Bioactive diterpenoids from Trigonostemon chinensis: Structures, NO inhibitory activities, and interactions with iNOS

Jing Xu; Maoqin Peng; Xiaocong Sun; Xingyu Liu; Ling Tong; Guochen Su; Yasushi Ohizumi; Dongho Lee; Yuanqiang Guo

doi:10.1016/j.bmcl.2016.08.026

Bioactive diterpenoids from Trigonostemon chinensis: Structures, NO inhibitory activities, and interactions with iNOS

Jing Xu, Maoqin Peng, Xiaocong Sun, Xingyu Liu, Ling Tong, Guochen Su, Yasushi Ohizumi, Dongho Lee, Yuanqiang Guo

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

24 Citations (Scopus)

Abstract

A phytochemical investigation to obtain new NO inhibitors led to the isolation of two new (1 and 2) and four known (3–6) diterpenoids from Trigonostemon chinensis. Their structures were elucidated on the basis of extensive 1D and 2D NMR spectroscopic data analyses, and the absolute configurations of new compounds were established by experimental and calculated ECD spectra. The inhibitory activities on lipopolysaccharide-induced NO production in murine microglial BV-2 cells of these diterpenoids were evaluated, and all of the compounds showed inhibitory effects. The interactions of bioactive compounds with iNOS protein were also studied by molecular docking.

Original language	English
Pages (from-to)	4785-4789
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	26
Issue number	19
DOIs	https://doi.org/10.1016/j.bmcl.2016.08.026
Publication status	Published - 2016

Bibliographical note

Funding Information:
This work was supported by the National Natural Science Foundation of China (Nos. 21372125 and 81102331 ), the Natural Science Foundation of Tianjin , China (No. 16JCYBJC27700 ), and the State Key Laboratory of Medicinal Chemical Biology (No. 201602007 ).

Publisher Copyright:
© 2016 Elsevier Ltd

Keywords

Diterpenoids
Molecular docking
NO inhibitory activities
Trigonostemon chinensis
iNOS

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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10.1016/j.bmcl.2016.08.026

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title = "Bioactive diterpenoids from Trigonostemon chinensis: Structures, NO inhibitory activities, and interactions with iNOS",

abstract = "A phytochemical investigation to obtain new NO inhibitors led to the isolation of two new (1 and 2) and four known (3–6) diterpenoids from Trigonostemon chinensis. Their structures were elucidated on the basis of extensive 1D and 2D NMR spectroscopic data analyses, and the absolute configurations of new compounds were established by experimental and calculated ECD spectra. The inhibitory activities on lipopolysaccharide-induced NO production in murine microglial BV-2 cells of these diterpenoids were evaluated, and all of the compounds showed inhibitory effects. The interactions of bioactive compounds with iNOS protein were also studied by molecular docking.",

keywords = "Diterpenoids, Molecular docking, NO inhibitory activities, Trigonostemon chinensis, iNOS",

author = "Jing Xu and Maoqin Peng and Xiaocong Sun and Xingyu Liu and Ling Tong and Guochen Su and Yasushi Ohizumi and Dongho Lee and Yuanqiang Guo",

note = "Funding Information: This work was supported by the National Natural Science Foundation of China (Nos. 21372125 and 81102331 ), the Natural Science Foundation of Tianjin , China (No. 16JCYBJC27700 ), and the State Key Laboratory of Medicinal Chemical Biology (No. 201602007 ). Publisher Copyright: {\textcopyright} 2016 Elsevier Ltd",

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language = "English",

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T2 - Structures, NO inhibitory activities, and interactions with iNOS

AU - Xu, Jing

AU - Peng, Maoqin

AU - Sun, Xiaocong

AU - Liu, Xingyu

AU - Tong, Ling

AU - Su, Guochen

AU - Ohizumi, Yasushi

AU - Lee, Dongho

AU - Guo, Yuanqiang

N1 - Funding Information: This work was supported by the National Natural Science Foundation of China (Nos. 21372125 and 81102331 ), the Natural Science Foundation of Tianjin , China (No. 16JCYBJC27700 ), and the State Key Laboratory of Medicinal Chemical Biology (No. 201602007 ). Publisher Copyright: © 2016 Elsevier Ltd

PY - 2016

Y1 - 2016

N2 - A phytochemical investigation to obtain new NO inhibitors led to the isolation of two new (1 and 2) and four known (3–6) diterpenoids from Trigonostemon chinensis. Their structures were elucidated on the basis of extensive 1D and 2D NMR spectroscopic data analyses, and the absolute configurations of new compounds were established by experimental and calculated ECD spectra. The inhibitory activities on lipopolysaccharide-induced NO production in murine microglial BV-2 cells of these diterpenoids were evaluated, and all of the compounds showed inhibitory effects. The interactions of bioactive compounds with iNOS protein were also studied by molecular docking.

AB - A phytochemical investigation to obtain new NO inhibitors led to the isolation of two new (1 and 2) and four known (3–6) diterpenoids from Trigonostemon chinensis. Their structures were elucidated on the basis of extensive 1D and 2D NMR spectroscopic data analyses, and the absolute configurations of new compounds were established by experimental and calculated ECD spectra. The inhibitory activities on lipopolysaccharide-induced NO production in murine microglial BV-2 cells of these diterpenoids were evaluated, and all of the compounds showed inhibitory effects. The interactions of bioactive compounds with iNOS protein were also studied by molecular docking.

KW - Diterpenoids

KW - Molecular docking

KW - NO inhibitory activities

KW - Trigonostemon chinensis

KW - iNOS

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SN - 0960-894X

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JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 19

ER -

Bioactive diterpenoids from Trigonostemon chinensis: Structures, NO inhibitory activities, and interactions with iNOS

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

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