Microwave Mediated Organic Reaction: A Convenient Approach for Rapid and Efficient Synthesis of Biologically Active Substituted 1,3-Dihydro-2H-indol-2-one Derivatives

A simple and efficient method has been developed for the synthesis of 1,3-dihydro-2H-indol-2-one derivatives using microwave irradiation technique. By taking advantage of the efficient source of energy of microwave, compound libraries for lead generation and optimization can be assembled in a fracti...

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Main Authors: Jnyanaranjan Panda, Biswa Mohan Sahoo, Nikunja Kishor Mishra, Sai Krushna Padhi, Jitendriya Mishra
Format: Article
Language:English
Published: Hindawi Limited 2013-01-01
Series:Journal of Nanomaterials
Online Access:http://dx.doi.org/10.1155/2013/272598
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spelling doaj-6e29332e178340c79c75816a3dd7ac302020-11-24T20:51:32ZengHindawi LimitedJournal of Nanomaterials1687-41101687-41292013-01-01201310.1155/2013/272598272598Microwave Mediated Organic Reaction: A Convenient Approach for Rapid and Efficient Synthesis of Biologically Active Substituted 1,3-Dihydro-2H-indol-2-one DerivativesJnyanaranjan Panda0Biswa Mohan Sahoo1Nikunja Kishor Mishra2Sai Krushna Padhi3Jitendriya Mishra4Department of Pharmaceutical Chemistry, Roland Institute of Pharmaceutical Sciences, Berhampur, Odisha 760010, IndiaDepartment of Pharmaceutical Chemistry, Roland Institute of Pharmaceutical Sciences, Berhampur, Odisha 760010, IndiaDepartment of Pharmaceutical Chemistry, Roland Institute of Pharmaceutical Sciences, Berhampur, Odisha 760010, IndiaDepartment of Pharmaceutical Chemistry, Roland Institute of Pharmaceutical Sciences, Berhampur, Odisha 760010, IndiaUniversity Institute of Pharmaceutical Sciences, UGC Centre of Advanced Study (CAS), Panjab University, Chandigarh 160014, IndiaA simple and efficient method has been developed for the synthesis of 1,3-dihydro-2H-indol-2-one derivatives using microwave irradiation technique. By taking advantage of the efficient source of energy of microwave, compound libraries for lead generation and optimization can be assembled in a fraction of time. In the present work, first the Schiff’s bases are synthesized by reaction of isatin with substituted anilines in the presence of acetic acid under microwave heating. Then the condensation of Schiff bases with different secondary amines in the presence of formaldehyde produces Mannich bases. The newly synthesized Mannich bases were characterized by means of spectral data and then evaluated for anthelmintic activity against Pheretima posthuma (Indian earthworm) and compared with standard albendazole. The compounds were evaluated at the concentrations of 10, 20, and 50 mg/mL. The effect of the standard drug albendazole at 10 mg/mL was also evaluated. The results of the present study indicate that some of the test compounds significantly demonstrated paralysis and also caused death of worms in a dose-dependent manner.http://dx.doi.org/10.1155/2013/272598
collection DOAJ
language English
format Article
sources DOAJ
author Jnyanaranjan Panda
Biswa Mohan Sahoo
Nikunja Kishor Mishra
Sai Krushna Padhi
Jitendriya Mishra
spellingShingle Jnyanaranjan Panda
Biswa Mohan Sahoo
Nikunja Kishor Mishra
Sai Krushna Padhi
Jitendriya Mishra
Microwave Mediated Organic Reaction: A Convenient Approach for Rapid and Efficient Synthesis of Biologically Active Substituted 1,3-Dihydro-2H-indol-2-one Derivatives
Journal of Nanomaterials
author_facet Jnyanaranjan Panda
Biswa Mohan Sahoo
Nikunja Kishor Mishra
Sai Krushna Padhi
Jitendriya Mishra
author_sort Jnyanaranjan Panda
title Microwave Mediated Organic Reaction: A Convenient Approach for Rapid and Efficient Synthesis of Biologically Active Substituted 1,3-Dihydro-2H-indol-2-one Derivatives
title_short Microwave Mediated Organic Reaction: A Convenient Approach for Rapid and Efficient Synthesis of Biologically Active Substituted 1,3-Dihydro-2H-indol-2-one Derivatives
title_full Microwave Mediated Organic Reaction: A Convenient Approach for Rapid and Efficient Synthesis of Biologically Active Substituted 1,3-Dihydro-2H-indol-2-one Derivatives
title_fullStr Microwave Mediated Organic Reaction: A Convenient Approach for Rapid and Efficient Synthesis of Biologically Active Substituted 1,3-Dihydro-2H-indol-2-one Derivatives
title_full_unstemmed Microwave Mediated Organic Reaction: A Convenient Approach for Rapid and Efficient Synthesis of Biologically Active Substituted 1,3-Dihydro-2H-indol-2-one Derivatives
title_sort microwave mediated organic reaction: a convenient approach for rapid and efficient synthesis of biologically active substituted 1,3-dihydro-2h-indol-2-one derivatives
publisher Hindawi Limited
series Journal of Nanomaterials
issn 1687-4110
1687-4129
publishDate 2013-01-01
description A simple and efficient method has been developed for the synthesis of 1,3-dihydro-2H-indol-2-one derivatives using microwave irradiation technique. By taking advantage of the efficient source of energy of microwave, compound libraries for lead generation and optimization can be assembled in a fraction of time. In the present work, first the Schiff’s bases are synthesized by reaction of isatin with substituted anilines in the presence of acetic acid under microwave heating. Then the condensation of Schiff bases with different secondary amines in the presence of formaldehyde produces Mannich bases. The newly synthesized Mannich bases were characterized by means of spectral data and then evaluated for anthelmintic activity against Pheretima posthuma (Indian earthworm) and compared with standard albendazole. The compounds were evaluated at the concentrations of 10, 20, and 50 mg/mL. The effect of the standard drug albendazole at 10 mg/mL was also evaluated. The results of the present study indicate that some of the test compounds significantly demonstrated paralysis and also caused death of worms in a dose-dependent manner.
url http://dx.doi.org/10.1155/2013/272598
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