New dibenzocyclooctadiene lignan from Schisandra chinensis (Turcz.) Baill. fruits

Trong Nguyen Nguyen; Yeong Geun Lee; Hyoung Geun Kim; Dahye Yoon; Jin Tae Jeong; Dae Young Lee; Nam In Baek

doi:10.1186/s13765-021-00618-1

New dibenzocyclooctadiene lignan from Schisandra chinensis (Turcz.) Baill. fruits

Trong Nguyen Nguyen, Yeong Geun Lee, Hyoung Geun Kim, Dahye Yoon, Jin Tae Jeong, Dae Young Lee, Nam In Baek

School of Life Science and Biotechnology

Research output: Contribution to journal › Article › peer-review

5 Scopus citations

Abstract

Repeated column chromatography using Sephadex LH-20, silica gel (SiO₂), and octadecyl SiO₂ (ODS) as well as preparative HPLC column chromatography led to isolation of a new dibenzocyclooctadiene lignan along with four known ones, gomisin L2 (1), L1 (2), M1 (3), and M2 (4). Their chemical structures were fixed based on MS, IR, and NMR data analyses. In addition, the stereochemistry of atropisomers, the absolute configuration of the axial chirality in a biphenyl structure, was confirmed by a CD experiment. The new lignan was named gomisin M3 (5).

Original language	English
Article number	46
Journal	Applied Biological Chemistry
Volume	64
Issue number	1
DOIs	https://doi.org/10.1186/s13765-021-00618-1
State	Published - Dec 2021

Keywords

Atropisomer
Axial chirality
Circular dichroism
Dibenzocyclooctadiene lignan
Gomisin M3
Schisandra chinensis

Access to Document

10.1186/s13765-021-00618-1

Cite this

@article{c06dafd197714e08a49964f6b4061545,

title = "New dibenzocyclooctadiene lignan from Schisandra chinensis (Turcz.) Baill. fruits",

abstract = "Repeated column chromatography using Sephadex LH-20, silica gel (SiO2), and octadecyl SiO2 (ODS) as well as preparative HPLC column chromatography led to isolation of a new dibenzocyclooctadiene lignan along with four known ones, gomisin L2 (1), L1 (2), M1 (3), and M2 (4). Their chemical structures were fixed based on MS, IR, and NMR data analyses. In addition, the stereochemistry of atropisomers, the absolute configuration of the axial chirality in a biphenyl structure, was confirmed by a CD experiment. The new lignan was named gomisin M3 (5).",

keywords = "Atropisomer, Axial chirality, Circular dichroism, Dibenzocyclooctadiene lignan, Gomisin M3, Schisandra chinensis",

author = "Nguyen, {Trong Nguyen} and Lee, {Yeong Geun} and Kim, {Hyoung Geun} and Dahye Yoon and Jeong, {Jin Tae} and Lee, {Dae Young} and Baek, {Nam In}",

note = "Publisher Copyright: {\textcopyright} 2021, The Author(s).",

year = "2021",

month = dec,

doi = "10.1186/s13765-021-00618-1",

language = "English",

volume = "64",

journal = "Applied Biological Chemistry",

issn = "2468-0834",

publisher = "Springer Nature",

number = "1",

}

TY - JOUR

T1 - New dibenzocyclooctadiene lignan from Schisandra chinensis (Turcz.) Baill. fruits

AU - Nguyen, Trong Nguyen

AU - Lee, Yeong Geun

AU - Kim, Hyoung Geun

AU - Yoon, Dahye

AU - Jeong, Jin Tae

AU - Lee, Dae Young

AU - Baek, Nam In

PY - 2021/12

Y1 - 2021/12

N2 - Repeated column chromatography using Sephadex LH-20, silica gel (SiO2), and octadecyl SiO2 (ODS) as well as preparative HPLC column chromatography led to isolation of a new dibenzocyclooctadiene lignan along with four known ones, gomisin L2 (1), L1 (2), M1 (3), and M2 (4). Their chemical structures were fixed based on MS, IR, and NMR data analyses. In addition, the stereochemistry of atropisomers, the absolute configuration of the axial chirality in a biphenyl structure, was confirmed by a CD experiment. The new lignan was named gomisin M3 (5).

AB - Repeated column chromatography using Sephadex LH-20, silica gel (SiO2), and octadecyl SiO2 (ODS) as well as preparative HPLC column chromatography led to isolation of a new dibenzocyclooctadiene lignan along with four known ones, gomisin L2 (1), L1 (2), M1 (3), and M2 (4). Their chemical structures were fixed based on MS, IR, and NMR data analyses. In addition, the stereochemistry of atropisomers, the absolute configuration of the axial chirality in a biphenyl structure, was confirmed by a CD experiment. The new lignan was named gomisin M3 (5).

KW - Atropisomer

KW - Axial chirality

KW - Circular dichroism

KW - Dibenzocyclooctadiene lignan

KW - Gomisin M3

KW - Schisandra chinensis

UR - http://www.scopus.com/inward/record.url?scp=85107220199&partnerID=8YFLogxK

U2 - 10.1186/s13765-021-00618-1

DO - 10.1186/s13765-021-00618-1

M3 - Article

AN - SCOPUS:85107220199

SN - 2468-0834

VL - 64

JO - Applied Biological Chemistry

JF - Applied Biological Chemistry

IS - 1

M1 - 46

ER -

New dibenzocyclooctadiene lignan from Schisandra chinensis (Turcz.) Baill. fruits

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this