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

被引:29
作者
Mude, Hemanjali [1 ]
Maroju, Pranay Amruth [1 ]
Balapure, Aniket [2 ]
Ganesan, Ramakrishnan [2 ]
Dutta, Jayati Ray [1 ]
机构
[1] Birla Inst Technol & Sci BITS, Dept Biol Sci, Hyderabad Campus, Hyderabad 500078, Telangana, India
[2] Birla Inst Technol & Sci BITS, Dept Chem, Hyderabad Campus, Hyderabad 500078, Telangana, India
关键词
Water-soluble caffeic acid complex; Dopamine; Polyphenol; Antimicrobial; Antioxidant; Anticancer; PHENETHYL ESTER; MECHANISM; INCLUSION; ASSAY;
D O I
10.1016/j.foodchem.2021.131830
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
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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页数:11
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