- Structure-based design, synthesis and antidepressant-like activity of phenylthiazolyl-1H,2H,3H,4H-naphthalene derivatives
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In recent years, a bacterial homologue of SERT (LeuT) target protein was solved in complex with sertraline and offers promising pathway for the hit identification. Herein, we cover advanced computational methodology for hybrid class 1,2,3,4-tetrahydronaphalene and phenylthiazole derivatives using three two modules. First, these drug-like candidates were filtered by molecular properties from a training set of library. Second, compounds were prioritized according to previously optimized CDocker docking methodology. Finally, synthesized in silico actives were demonstrated enhanced antidepressant-like activity with reasonable non-toxicity using standard mice model (s).
- Uppal, Archana,Singh, Anita,Kothiyal, Preeti
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- Asymmetric Michael Additions. Regio-, Diastereo-, and Enantioselective Alkylations of the Enamines from β-Tetralones and (S)-2-(Methoxymethyl)pyrrolidine ("Prolinol Methyl Ether") by ω-Nitrostyrenes
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β-Tetralones with various substituents (CH3, NO2, OCH3, OCH2O, Cl) in 1-, 5-, 6-, 7-, and 8-position are added to ω-nitrostyrenes (2) through enamines (1) derived from (S)-2-(methoxymethyl)pyrrolidine.Hydrolysis of the primary adducts (3) yields (35 - 55percent) β-tetralones 4 alkylated in the 3-position.These are all > 90percent diastereomerically and 75 - 99percent optically pure (see u-4 and Table 1).From results of earlier investigations it is inferred, that the present reaction occurs with relative topicity lk, ul-1,4 (see 6), i.e. that the products 4 have (3S,1'R)-configuration.This is compatible with the 1H NMR and CD spectra of the isolated products of type 4.
- Blarer, Stefan J.,Seebach, Dieter
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p. 3086 - 3096
(2007/10/02)
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