Synthesis of (±)-Pisonivanone and Other Analogs as Potent Antituberculosis Agents

A new class of alkylated chalcones and flavanones was synthesised and screened for antituberculosis, antixoidant, and cytotoxic activities. The desired compounds were synthesised using methyl substituted 2-hydroxyacetophenone as a key intermediate. The acetophenone derivative having methyl substitut...

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Main Authors: A. Vasu Babu, A. Rambabu, P. V. Giriprasad, R. Surya Chandra Rao, B. Hari Babu
Format: Article
Language:English
Published: Wiley 2013-01-01
Series:Journal of Chemistry
Online Access:http://dx.doi.org/10.1155/2013/961201
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author A. Vasu Babu
A. Rambabu
P. V. Giriprasad
R. Surya Chandra Rao
B. Hari Babu
author_facet A. Vasu Babu
A. Rambabu
P. V. Giriprasad
R. Surya Chandra Rao
B. Hari Babu
author_sort A. Vasu Babu
collection DOAJ
description A new class of alkylated chalcones and flavanones was synthesised and screened for antituberculosis, antixoidant, and cytotoxic activities. The desired compounds were synthesised using methyl substituted 2-hydroxyacetophenone as a key intermediate. The acetophenone derivative having methyl substitution was prepared in turn from methtylated phloroglucinol by formylation (by Vilsmeier-Haack reaction), followed by reduction with Wolf-Kishnner approach, and finally acetylation was involved. Among 17 compounds, compound 5 and compound 4a inhibited M. tuberculosis at minimum inhibitory concentration (MIC) in the range between 25 μg/mL and 50 μg/mL. The remaining other 15 compounds also potently inhibited M. tuberculosis at MIC in range between 50 μg/mL and 100 μg/mL. Some of these compounds also showed moderate antioxidant and cytotoxic activities.
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language English
publishDate 2013-01-01
publisher Wiley
record_format Article
series Journal of Chemistry
spelling doaj-art-b7c31a76a99e46d69b4742f8bc59abdc2025-08-20T03:22:46ZengWileyJournal of Chemistry2090-90632090-90712013-01-01201310.1155/2013/961201961201Synthesis of (±)-Pisonivanone and Other Analogs as Potent Antituberculosis AgentsA. Vasu Babu0A. Rambabu1P. V. Giriprasad2R. Surya Chandra Rao3B. Hari Babu4Department of Chemistry, Acharya Nagarjuna University, Nagarjunanagar, Andhrapadesh, Guntur 522510, IndiaDepartment of Chemistry, Acharya Nagarjuna University, Nagarjunanagar, Andhrapadesh, Guntur 522510, IndiaDepartment of Microbiology, Sri Venkateswara University, Andhrapadesh, Tirupati 517502, IndiaDepartment of Chemistry, Acharya Nagarjuna University, Nagarjunanagar, Andhrapadesh, Guntur 522510, IndiaDepartment of Chemistry, Acharya Nagarjuna University, Nagarjunanagar, Andhrapadesh, Guntur 522510, IndiaA new class of alkylated chalcones and flavanones was synthesised and screened for antituberculosis, antixoidant, and cytotoxic activities. The desired compounds were synthesised using methyl substituted 2-hydroxyacetophenone as a key intermediate. The acetophenone derivative having methyl substitution was prepared in turn from methtylated phloroglucinol by formylation (by Vilsmeier-Haack reaction), followed by reduction with Wolf-Kishnner approach, and finally acetylation was involved. Among 17 compounds, compound 5 and compound 4a inhibited M. tuberculosis at minimum inhibitory concentration (MIC) in the range between 25 μg/mL and 50 μg/mL. The remaining other 15 compounds also potently inhibited M. tuberculosis at MIC in range between 50 μg/mL and 100 μg/mL. Some of these compounds also showed moderate antioxidant and cytotoxic activities.http://dx.doi.org/10.1155/2013/961201
spellingShingle A. Vasu Babu
A. Rambabu
P. V. Giriprasad
R. Surya Chandra Rao
B. Hari Babu
Synthesis of (±)-Pisonivanone and Other Analogs as Potent Antituberculosis Agents
Journal of Chemistry
title Synthesis of (±)-Pisonivanone and Other Analogs as Potent Antituberculosis Agents
title_full Synthesis of (±)-Pisonivanone and Other Analogs as Potent Antituberculosis Agents
title_fullStr Synthesis of (±)-Pisonivanone and Other Analogs as Potent Antituberculosis Agents
title_full_unstemmed Synthesis of (±)-Pisonivanone and Other Analogs as Potent Antituberculosis Agents
title_short Synthesis of (±)-Pisonivanone and Other Analogs as Potent Antituberculosis Agents
title_sort synthesis of pisonivanone and other analogs as potent antituberculosis agents
url http://dx.doi.org/10.1155/2013/961201
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