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使用给体-受体环丙烷对四种生物活性木脂素进行不对称全合成以及(-)-和(+)-尼罗亭对乙型肝炎和流感病毒的生物活性测定

Asymmetric total synthesis of four bioactive lignans using donor-acceptor cyclopropanes and bioassay of (-)- and (+)-niranthin against hepatitis B and influenza viruses.

作者信息

Ota Ryotaro, Karasawa Daichi, Oshima Mizuki, Watashi Koichi, Shimasaki Noriko, Nishii Yoshinori

机构信息

Department of Chemistry and Materials, Faculty of Textile Science and Technology, Shinshu University Tokida 3-15-1, Uea Nagano 386-8567 Japan

Department of Virology II, National Institute of Infectious Diseases Toyama 1-23-1 Shinjuku-ku Tokyo 162-8640 Japan.

出版信息

RSC Adv. 2022 Feb 7;12(8):4635-4639. doi: 10.1039/d2ra00499b. eCollection 2022 Feb 3.

Abstract

The asymmetric total synthesis of four lignans, dimethylmatairesinol, matairesinol, (-)-niranthin, and (+)-niranthin has been achieved using reductive ring-opening of cyclopropanes. Moreover, we performed bioassays of the synthesized (+)- and (-)-niranthins using hepatitis B and influenza viruses, which revealed the relationship between the enantiomeric structure and the anti-viral activity of niranthin.

摘要

通过环丙烷的还原开环实现了四种木脂素,即二甲基matairesinol、matairesinol、(-)-niranthin和(+)-niranthin的不对称全合成。此外,我们使用乙型肝炎病毒和流感病毒对合成的(+)-和(-)-niranthin进行了生物测定,揭示了对映体结构与niranthin抗病毒活性之间的关系。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9e07/8981369/c08ece836a29/d2ra00499b-s1.jpg

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