A COMPARATIVE STUDY OF BACTERIOSTATIC ACTIVITY OF SYNTHETIC HYDROXYLATED FLAVONOIDS

• Published in: Brazilian journal of microbiology Vol. 32; no. 3; pp. 229 - 232
• Main Authors: Olivella, Mónica S.(San Luis National University Department of Chemistry Laboratory of Physical-Chemistry), Zarelli, Valeria E.P.(San Luis National University Department of Chemistry Laboratory of Physical-Chemistry), Pappano, Nora B.(San Luis National University Department of Chemistry Laboratory of Physical-Chemistry), Debattista, Nora B.(San Luis National University Department of Chemistry Laboratory of Physical-Chemistry)
• Format: Journal Article
• Language: English; Portuguese
• Published: São Paulo Sociedade Brasileira de Microbiologia 01.10.2001; Springer Nature B.V
• Subjects: atividade bacteriostática; bacteriostatic activity; chalcona; chalcone; flavanona; flavanone; flavone; MICROBIOLOGY; Staphylococcus aureus; chalcone; flavanone; flavanona; chalcona; atividade bacteriostática; flavone; bacteriostatic activity
• ISSN: 1517-8382; 1678-4405; 1678-4405
• DOI: 10.1590/S1517-83822001000300013

Among other properties, flavonoids present a notable bacteriostatic activity. In this paper, minimal inhibitory concentrations (MICs) of 5,7,4'-trihydroxyflavanone (naringenin), 5,7-dihydroxyflavone and 2',4',4- trihydroxychalcone (isoliquitirigenin) against Staphylococcus aureus ATCC 25 923 were determined and compared to values obtained for other chalcones and flavanones previously investigated. Specific growth rates and MICs were determined by a turbidimetric kinetic method. The observed sequence MICflavanone (inactive) >MIC7-hidroxyflavanone (197.6 µgml-1)>MIC5,7,4'-trihydroxyflavanone (120 µgml-1) showed that the introduction of an electron donating group (-OH) causes an increase in bioactivity. On the other hand, the comparisons MIC5,7,4'-trihydroxyflavanone (120 µgml-1) >>> MIC2',4',4-trihydroxychalcone (29 µgml-1) and MIC5,7-dihydroxyflavone (105 µgml-1) >>> MIC2',4'-dihydroxychalcone (28.8 µgml-1) indicated that the chalcone structure is the most favourable for bacteriostatic activity within the flavonoid family. Os flavonóides apresentam, entre outras, uma notável atividade bacteriostática. Neste trabalho determinaram-se as concentrações inibitórias mínimas de 5,7,4'-trihidroxiflavanona (naringenina), 5,7-dihidroxiflavona e 2',4',4-trihidroxichalcona (isoliquitirigenina) frente a Staphylococcus aureus ATCC 25 923 e comparadas com valores obtidos para outras chalconas e flavanonas investigadas previamente. As velocidades específicas de crescimento e as MICs foram avaliadas por um método cinético-turbidimétrico. A sequência observada MICflavanona(inactiva) >MIC7-hidroxiflavanona (197,6 µgml-1) > MIC5,7,4'-trihidroxiflavanona (120 µgml-1) mostrou que a introdução de um grupo doador de elétrons (-OH) provoca um aumento da bioatividade. Por outro lado, MIC5,7,4'-trihidroxiflavanona (120 µg ml-1) >>> MIC2',4',4-trihidroxichalcona (29 µg ml-1) e MIC5,7-dihidroxiflavona (105 µg ml-1) >>> MIC2',4'-dihidroxichalcona (28,8 µg ml-1) permitiram concluir que a estrutura chalcona é a mais favorável para a atividade bacteriostática dentro da família dos flavonóides.