Synthesis and biological evaluation of novel spin labeled 18β-glycyrrhetinic acid derivatives.
Publication
, Journal Article
Liu, Y; Qian, K; Wang, C-Y; Chen, C-H; Yang, X; Lee, K-H
Published in: Bioorg Med Chem Lett
December 15, 2012
Eighteen novel spin-labeled 18β-glycyrrhetinic acid (GA) derivatives were designed, synthesized, and evaluated for cytotoxicity against four human tumor cell lines (A-549, DU-145, KB and KBvin). Most of the derivatives showed more significant cytotoxicity than that of the parent compound GA. The best compound, 6j, with a tryptophan amino moiety and piperidine nitroxyl radical showed GI(50) values of 13.7-15.0 μM, and was fivefold more potent than GA. In a mechanism of action study, compound 7a was confirmed as a 20S proteasome inhibitor in both in vitro and cell-based assays. These findings support further optimization efforts based on 18β-GA as a lead compound to develop potential anticancer drug candidates.
Duke Scholars
Published In
Bioorg Med Chem Lett
DOI
EISSN
1464-3405
Publication Date
December 15, 2012
Volume
22
Issue
24
Start / End Page
7530 / 7533
Location
England
Related Subject Headings
- Structure-Activity Relationship
- Proteasome Inhibitors
- Proteasome Endopeptidase Complex
- Molecular Conformation
- Medicinal & Biomolecular Chemistry
- Humans
- Glycyrrhetinic Acid
- Drug Screening Assays, Antitumor
- Dose-Response Relationship, Drug
- Cell Proliferation
Citation
APA
Chicago
ICMJE
MLA
NLM
Liu, Y., Qian, K., Wang, C.-Y., Chen, C.-H., Yang, X., & Lee, K.-H. (2012). Synthesis and biological evaluation of novel spin labeled 18β-glycyrrhetinic acid derivatives. Bioorg Med Chem Lett, 22(24), 7530–7533. https://doi.org/10.1016/j.bmcl.2012.10.041
Liu, Yingqian, Keduo Qian, Chih-Ya Wang, Chin-Ho Chen, Xiaoming Yang, and Kuo-Hsiung Lee. “Synthesis and biological evaluation of novel spin labeled 18β-glycyrrhetinic acid derivatives.” Bioorg Med Chem Lett 22, no. 24 (December 15, 2012): 7530–33. https://doi.org/10.1016/j.bmcl.2012.10.041.
Liu Y, Qian K, Wang C-Y, Chen C-H, Yang X, Lee K-H. Synthesis and biological evaluation of novel spin labeled 18β-glycyrrhetinic acid derivatives. Bioorg Med Chem Lett. 2012 Dec 15;22(24):7530–3.
Liu, Yingqian, et al. “Synthesis and biological evaluation of novel spin labeled 18β-glycyrrhetinic acid derivatives.” Bioorg Med Chem Lett, vol. 22, no. 24, Dec. 2012, pp. 7530–33. Pubmed, doi:10.1016/j.bmcl.2012.10.041.
Liu Y, Qian K, Wang C-Y, Chen C-H, Yang X, Lee K-H. Synthesis and biological evaluation of novel spin labeled 18β-glycyrrhetinic acid derivatives. Bioorg Med Chem Lett. 2012 Dec 15;22(24):7530–7533.
Published In
Bioorg Med Chem Lett
DOI
EISSN
1464-3405
Publication Date
December 15, 2012
Volume
22
Issue
24
Start / End Page
7530 / 7533
Location
England
Related Subject Headings
- Structure-Activity Relationship
- Proteasome Inhibitors
- Proteasome Endopeptidase Complex
- Molecular Conformation
- Medicinal & Biomolecular Chemistry
- Humans
- Glycyrrhetinic Acid
- Drug Screening Assays, Antitumor
- Dose-Response Relationship, Drug
- Cell Proliferation