title: Synthesis and evaluation of curcumin analogues as potential thioredoxin reductase inhibitors.
abstract: Series of curcumin derivatives were synthesized; the inhibitory activities on thioredoxin reductase (TrxR) of all analogues were evaluated by DTNB assay in vitro. It is found that most of the analogues can inhibit TrxR in the low micromolar range; Structure-activity relationship analysis reveals that analogues with furan moiety have excellent inhibitory effect on TrxR in an irreversible manner, indicating that the furan moiety may serve as a possible pharmacophore during the interaction of curcumin analogues with TrxR. The effect of selected curcuminoids on growth of different TrxR overexpressed cancer cell lines was also investigated and discussed.
authors.affiliation: School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510275, China.
authors.forename: Xu
authors.initials: X
authors.lastname: Qiu
authors.forename: Zhong
authors.initials: Z
authors.lastname: Liu
authors.forename: Wei-Yan
authors.initials: WY
authors.lastname: Shao
authors.forename: Xing
authors.initials: X
authors.lastname: Liu
authors.forename: Da-Ping
authors.initials: DP
authors.lastname: Jing
authors.forename: Yan-Jun
authors.initials: YJ
authors.lastname: Yu
authors.forename: Lin-Kun
authors.initials: LK
authors.lastname: An
authors.forename: Shi-Liang
authors.initials: SL
authors.lastname: Huang
authors.forename: Xian-Zhang
authors.initials: XZ
authors.lastname: Bu
authors.forename: Zhi-Shu
authors.initials: ZS
authors.lastname: Huang
authors.forename: Lian-Quan
authors.initials: LQ
authors.lastname: Gu
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D049109:Cell Proliferation / Q000187:drug effects; D003474:Curcumin / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000494:pharmacology*; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D005663:Furans / Q000737:chemistry; D006801:Humans; D015394:Molecular Structure; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D013880:Thioredoxin-Disulfide Reductase / Q000037:antagonists & inhibitors* / Q000737:chemistry; D014407:Tumor Cells, Cultured
chemical_list: D000970:Antineoplastic Agents; D004791:Enzyme Inhibitors; D005663:Furans; D013880:Thioredoxin-Disulfide Reductase; D003474:Curcumin