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. 2023 Jan 22;28(3):1114. doi: 10.3390/molecules28031114

Table 1.

Classification of natural phenolic compounds.

Polyphenols General Structure Representative Compounds Antibacterial Activity
Phenolic acids graphic file with name molecules-28-01114-i001.jpg
  • R1=H, R2=H: 4-Hydroxy Benzoic Acid.

  • R1=H, R2=OCH3: Vanillic Acid.

  • R1=OCH3, R2=OCH3: Syringic Acid.

  • R1=H, R2=OH: Protocatechuic Acid.

Antibacterial effect increases significantly with pH values [10].
a. Benzoic acid derivatives
b. Derivates of cinnamic acid graphic file with name molecules-28-01114-i002.jpg
  • R1=H, R2=H: p-Coumaric Acid.

  • R1=H, R2=OCH3: Ferulic Acid.

  • R1=OCH3, R2=OCH3:Sinapic Acid.

  • R1=H, R2=OH: Caffeic Acid.

Flavonoids graphic file with name molecules-28-01114-i003.jpg
  • Flavones

  • Flavonols

  • Isoflavones

  • Flavanones

  • Anthocyanidins (flavylium salt)

  • Flavanols

Flavonoids act against bacteria such as S. aureus and P. aeruginosa with a very low minimum inhibitory concentration (MIC) value (0.062 µg/mL) [11].
Lignans graphic file with name molecules-28-01114-i004.jpg
  • Dibenzylbutanes

  • Dibenzylbutyrolactones, arylnaphthalenes

  • Terahydrofurans Furofurans

  • Dibenzocyclo-octadienes

Due to structural properties, antibacterial activity of lignans is influenced by the stereochemistry of molecules [12].
Stilbenes graphic file with name molecules-28-01114-i005.jpg
  • R1,R2,R3=OH, R4,R5=H: Resveratrol.

  • R1,R2=OCH3, R3=OH, R4, R5=H: Pterostilbene.

  • R1,R2,R3,R4=OH, R5=H: Piceatannol.

  • R1,R2,R3,R5=OH, R4=H: Oxyresveratrol.

In combination with antibiotics, some stilbenes can be useful in treating infections caused by multidrug-resistance bacteria [13].
Tannins graphic file with name molecules-28-01114-i006.jpg
  • Gallotannins

  • Ellagitannins

  • Complex tannins (Acutissimin A and Eugenigrandin A)

  • Condensed tannins (Procyanidin B2, Proanthocyanidin A1, Proanthocyanidin A2)

  • Low molecular mass phenolics (gallic acid).

Tannin compounds act against bacteria, causing disintegration of bacterial colonies, by interfering with the bacterial cell wall and inhibiting fatty acid biosynthesis pathways [14].
a. Hydrolysable tannins
b. Nonhydrolysable tannins (Condensed tannins) graphic file with name molecules-28-01114-i007.jpg
c. Pseudotannins graphic file with name molecules-28-01114-i008.jpg