Synthesis of novel flavone acyl esters and correlation of log P value with antioxidant and antimicrobial activity

B. S. Jayashree, J. C. Thejaswini, Yogendra Nayak, D. Vijay Kumar

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

Three series of flavones namely 6-hydroxy flavone, 6-chloro-3-hydroxy flavone, 3,6-dihydroxy flavone were synthesized. They were further benzoylated with different aromatic acid chlorides in the presence of pyridine gave three of acyl esters series (SCF 1 to 8, SHF 1 to 8 and SDF 1 to 8). The yields of all the substituted flavones were found satisfactory. These compounds were purified, characterized by their spectral data. log P and pKa value. They were screened for in vitro radical (DPPĤ) scavenging activity, showed appreciable activity. 7 compounds showed antimicrobial activity against Gram-positive bacteria. Further, the MIC values of these 7 compounds were also determined. All the compounds showing antioxidant activity also showed antibacterial activity. The relationship between log P, antioxidant and antibacterial activity was established.

Original languageEnglish
Pages (from-to)1055-1066
Number of pages12
JournalAsian Journal of Chemistry
Volume22
Issue number2
Publication statusPublished - 2010

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flavone
Flavones
Esters
Antioxidants
Scavenging
Carboxylic acids
Chlorides
Bacteria

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

Cite this

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abstract = "Three series of flavones namely 6-hydroxy flavone, 6-chloro-3-hydroxy flavone, 3,6-dihydroxy flavone were synthesized. They were further benzoylated with different aromatic acid chlorides in the presence of pyridine gave three of acyl esters series (SCF 1 to 8, SHF 1 to 8 and SDF 1 to 8). The yields of all the substituted flavones were found satisfactory. These compounds were purified, characterized by their spectral data. log P and pKa value. They were screened for in vitro radical (DPPĤ) scavenging activity, showed appreciable activity. 7 compounds showed antimicrobial activity against Gram-positive bacteria. Further, the MIC values of these 7 compounds were also determined. All the compounds showing antioxidant activity also showed antibacterial activity. The relationship between log P, antioxidant and antibacterial activity was established.",
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Synthesis of novel flavone acyl esters and correlation of log P value with antioxidant and antimicrobial activity. / Jayashree, B. S.; Thejaswini, J. C.; Nayak, Yogendra; Kumar, D. Vijay.

In: Asian Journal of Chemistry, Vol. 22, No. 2, 2010, p. 1055-1066.

Research output: Contribution to journalArticle

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AU - Nayak, Yogendra

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