Antibacterial phototoxic effects of synthetic asymmetric and glycosylated curcuminoids in aqueous formulations Studies on curcumin and curcuminoids. LIV

作者：Tovsen Marianne Lilletvedt; Bruzell Ellen; Ferrari Erika; Saladini Monica; Gaware Vivek S; Masson Mar; Kristensen Solveig; Tonnesen Hanne Hjorth^*

来源：Journal of Photochemistry and Photobiology B: Biology , 2014, 140: 150-156.

DOI：10.1016/j.jphotobiol.2014.07.013

• Glycosylated curcuminoids
• Asymmetric curcuminoids
• Antibacterial phototoxic effect
• Hydroxyl substituent
• Pluronic (R)
• Cyclodextrin

The aim of this study was to evaluate the in vitro phototoxic potential of synthetic asymmetric and glycosylated curcuminoids on planktonic model bacteria by counting the colony forming units. The Gram-positive Enterococcus faecalis and the Gram-negative Escherichia coli were exposed to aqueous solutions of the curcuminoids (%26lt;= 2.5 mu M) in the presence or absence of selected pharmaceutical excipients (Pluronic (R) F127, PEG 400 and HP gamma CD) in combination with a low irradiation dose (5 J/cm(2); lambda(max):450 nm) of constant irradiance and time. All the asymmetric curcuminoids, but only one of the glycosylated curcuminoids demonstrated substantial phototoxic effect on E. faecalis (%26gt;= 4.7 log reduction). Only two of the asymmetric curcuminoids showed a moderate to low phototoxic effect on the more persistent E. coli. This study emphasized that aromatic hydroxyl substituents in the para-position are important to maintain the phototoxic potential of curcuminoids independent of molecular symmetry. Glycosylation of the aromatic substituents resulted in a substantial loss in phototoxicity towards planktonic bacteria, an apparent change in the non-radiative S-1-decay process and a weaker interaction with Pluronic (R) F127 compared to the non-glycosylated curcuminoids. The selected excipients Pluronic (R) F127, PEG 400 and HP gamma CD strongly influenced the phototoxic potential of the unsymmetrical, non-glycosylated compounds.

• 出版日期2014-11