Two new stereoisomers of tetrahydrofuranoid lignans from the flower buds of Magnolia fargesii

Jun Lee, Dongho Lee, Dae Sik Jang, Joo Won Nam, Jong Pyung Kim, Ki Hun Park, Min Suk Yang, Eun Kyoung Seo

    Research output: Contribution to journalArticlepeer-review

    38 Citations (Scopus)

    Abstract

    Two new stereoisomers of tetrahydrofuranoid lignans, 7S,8R,7′S, 8′R- (1) and 7R,8S,7′S,8′R-3,4,3′,4′-tetramethoxy- 9,7′-dihydroxy-8.8′,7.O.9′-lignan (2) along with nine known lignans including tetrahydrofuranoids (3, 4) and tetrahydrofurofuranoids (5-11) were isolated from a CHCl3-soluble fraction of the flower buds of Magnolia fargesii. Two tetrahydrofuranoids, magnostellin A (3) and lariciresinol dimethyl ether (4) were isolated from this species for the first time. The structures of these compounds (1-11) were identified by spectroscopic methods as well as by comparison with published values. Absolute configurations of new stereoisomers (1, 2) were determined by the Mosher's esterification method and Circular Dichroism (CD) studies. All the isolates (1-11) were evaluated for their antioxidant activities using modified superoxide radical-scavenging assay. Compounds 5-8 showed the potent superoxide radical-scavenging activities with the ED50 values of 19.2, 19.2, 16.5, and 27.7 μM, respectively, as compared with standard antioxidants (BHA: 22.8 μM; Trolox: 940 μM).

    Original languageEnglish
    Pages (from-to)137-139
    Number of pages3
    JournalChemical and Pharmaceutical Bulletin
    Volume55
    Issue number1
    DOIs
    Publication statusPublished - 2007 Jan

    Keywords

    • Antioxidant activity
    • Lignan
    • Magnolia fargesii
    • Magnoliaceae
    • Superoxide radical
    • Tetrahydrofuranoid
    • Xinyi

    ASJC Scopus subject areas

    • General Chemistry
    • Drug Discovery

    Fingerprint

    Dive into the research topics of 'Two new stereoisomers of tetrahydrofuranoid lignans from the flower buds of Magnolia fargesii'. Together they form a unique fingerprint.

    Cite this