4.7 Article

Water-soluble caffeic acid-dopamine acid-base complex exhibits enhanced bactericidal, antioxidant, and anticancer properties

Journal

FOOD CHEMISTRY
Volume 374, Issue -, Pages -

Publisher

ELSEVIER SCI LTD
DOI: 10.1016/j.foodchem.2021.131830

Keywords

Water-soluble caffeic acid complex; Dopamine; Polyphenol; Antimicrobial; Antioxidant; Anticancer

Funding

  1. Council of Scientific & Industrial Research (CSIR) , India

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By treating caffeic acid with dopamine hydrochloride, a water-soluble acid-base complex was obtained which demonstrated excellent bactericidal and anticancer properties within a specific pH range. This simple acid-base complex of CA shows high potential in diverse domains.
Despite the highly potent biological characteristics, the poor water-solubility of caffeic acid (CA) limits its ap-plications in various domains. Here, we present a facile approach, wherein CA has been treated with dopamine hydrochloride (Dopa.HCl) to obtain a water-soluble acid-base complex, which does not possess any covalent bond between the individual components and thus retains their nativity. Simple mixing of CA and Dopa.HCl did not provide water solubility to CA, but the complex became readily soluble in water when the mineral acid was scavenged using sodium bicarbonate. The obtained CA-Dopa complex had been characterized using FT-IR, H-1 NMR, C-13 NMR, 2D H-1-H-1 NOESY NMR, XPS, and DSC techniques. The complex was found to exhibit excellent bactericidal, antibiofilm, antioxidant, and anticancer properties in the physiologically relevant pH range of 5.5 to 7.5. The results have revealed the high potential of the simple acid-base complex of CA in diverse domains.

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