Seco-labdane diterpenoids from the leaves of Callicarpa nudiflora showing nitric oxide inhibitory activity

Xiaocong Sun, Feng Liu, Xueyuan Yang, Jinghan Wang, Bangjian Dong, Chunfeng Xie, Da Qing Jin, Jie Zhang, Dongho Lee, Yasushi Ohizumi, Jing Xu, Yuanqiang Guo

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

Nine previously undescribed seco-labdane diterpenoids, nudiflopenes A−I, were isolated from the leaves of Callicarpa nudiflora. Their structures were elucidated on the basis of extensive 1D and 2D NMR spectroscopic data analysis, and the absolute configurations of these compounds were established by the modified Mosher's method and experimental and calculated electronic circular dichroism spectra. Nudiflopenes A−I belong to the class of seco-labdane diterpenoids. All of the isolates showed inhibitory activities on lipopolysaccharide-induced nitric oxide (NO) production in murine microglial BV-2 cells. The possible mechanism of NO inhibition of some bioactive compounds was also investigated using molecular docking, which revealed interactions of bioactive compounds with the inducible nitric oxide synthase (iNOS) protein.

Original languageEnglish
Pages (from-to)31-41
Number of pages11
JournalPhytochemistry
Volume149
DOIs
Publication statusPublished - 2018 May 1

Fingerprint

Callicarpa
Diterpenes
diterpenoids
nitric oxide
Nitric Oxide
circular dichroism spectroscopy
Nitric Oxide Synthase Type II
Circular Dichroism
lipopolysaccharides
electronics
Lipopolysaccharides
leaves
data analysis
Nuclear magnetic resonance
mice
Proteins
proteins
cells
labdane
bioactive compounds

Keywords

  • Callicarpa nudiflora
  • Molecular docking
  • NO inhibitory effects
  • Seco-labdane diterpenoids
  • Verbenaceae

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Plant Science
  • Horticulture

Cite this

Seco-labdane diterpenoids from the leaves of Callicarpa nudiflora showing nitric oxide inhibitory activity. / Sun, Xiaocong; Liu, Feng; Yang, Xueyuan; Wang, Jinghan; Dong, Bangjian; Xie, Chunfeng; Jin, Da Qing; Zhang, Jie; Lee, Dongho; Ohizumi, Yasushi; Xu, Jing; Guo, Yuanqiang.

In: Phytochemistry, Vol. 149, 01.05.2018, p. 31-41.

Research output: Contribution to journalArticle

Sun, X, Liu, F, Yang, X, Wang, J, Dong, B, Xie, C, Jin, DQ, Zhang, J, Lee, D, Ohizumi, Y, Xu, J & Guo, Y 2018, 'Seco-labdane diterpenoids from the leaves of Callicarpa nudiflora showing nitric oxide inhibitory activity', Phytochemistry, vol. 149, pp. 31-41. https://doi.org/10.1016/j.phytochem.2018.02.001
Sun, Xiaocong ; Liu, Feng ; Yang, Xueyuan ; Wang, Jinghan ; Dong, Bangjian ; Xie, Chunfeng ; Jin, Da Qing ; Zhang, Jie ; Lee, Dongho ; Ohizumi, Yasushi ; Xu, Jing ; Guo, Yuanqiang. / Seco-labdane diterpenoids from the leaves of Callicarpa nudiflora showing nitric oxide inhibitory activity. In: Phytochemistry. 2018 ; Vol. 149. pp. 31-41.
@article{259b581b121e4993891ff6f3e009121f,
title = "Seco-labdane diterpenoids from the leaves of Callicarpa nudiflora showing nitric oxide inhibitory activity",
abstract = "Nine previously undescribed seco-labdane diterpenoids, nudiflopenes A−I, were isolated from the leaves of Callicarpa nudiflora. Their structures were elucidated on the basis of extensive 1D and 2D NMR spectroscopic data analysis, and the absolute configurations of these compounds were established by the modified Mosher's method and experimental and calculated electronic circular dichroism spectra. Nudiflopenes A−I belong to the class of seco-labdane diterpenoids. All of the isolates showed inhibitory activities on lipopolysaccharide-induced nitric oxide (NO) production in murine microglial BV-2 cells. The possible mechanism of NO inhibition of some bioactive compounds was also investigated using molecular docking, which revealed interactions of bioactive compounds with the inducible nitric oxide synthase (iNOS) protein.",
keywords = "Callicarpa nudiflora, Molecular docking, NO inhibitory effects, Seco-labdane diterpenoids, Verbenaceae",
author = "Xiaocong Sun and Feng Liu and Xueyuan Yang and Jinghan Wang and Bangjian Dong and Chunfeng Xie and Jin, {Da Qing} and Jie Zhang and Dongho Lee and Yasushi Ohizumi and Jing Xu and Yuanqiang Guo",
year = "2018",
month = "5",
day = "1",
doi = "10.1016/j.phytochem.2018.02.001",
language = "English",
volume = "149",
pages = "31--41",
journal = "Phytochemistry",
issn = "0031-9422",
publisher = "Elsevier Limited",

}

TY - JOUR

T1 - Seco-labdane diterpenoids from the leaves of Callicarpa nudiflora showing nitric oxide inhibitory activity

AU - Sun, Xiaocong

AU - Liu, Feng

AU - Yang, Xueyuan

AU - Wang, Jinghan

AU - Dong, Bangjian

AU - Xie, Chunfeng

AU - Jin, Da Qing

AU - Zhang, Jie

AU - Lee, Dongho

AU - Ohizumi, Yasushi

AU - Xu, Jing

AU - Guo, Yuanqiang

PY - 2018/5/1

Y1 - 2018/5/1

N2 - Nine previously undescribed seco-labdane diterpenoids, nudiflopenes A−I, were isolated from the leaves of Callicarpa nudiflora. Their structures were elucidated on the basis of extensive 1D and 2D NMR spectroscopic data analysis, and the absolute configurations of these compounds were established by the modified Mosher's method and experimental and calculated electronic circular dichroism spectra. Nudiflopenes A−I belong to the class of seco-labdane diterpenoids. All of the isolates showed inhibitory activities on lipopolysaccharide-induced nitric oxide (NO) production in murine microglial BV-2 cells. The possible mechanism of NO inhibition of some bioactive compounds was also investigated using molecular docking, which revealed interactions of bioactive compounds with the inducible nitric oxide synthase (iNOS) protein.

AB - Nine previously undescribed seco-labdane diterpenoids, nudiflopenes A−I, were isolated from the leaves of Callicarpa nudiflora. Their structures were elucidated on the basis of extensive 1D and 2D NMR spectroscopic data analysis, and the absolute configurations of these compounds were established by the modified Mosher's method and experimental and calculated electronic circular dichroism spectra. Nudiflopenes A−I belong to the class of seco-labdane diterpenoids. All of the isolates showed inhibitory activities on lipopolysaccharide-induced nitric oxide (NO) production in murine microglial BV-2 cells. The possible mechanism of NO inhibition of some bioactive compounds was also investigated using molecular docking, which revealed interactions of bioactive compounds with the inducible nitric oxide synthase (iNOS) protein.

KW - Callicarpa nudiflora

KW - Molecular docking

KW - NO inhibitory effects

KW - Seco-labdane diterpenoids

KW - Verbenaceae

UR - http://www.scopus.com/inward/record.url?scp=85042131037&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85042131037&partnerID=8YFLogxK

U2 - 10.1016/j.phytochem.2018.02.001

DO - 10.1016/j.phytochem.2018.02.001

M3 - Article

C2 - 29455054

AN - SCOPUS:85042131037

VL - 149

SP - 31

EP - 41

JO - Phytochemistry

JF - Phytochemistry

SN - 0031-9422

ER -