Synthesis and biological evaluation of new spirooxindoles with embedded pharmacophores

Sadasivam Mathusalini; Thangaraj Arasakumar; Krishnasamy Lakshmi; Chia Her Lin; Palathurai Subramaniam Mohan; Madhusudhanan Gogul Ramnath; Ramaraj Thirugnanasampandan

doi:10.1039/c6nj00534a

Synthesis and biological evaluation of new spirooxindoles with embedded pharmacophores

Sadasivam Mathusalini
, Thangaraj Arasakumar
, Krishnasamy Lakshmi
, Chia Her Lin
, Palathurai Subramaniam Mohan^*
, Madhusudhanan Gogul Ramnath
, Ramaraj Thirugnanasampandan

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

52 Citations (Scopus)

Abstract

A regioselective synthesis of new mono and bisoxindoles containing bis spiro heterocyclic hybrids has been envisaged via 1,3-dipolar cycloaddition of azomethine ylides with the dipolarophile (E)-3-((2-methoxyquinolin-3-yl)methylene)indolin-2-one, obtained through the base catalyzed condensation of indolin-2-one with substituted 2-methoxyquinoline-3-carbaldehyde. The regiochemistry and stereochemistry of the synthesized products were characterized by 1D and 2D NMR techniques and single crystal X-ray diffraction studies. Many of the compounds were found to show in vitro antioxidant, antidiabetic and acetylcholinesterase inhibitory activities.

Original language	English
Pages (from-to)	5164-5169
Number of pages	6
Journal	New Journal of Chemistry
Volume	40
Issue number	6
DOIs	https://doi.org/10.1039/c6nj00534a
Publication status	Published - 2016
Externally published	Yes

ASJC Scopus subject areas

Catalysis
General Chemistry
Materials Chemistry

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Cite this

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title = "Synthesis and biological evaluation of new spirooxindoles with embedded pharmacophores",

abstract = "A regioselective synthesis of new mono and bisoxindoles containing bis spiro heterocyclic hybrids has been envisaged via 1,3-dipolar cycloaddition of azomethine ylides with the dipolarophile (E)-3-((2-methoxyquinolin-3-yl)methylene)indolin-2-one, obtained through the base catalyzed condensation of indolin-2-one with substituted 2-methoxyquinoline-3-carbaldehyde. The regiochemistry and stereochemistry of the synthesized products were characterized by 1D and 2D NMR techniques and single crystal X-ray diffraction studies. Many of the compounds were found to show in vitro antioxidant, antidiabetic and acetylcholinesterase inhibitory activities.",

author = "Sadasivam Mathusalini and Thangaraj Arasakumar and Krishnasamy Lakshmi and Lin, \{Chia Her\} and Mohan, \{Palathurai Subramaniam\} and Ramnath, \{Madhusudhanan Gogul\} and Ramaraj Thirugnanasampandan",

note = "Publisher Copyright: {\textcopyright} The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2016.",

year = "2016",

doi = "10.1039/c6nj00534a",

language = "English",

volume = "40",

pages = "5164--5169",

journal = "New Journal of Chemistry",

issn = "1144-0546",

publisher = "Royal Society of Chemistry",

number = "6",

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TY - JOUR

T1 - Synthesis and biological evaluation of new spirooxindoles with embedded pharmacophores

AU - Mathusalini, Sadasivam

AU - Arasakumar, Thangaraj

AU - Lakshmi, Krishnasamy

AU - Lin, Chia Her

AU - Mohan, Palathurai Subramaniam

AU - Ramnath, Madhusudhanan Gogul

AU - Thirugnanasampandan, Ramaraj

PY - 2016

Y1 - 2016

N2 - A regioselective synthesis of new mono and bisoxindoles containing bis spiro heterocyclic hybrids has been envisaged via 1,3-dipolar cycloaddition of azomethine ylides with the dipolarophile (E)-3-((2-methoxyquinolin-3-yl)methylene)indolin-2-one, obtained through the base catalyzed condensation of indolin-2-one with substituted 2-methoxyquinoline-3-carbaldehyde. The regiochemistry and stereochemistry of the synthesized products were characterized by 1D and 2D NMR techniques and single crystal X-ray diffraction studies. Many of the compounds were found to show in vitro antioxidant, antidiabetic and acetylcholinesterase inhibitory activities.

AB - A regioselective synthesis of new mono and bisoxindoles containing bis spiro heterocyclic hybrids has been envisaged via 1,3-dipolar cycloaddition of azomethine ylides with the dipolarophile (E)-3-((2-methoxyquinolin-3-yl)methylene)indolin-2-one, obtained through the base catalyzed condensation of indolin-2-one with substituted 2-methoxyquinoline-3-carbaldehyde. The regiochemistry and stereochemistry of the synthesized products were characterized by 1D and 2D NMR techniques and single crystal X-ray diffraction studies. Many of the compounds were found to show in vitro antioxidant, antidiabetic and acetylcholinesterase inhibitory activities.

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UR - https://www.scopus.com/pages/publications/84974566686#tab=citedBy

U2 - 10.1039/c6nj00534a

DO - 10.1039/c6nj00534a

M3 - Article

AN - SCOPUS:84974566686

SN - 1144-0546

VL - 40

SP - 5164

EP - 5169

JO - New Journal of Chemistry

JF - New Journal of Chemistry

IS - 6

ER -

Synthesis and biological evaluation of new spirooxindoles with embedded pharmacophores

Abstract

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