Enantiomeric Isoflavones with neuroprotective activities from the Fruits of Maclura tricuspidata

Nguyen Tuan Hiep, Jaeyoung Kwon, Sungeun Hong, Nahyun Kim, Yuanqiang Guo, Bang Yeon Hwang, Woongchon Mar, Dongho Lee

Research output: Contribution to journalArticle

Abstract

Seven pairs of enantiomeric isoflavones (1a/1b–7a/7b) were obtained from the ethyl acetate extract of the fruits of Maclura tricuspidata (syn. Cudrania tricuspidata), and successfully separated by chiral high-pressure liquid chromatography (HPLC). The structures and absolute configurations of the enantiomeric isoflavones were established on the basic of comprehensive spectroscopic analyses and quantum chemical calculation methods. Compounds 1, 1a, and 1b exhibited neuroprotective activities against oxygen-glucose deprivation/reoxygenation (ODG/R)-induced SH-SY5Y cells death with EC 50 values of 5.5 µM, 4.0 µM, and 10.0 µM, respectively. Furthermore, 1, 1a, and 1b inhibited OGD/R-induced reactive oxygen species generation in SH-5Y5Y cells with IC 50 values of 6.9 µM, 4.5 µM, and 9.5 µM, respectively.

Original languageEnglish
Article number1757
JournalScientific Reports
Volume9
Issue number1
DOIs
Publication statusPublished - 2019 Dec 1

Fingerprint

Maclura
Isoflavones
Fruit
Moraceae
Reactive Oxygen Species
Cell Death
High Pressure Liquid Chromatography
Oxygen
Glucose

ASJC Scopus subject areas

  • General

Cite this

Enantiomeric Isoflavones with neuroprotective activities from the Fruits of Maclura tricuspidata. / Hiep, Nguyen Tuan; Kwon, Jaeyoung; Hong, Sungeun; Kim, Nahyun; Guo, Yuanqiang; Hwang, Bang Yeon; Mar, Woongchon; Lee, Dongho.

In: Scientific Reports, Vol. 9, No. 1, 1757, 01.12.2019.

Research output: Contribution to journalArticle

Hiep, Nguyen Tuan ; Kwon, Jaeyoung ; Hong, Sungeun ; Kim, Nahyun ; Guo, Yuanqiang ; Hwang, Bang Yeon ; Mar, Woongchon ; Lee, Dongho. / Enantiomeric Isoflavones with neuroprotective activities from the Fruits of Maclura tricuspidata. In: Scientific Reports. 2019 ; Vol. 9, No. 1.
@article{8b50baa8669c4308b1d3d9171437100a,
title = "Enantiomeric Isoflavones with neuroprotective activities from the Fruits of Maclura tricuspidata",
abstract = "Seven pairs of enantiomeric isoflavones (1a/1b–7a/7b) were obtained from the ethyl acetate extract of the fruits of Maclura tricuspidata (syn. Cudrania tricuspidata), and successfully separated by chiral high-pressure liquid chromatography (HPLC). The structures and absolute configurations of the enantiomeric isoflavones were established on the basic of comprehensive spectroscopic analyses and quantum chemical calculation methods. Compounds 1, 1a, and 1b exhibited neuroprotective activities against oxygen-glucose deprivation/reoxygenation (ODG/R)-induced SH-SY5Y cells death with EC 50 values of 5.5 µM, 4.0 µM, and 10.0 µM, respectively. Furthermore, 1, 1a, and 1b inhibited OGD/R-induced reactive oxygen species generation in SH-5Y5Y cells with IC 50 values of 6.9 µM, 4.5 µM, and 9.5 µM, respectively.",
author = "Hiep, {Nguyen Tuan} and Jaeyoung Kwon and Sungeun Hong and Nahyun Kim and Yuanqiang Guo and Hwang, {Bang Yeon} and Woongchon Mar and Dongho Lee",
year = "2019",
month = "12",
day = "1",
doi = "10.1038/s41598-018-36095-8",
language = "English",
volume = "9",
journal = "Scientific Reports",
issn = "2045-2322",
publisher = "Nature Publishing Group",
number = "1",

}

TY - JOUR

T1 - Enantiomeric Isoflavones with neuroprotective activities from the Fruits of Maclura tricuspidata

AU - Hiep, Nguyen Tuan

AU - Kwon, Jaeyoung

AU - Hong, Sungeun

AU - Kim, Nahyun

AU - Guo, Yuanqiang

AU - Hwang, Bang Yeon

AU - Mar, Woongchon

AU - Lee, Dongho

PY - 2019/12/1

Y1 - 2019/12/1

N2 - Seven pairs of enantiomeric isoflavones (1a/1b–7a/7b) were obtained from the ethyl acetate extract of the fruits of Maclura tricuspidata (syn. Cudrania tricuspidata), and successfully separated by chiral high-pressure liquid chromatography (HPLC). The structures and absolute configurations of the enantiomeric isoflavones were established on the basic of comprehensive spectroscopic analyses and quantum chemical calculation methods. Compounds 1, 1a, and 1b exhibited neuroprotective activities against oxygen-glucose deprivation/reoxygenation (ODG/R)-induced SH-SY5Y cells death with EC 50 values of 5.5 µM, 4.0 µM, and 10.0 µM, respectively. Furthermore, 1, 1a, and 1b inhibited OGD/R-induced reactive oxygen species generation in SH-5Y5Y cells with IC 50 values of 6.9 µM, 4.5 µM, and 9.5 µM, respectively.

AB - Seven pairs of enantiomeric isoflavones (1a/1b–7a/7b) were obtained from the ethyl acetate extract of the fruits of Maclura tricuspidata (syn. Cudrania tricuspidata), and successfully separated by chiral high-pressure liquid chromatography (HPLC). The structures and absolute configurations of the enantiomeric isoflavones were established on the basic of comprehensive spectroscopic analyses and quantum chemical calculation methods. Compounds 1, 1a, and 1b exhibited neuroprotective activities against oxygen-glucose deprivation/reoxygenation (ODG/R)-induced SH-SY5Y cells death with EC 50 values of 5.5 µM, 4.0 µM, and 10.0 µM, respectively. Furthermore, 1, 1a, and 1b inhibited OGD/R-induced reactive oxygen species generation in SH-5Y5Y cells with IC 50 values of 6.9 µM, 4.5 µM, and 9.5 µM, respectively.

UR - http://www.scopus.com/inward/record.url?scp=85061238977&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85061238977&partnerID=8YFLogxK

U2 - 10.1038/s41598-018-36095-8

DO - 10.1038/s41598-018-36095-8

M3 - Article

C2 - 30741971

AN - SCOPUS:85061238977

VL - 9

JO - Scientific Reports

JF - Scientific Reports

SN - 2045-2322

IS - 1

M1 - 1757

ER -