"Computationally Assisted Assignment of the Kadsuraols, a Class of Chem" by Xiaojuan Wang, Jiabao Liu et al.

Faculty Publications

Title

Computationally Assisted Assignment of the Kadsuraols, a Class of Chemopreventive Agents for the Control of Liver Cancer

Authors

Xiaojuan Wang, State Key Laboratory of Bioactive Substances and Functions of Natural Medicines, Institute of Materia Medica , Chinese Academy of Medical Sciences and Peking Union Medical College , Beijing 100050 , People's Republic of China.
Jiabao Liu, State Key Laboratory of Bioactive Substances and Functions of Natural Medicines, Institute of Materia Medica , Chinese Academy of Medical Sciences and Peking Union Medical College , Beijing 100050 , People's Republic of China.
Pankaj Pandey
Frank R. Fronczek, Department of Chemistry , Louisiana State University , Baton Rouge , Louisiana 70803 , United States.
Robert J. Doerksen
Jiabao Chen, State Key Laboratory of Bioactive Substances and Functions of Natural Medicines, Institute of Materia Medica , Chinese Academy of Medical Sciences and Peking Union Medical College , Beijing 100050 , People's Republic of China.
Xinzhu Qi, State Key Laboratory of Bioactive Substances and Functions of Natural Medicines, Institute of Materia Medica , Chinese Academy of Medical Sciences and Peking Union Medical College , Beijing 100050 , People's Republic of China.
Peicheng Zhang, State Key Laboratory of Bioactive Substances and Functions of Natural Medicines, Institute of Materia Medica , Chinese Academy of Medical Sciences and Peking Union Medical College , Beijing 100050 , People's Republic of China.
Daneel Ferreira
Frederick A. Valeriote, Department of Internal Medicine, Division of Hematology and Oncology , Henry Ford Health System , Detroit , Michigan 48202 , United States.
Hua Sun, State Key Laboratory of Bioactive Substances and Functions of Natural Medicines, Institute of Materia Medica , Chinese Academy of Medical Sciences and Peking Union Medical College , Beijing 100050 , People's Republic of China.
Shuai Li, State Key Laboratory of Bioactive Substances and Functions of Natural Medicines, Institute of Materia Medica , Chinese Academy of Medical Sciences and Peking Union Medical College , Beijing 100050 , People's Republic of China.
Mark T. Hamann, Department of Drug Discovery and Biomedical Sciences, College of Pharmacy , Medical University of South Carolina , Charleston , South Carolina 29425 , United States.

Document Type

Article

Publication Date

9-21-2018

Abstract

Kadsuraols A-C (1-3), which are tetrahydrocyclobutaphenanthrofuranone-type lignans with a new carbon skeleton comprising a four-membered ring across C-1'-C-8, have been isolated from the roots of Kadsura longipedunculata. Their structures and absolute configurations were unambiguously determined using nuclear magnetic resonance, X-ray diffraction crystallography, DP4+ calculations, and computed and experimental electronic circular dichroism spectra. Kadsuraol C (3) exhibited hepatoprotective activity against N-acetyl- p-aminophenol (APAP)-induced toxicity. The compounds showed no cytotoxicity at 10 μM in a zone assay.

Publication Source (Journal or Book title)

Organic letters

First Page

5559

Last Page

5563

Recommended Citation

Wang, X., Liu, J., Pandey, P., Fronczek, F. R., Doerksen, R. J., Chen, J., Qi, X., Zhang, P., Ferreira, D., Valeriote, F. A., Sun, H., Li, S., & Hamann, M. T. (2018). Computationally Assisted Assignment of the Kadsuraols, a Class of Chemopreventive Agents for the Control of Liver Cancer. Organic letters, 20 (18), 5559-5563. https://doi.org/10.1021/acs.orglett.8b02207

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