(<i>E</i>)-5-Benzyl-7-(3,4-dimethoxybenzylidene)-3-(3,4-dimethoxyphenyl)-2-phenyl-3,3a,4,5,6,7-hexahydro-2<i>H</i>-pyrazolo[4,3<i>c</i>] Pyridine

(<i>E</i>)-5-Benzyl-7-(3,4-dimethoxybenzylidene)-3-(3,4-dimethoxyphenyl)-2-phenyl-3,3a,4,5,6,7-hexahydro-2<i>H</i>-pyrazolo[4,3<i>c</i>] Pyridine

A new pyrazolo-pyridine analogue (title compound) was synthesized in two steps. The first stage was synthesis of monoketone curcumin analogue through Claisen–Schmidt reaction. The second stage was synthesis of the title compound through intermolecular cyclization under reflux condition. The structur...

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Bibliographic Details
Main Authors: Enda Mora, Adel Zamri, Hilwan Y. Teruna, Neni Frimayanti, Ihsan Ikhtiarudin, Noval Herfindo, Elsa Natia Rindiana
Format: Article
Language:English
Published: MDPI AG 2021-07-01
Series:Molbank
Subjects:
monoketone curcumin analogue
pyrazolo-pyridine analogue
Claisen-Schmidt condensation
intermolecular cyclization
DPPH assay
antioxidant
Online Access:https://www.mdpi.com/1422-8599/2021/3/M1240
Description
Summary:A new pyrazolo-pyridine analogue (title compound) was synthesized in two steps. The first stage was synthesis of monoketone curcumin analogue through Claisen–Schmidt reaction. The second stage was synthesis of the title compound through intermolecular cyclization under reflux condition. The structure of the title compound has been confirmed by spectroscopic analysis including UV, FT-IR, HRMS, 1D NMR (<sup>1</sup>H-NMR, <sup>13</sup>C-NMR, 1D-TOCSY), and 2D NMR (COSY, HSQC, HMBC). Based on the DPPH assay, the compound has moderate antioxidant activity, with an IC<sub>50</sub> value of 194.06 ± 7.88 µg/mL (0.337 mM).
ISSN:1422-8599

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