Synthesis and screening for acetylcholinesterase inhibitor activity of some novel 2-butyl-1,3-diaza-spiro[4,4]non-1-en-4-ones

Derivatives of irbesartan key intermediate

C. V. Kavitha, S. L. Gaonkar, J. N. Narendra Sharath Chandra, C. T. Sadashiva, K. S. Rangappa

Research output: Contribution to journalArticle

16 Citations (Scopus)

Abstract

The association of bioactive nucleus with other pharmacological agents is hoped to improve the efficacy of the treatment by combining the effects of different pharmacological mechanisms of action. Keeping this in view, a series of 2-butyl-1,3-diaza-spiro[4,4]non-1-en-4-one derivatives have been synthesized by interaction of 2-butyl-1,3-diaza-spiro[4,4]non-1-en-4-one with different bioactive aralkyl halides in presence of powdered potassium carbonate by two different methods viz., conventional and microwave irradiation. The yields under conventional and microwave irradiation methods were in the range of 60-65% and 80-90%, respectively. The structure elucidation of the new compounds has been carried out with the help of elemental analysis and spectral data. All the synthesized compounds have been screened for their efficacy as acetylcholinesterase (AChE) inhibitor. AChE inhibitory activity study was carried out by using Ellman colorimetric assay with neostigmine as a reference standard against targets from different species, such as pure electric eel AChE, human serum AChE, and rat brain AChE. Among the compounds synthesized, compounds 5a, 5b, 5j showed good inhibition against AChE.

Original languageEnglish
Pages (from-to)7391-7398
Number of pages8
JournalBioorganic and Medicinal Chemistry
Volume15
Issue number23
DOIs
Publication statusPublished - 01-12-2007

Fingerprint

irbesartan
Cholinesterase Inhibitors
Acetylcholinesterase
Screening
Derivatives
Microwave irradiation
Microwaves
Molecular Mechanisms of Pharmacological Action
Electrophorus
Neostigmine
Assays
Brain
Association reactions
Pharmacology
Serum
Chemical analysis

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Molecular Biology
  • Organic Chemistry
  • Drug Discovery
  • Pharmaceutical Science

Cite this

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abstract = "The association of bioactive nucleus with other pharmacological agents is hoped to improve the efficacy of the treatment by combining the effects of different pharmacological mechanisms of action. Keeping this in view, a series of 2-butyl-1,3-diaza-spiro[4,4]non-1-en-4-one derivatives have been synthesized by interaction of 2-butyl-1,3-diaza-spiro[4,4]non-1-en-4-one with different bioactive aralkyl halides in presence of powdered potassium carbonate by two different methods viz., conventional and microwave irradiation. The yields under conventional and microwave irradiation methods were in the range of 60-65{\%} and 80-90{\%}, respectively. The structure elucidation of the new compounds has been carried out with the help of elemental analysis and spectral data. All the synthesized compounds have been screened for their efficacy as acetylcholinesterase (AChE) inhibitor. AChE inhibitory activity study was carried out by using Ellman colorimetric assay with neostigmine as a reference standard against targets from different species, such as pure electric eel AChE, human serum AChE, and rat brain AChE. Among the compounds synthesized, compounds 5a, 5b, 5j showed good inhibition against AChE.",
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Synthesis and screening for acetylcholinesterase inhibitor activity of some novel 2-butyl-1,3-diaza-spiro[4,4]non-1-en-4-ones : Derivatives of irbesartan key intermediate. / Kavitha, C. V.; Gaonkar, S. L.; Narendra Sharath Chandra, J. N.; Sadashiva, C. T.; Rangappa, K. S.

In: Bioorganic and Medicinal Chemistry, Vol. 15, No. 23, 01.12.2007, p. 7391-7398.

Research output: Contribution to journalArticle

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AU - Kavitha, C. V.

AU - Gaonkar, S. L.

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AU - Rangappa, K. S.

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