Co-crystallization of curcumin for improved photodynamic inactivation of Vibrio parahaemolyticus and its application for the preservation of cooked clams

Curcumin (CUR) is a natural active product widely used as photosensitizer in photodynamic inactivation (PDI) due to low toxicity and low cost. However, the main challenge that limit the efficacy of CUR in PDI are its low solubility in water medium and hence low bioavailability. The co-crystallization is a novel process enables improvements in physicochemical properties such as solubility and bioavailability of water insoluble compound by the incidence of molecular interactions between the active pharmaceutical ingredient and conformer. The main objective of this work is to produce CUR-d-Tyr co-crystal (CDC) by co-crystallization technique using d-Tyrosine (d-Tyr) as the conformer in order to increase CUR water solubility as well as antimicrobial photodynamic activity. CDC presented a different crystalline structure compared with pure CUR. The solubility of CDC in water medium was about 16.5 times greater than pure CUR. The co-crystallization process increased CUR-mediated photodynamic inactivation efficacy of Vibrio parahaemolyticus (V. parahaemolyticus), probably due to alterations in its bioavailability. Moreover, cell membrane damage and production of cytotoxic singlet oxygen (1O2) was proved as main photosensitization mechanism. Furthermore, the application of CDC-mediated PDI on cooked clam reduced weightlessness of cooked clams, inhibited lipid oxidation, and maintained a better appearance, serving as a promising preservation techniques in food industry.