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蛇麻酮的便捷合成及其向2,8-7-二氢色烯-7-酮的衍生化

Expedient Synthesis of Lupulones and Their Derivatization to 2,8-7-Dihydrochromen-7-ones.

作者信息

Decuyper Lena, Kaur Gurkirat, Versyck Charlotte, Blondeel Eline, Depetter Yves, Van Hecke Kristof, D'hooghe Matthias

机构信息

Department of Green Chemistry and Technology Faculty of Bioscience Engineering Ghent University Coupure Links 653 9000 Ghent Belgium.

Department of Chemistry Faculty of Sciences Ghent University Krijgslaan 281-S3 9000 Ghent Belgium.

出版信息

ChemistryOpen. 2020 Apr 6;9(4):442-444. doi: 10.1002/open.202000008. eCollection 2020 Apr.

DOI:10.1002/open.202000008
PMID:32269899
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7136647/
Abstract

A convenient and improved method for the synthesis of beta acids or lupulones, which are known to possess . anti-cancer, anti-inflammatory, anti-oxidative and antimicrobial activity, has been developed successfully. Further derivatization of these complex structures to the corresponding dihydrochromen-7-ones, including the natural product machuone, was realized to simplify their analysis and to confirm their molecular structure. In addition to practical and safe laboratory procedures, the advantages associated with this new approach involve the use of water as a solvent and the direct crystallization of lupunones from acetonitrile, rendering our strategy more efficient and benign as compared to available methods.

摘要

已成功开发出一种简便且改进的合成β-酸或蛇麻酮的方法，已知这些物质具有抗癌、抗炎、抗氧化和抗菌活性。实现了将这些复杂结构进一步衍生化为相应的二氢色原酮-7-酮，包括天然产物马丘酮，以简化其分析并确认其分子结构。除了实用且安全的实验室操作外，这种新方法的优点还包括使用水作为溶剂以及从乙腈中直接结晶蛇麻酮，与现有方法相比，使我们的策略更高效且更环保。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/969f/7136647/c360e402929b/OPEN-9-442-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/969f/7136647/2df584af64d2/OPEN-9-442-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/969f/7136647/dff096d81b82/OPEN-9-442-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/969f/7136647/efa0cfd1df7e/OPEN-9-442-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/969f/7136647/c360e402929b/OPEN-9-442-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/969f/7136647/2df584af64d2/OPEN-9-442-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/969f/7136647/dff096d81b82/OPEN-9-442-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/969f/7136647/efa0cfd1df7e/OPEN-9-442-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/969f/7136647/c360e402929b/OPEN-9-442-g002.jpg

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