with the design of a new inhibitor demonstrating an outstanding MAO-B affinity (pIC50 = 8.29) and the highest MAO-B selectivity (DeltapIC50 = 3.39) within the entire series of ligands examined herein.

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Section: Methodsmentioning

confidence: 99%

“…d From ref . e From ref . f Truncated value estimated from the percent of inhibition at two different concentrations.…”

Section: Introductionmentioning

confidence: 99%

Structural Insights into Monoamine Oxidase Inhibitory Potency and Selectivity of 7-Substituted Coumarins from Ligand- and Target-Based Approaches

et al. 2006

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ChemInform Abstract: CLAISEN REARRANGEMENT OF SOME 7‐CINNAMYLOXYBENZO‐α‐PYRONES

Abstract: Umlagerungsreaktionen der Titelverbindungen a) (III), b) (Va) und c) (Vb) beim Erhitzen in Dimethylanilin führen zu den Produkten a) (I)+(II) bzw. (IV) + (II), b) (VIa) + (VII) bzw. c) (VIb).

Cited by 1 publication

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Structural Insights into Monoamine Oxidase Inhibitory Potency and Selectivity of 7-Substituted Coumarins from Ligand- and Target-Based Approaches

Structural Insights into Monoamine Oxidase Inhibitory Potency and Selectivity of 7-Substituted Coumarins from Ligand- and Target-Based Approaches

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