1. A Concise Total Synthesis of Deoxyschizandrin and Exploration of Its Antiproliferative Effects and those of Structurally Related Derivatives
- Author
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Sarah J. Aves, Kurt Gordon Pike, Warren R. J. D. Galloway, Shaojun Zheng, David R. Spring, Wenjun Wu, and Luca Laraia
- Subjects
Biological studies ,Natural product ,Molecular Structure ,Stereochemistry ,Organic Chemistry ,Deoxyschizandrin ,Total synthesis ,General Chemistry ,Related derivatives ,Antineoplastic Agents, Phytogenic ,Combinatorial chemistry ,Lignans ,Catalysis ,In vitro ,Cyclooctanes ,chemistry.chemical_compound ,C c coupling ,chemistry ,Cell Line, Tumor ,Humans ,Polycyclic Compounds ,Drug Screening Assays, Antitumor ,Human cancer ,Cell Proliferation - Abstract
The natural product deoxyschizandrin has been shown to have a wide range of biological activities. In recent years the therapeutic potential of this compound against cancers has attracted significant interest. Herein we describe a concise de novo total synthesis of deoxyschizandrin based around a double organocuprate oxidation strategy. In addition, we present the results of biological studies exploring the ability of deoxyschizandrin and synthetic precursors lacking the medium ring biaryl unit to inhibit the proliferation of a human cancer cell line. These studies led to the identification of a structurally novel agent with in vitro anticancer activity.
- Published
- 2012