Asymmetric total synthesis of four bioactive lignans using donor–acceptor cyclopropanes and bioassay of (−)- and (+)-niranthin against hepatitis B and influenza viruses. Issue 8 (7th February 2022)

• Record Type: Journal Article
• Authors: Ota, Ryotaro; Karasawa, Daichi; Oshima, Mizuki; Watashi, Koichi; Shimasaki, Noriko; Nishii, Yoshinori
• Is Part Of: RSC advances. Volume 12:Issue 8(2022)
• Page Start: 4635
• Page End: 4639
• Publication Date: 2022-02-07
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/d2ra00499b
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : The total synthesis of four lignans including (−)- and (+)-niranthin has been achieved utilizing cyclopropanes. Based on bioassays of the (+)- and (−)-niranthins using HBV and IFV, we speculated the bioactive site of niranthin against HBV and IFV. 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.