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Design and Synthesis of a Dual Linker for Solid Phase Synthesis of Oleanolic Acid Derivatives
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, 1 Xian Nong Tan Street, Beijing 100050, China
* Author to whom correspondence should be addressed.
Received: 23 May 2011; in revised form: 27 May 2011 / Accepted: 30 May 2011 / Published: 8 June 2011
Abstract: A hydrophilic amino-terminated poly(ethylene glycol)-type dual linker for solid phase synthesis of oleanolic acid derivatives using trityl chloride resin was designed and synthesized for the first time. Model reactions in both liquid and solid phase were performed to show the feasibility of its selective cleavage at two different sites. The biological assay results indicated that the long and flexible alkyl ether functionality in the linker is less likely to be critical for the binding event. Following the successful solid-phase synthesis of model compounds, the potential of this dual linker in reaction monitoring and target identification is deemed worthy of further study.
Keywords: oleanolic acid; dual linker; solid phase synthesis; analytical construct
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Cite This Article
MDPI and ACS Style
Wang, S.; Fang, W. Design and Synthesis of a Dual Linker for Solid Phase Synthesis of Oleanolic Acid Derivatives. Molecules 2011, 16, 4748-4763.
Wang S, Fang W. Design and Synthesis of a Dual Linker for Solid Phase Synthesis of Oleanolic Acid Derivatives. Molecules. 2011; 16(6):4748-4763.
Wang, Shaorong; Fang, Weishuo. 2011. "Design and Synthesis of a Dual Linker for Solid Phase Synthesis of Oleanolic Acid Derivatives." Molecules 16, no. 6: 4748-4763.