title: Strong inhibitory effects of curcumin and its demethoxy analog on Escherichia coli ATP synthase F1 sector.
abstract: Curcumin, a dietary phytopolyphenol isolated from a perennial herb (Curcuma longa), is a well-known compound effective for bacterial infections and tumors, and also as an antioxidant. In this study, we report the inhibitory effects of curcumin and its analogs on the Escherichia coli ATP synthase F1 sector. A structure-activity relationship study indicated the importance of 4'-hydroxy groups and a β-diketone moiety for the inhibition. The 3'-demethoxy analog (DMC) inhibited F1 more strongly than curcumin did. Furthermore, these compounds inhibited E. coli growth through oxidative phosphorylation, consistent with their effects on ATPase activity. These results suggest that the two compounds affected bacterial growth through inhibition of ATP synthase. Derivatives including bis(arylmethylidene)acetones (C5 curcuminoids) exhibited only weak activity toward ATPase and bacterial growth.
authors.affiliation: Department of Biochemistry, Faculty of Pharmaceutical Sciences, Iwate Medical University, and Futai Special Laboratory, Yahaba, Iwate 028-3694, Japan.
authors.forename: Mizuki
authors.initials: M
authors.lastname: Sekiya
authors.affiliation: Department of Biochemistry, Faculty of Pharmaceutical Sciences, Iwate Medical University, and Futai Special Laboratory, Yahaba, Iwate 028-3694, Japan.
authors.forename: Eiko
authors.initials: E
authors.lastname: Chiba
authors.affiliation: Department of Biochemistry, Faculty of Pharmaceutical Sciences, Iwate Medical University, and Futai Special Laboratory, Yahaba, Iwate 028-3694, Japan.
authors.forename: Momoe
authors.initials: M
authors.lastname: Satoh
authors.affiliation: Graduate School of Pharmaceutical Sciences, Tohoku University, 6-3 Aobayama, Sendai, Miyagi 980-8578, Japan.
authors.forename: Hiroyuki
authors.initials: H
authors.lastname: Yamakoshi
authors.affiliation: Graduate School of Pharmaceutical Sciences, Tohoku University, 6-3 Aobayama, Sendai, Miyagi 980-8578, Japan.
authors.forename: Yoshiharu
authors.initials: Y
authors.lastname: Iwabuchi
authors.affiliation: Department of Biochemistry, Faculty of Pharmaceutical Sciences, Iwate Medical University, and Futai Special Laboratory, Yahaba, Iwate 028-3694, Japan.
authors.forename: Masamitsu
authors.initials: M
authors.lastname: Futai
authors.affiliation: Department of Biochemistry, Faculty of Pharmaceutical Sciences, Iwate Medical University, and Futai Special Laboratory, Yahaba, Iwate 028-3694, Japan. Electronic address: nakanim@iwate-med.ac.jp.
authors.forename: Mayumi
authors.initials: M
authors.lastname: Nakanishi-Matsui
mesh_terms: D025243:Bacterial Proton-Translocating ATPases / Q000037:antagonists & inhibitors* / Q000737:chemistry / Q000378:metabolism; D003474:Curcumin / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology*; D004305:Dose-Response Relationship, Drug; D004789:Enzyme Activation / Q000187:drug effects; D004926:Escherichia coli / Q000187:drug effects* / Q000201:enzymology* / Q000254:growth & development; D010085:Oxidative Phosphorylation / Q000187:drug effects; D013329:Structure-Activity Relationship
chemical_list: D025243:Bacterial Proton-Translocating ATPases; D003474:Curcumin
keywords: ATP synthase; Curcumin; F-ATPase