Synthesis of 5‐glycosylated β‐anhydroicaritine

Author:

Lan Qing12,Wang Xianheng12,Zhao Zhao12,Zhao Changkuo12ORCID

Affiliation:

1. Key Laboratory of Basic Pharmacology of Ministry of Education and Joint International Research Laboratory of Ethnomedicine of Ministry of Education Zunyi Medical University Zunyi Guizhou China

2. School of Pharmacy Zunyi Medical University Zunyi Guizhou China

Abstract

AbstractGlycosylation plays an important role in many biological processes, and its structural changes have a significant impact on biological activity. Unlike natural icariin, icariside I, and icariside II, a simulated unnatural 5‐glycosylation (4) was designed to expand substrate adaptability and the pharmacological properties of the parent compound. Therefore, starting from commercially available icaritin, 5‐glycosylated icaritin was successfully synthesized in moderate yield through cyclization, selective 3‐alkylation, 5‐glycosylation, and hydrogenation steps. The structure was identified by 1H nuclear magnetic resonance (NMR), 13C NMR, MS, and x‐ray spectroscopy.

Funder

Guizhou Science and Technology Department

Publisher

Wiley

Subject

Organic Chemistry

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