NO inhibitory phytochemicals as potential anti-inflammatory agents from the twigs of Trigonostemon heterophyllus

Yaru Xi; Lijun An; Xueyuan Yang; Ziteng Song; Jie Zhang; Muhetaer Tuerhong; Da Qing Jin; Yasushi Ohizumi; Dongho Lee; Jing Xu; Yuanqiang Guo

doi:10.1016/j.bioorg.2019.03.029

NO inhibitory phytochemicals as potential anti-inflammatory agents from the twigs of Trigonostemon heterophyllus

Yaru Xi, Lijun An, Xueyuan Yang, Ziteng Song, Jie Zhang, Muhetaer Tuerhong, Da Qing Jin, Yasushi Ohizumi, Dongho Lee, Jing Xu, Yuanqiang Guo

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

18 Citations (Scopus)

Abstract

Studies on the relationship of nitric oxide (NO) and inflammation have revealed that compounds with NO inhibitory effects are potentially useful for inflammation and related inflammatory disorders. A phytochemical investigation to obtain new NO inhibitors resulted in the isolation of two new cleistanthane diterpenoids (1 and 2) and 11 known terpenoids (3–13) from Trigonostemon heterophyllus. The structures of these terpenoids were established by analysis of their NMR, MS, and electronic circular dichroism (ECD) data. Compounds 1 and 2 possess rare 3,4-seco-cleistanthane diterpenoid skeletons. All of the isolates were evaluated biologically for their NO inhibitory effects in lipopolysaccharide (LPS)-induced murine microglial BV-2 cells and compounds 1, 6, and 8–10 showed strong NO inhibitory effects with IC ₅₀ values less than 40 μM. Using Western blotting experiments and molecular docking, the possible mechanism of NO inhibition was investigated.

Original language	English
Pages (from-to)	417-424
Number of pages	8
Journal	Bioorganic Chemistry
Volume	87
DOIs	https://doi.org/10.1016/j.bioorg.2019.03.029
Publication status	Published - 2019 Jun

Bibliographical note

Funding Information:
This research was supported by the National Key Research and Development Program of China (No. 2018YFA0507204), Hundred Young Academic Leaders Program of Nankai University, the Natural Science Foundation of Tianjin, China (No. 16JCYBJC27700), National Natural Science Foundation of China (Nos. U1703107, 21642016, and 21372125), and State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources (Guangxi Normal University, No. CMEMR2018-B02).

Funding Information:
This research was supported by the National Key Research and Development Program of China (No. 2018YFA0507204 ), Hundred Young Academic Leaders Program of Nankai University, the Natural Science Foundation of Tianjin, China (No. 16JCYBJC27700 ), National Natural Science Foundation of China (Nos. U1703107 , 21642016 , and 21372125 ), and State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources (Guangxi Normal University, No. CMEMR2018-B02 ).

Publisher Copyright:
© 2019 Elsevier Inc.

Keywords

Cleistanthane diterpenoids
Inflammation
Molecular docking
NO inhibitors
Trigonostemon heterophyllus

ASJC Scopus subject areas

Biochemistry
Molecular Biology
Drug Discovery
Organic Chemistry

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10.1016/j.bioorg.2019.03.029

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@article{1d77a58a6828496da5a07ccef8eb2487,

title = "NO inhibitory phytochemicals as potential anti-inflammatory agents from the twigs of Trigonostemon heterophyllus",

abstract = " Studies on the relationship of nitric oxide (NO) and inflammation have revealed that compounds with NO inhibitory effects are potentially useful for inflammation and related inflammatory disorders. A phytochemical investigation to obtain new NO inhibitors resulted in the isolation of two new cleistanthane diterpenoids (1 and 2) and 11 known terpenoids (3–13) from Trigonostemon heterophyllus. The structures of these terpenoids were established by analysis of their NMR, MS, and electronic circular dichroism (ECD) data. Compounds 1 and 2 possess rare 3,4-seco-cleistanthane diterpenoid skeletons. All of the isolates were evaluated biologically for their NO inhibitory effects in lipopolysaccharide (LPS)-induced murine microglial BV-2 cells and compounds 1, 6, and 8–10 showed strong NO inhibitory effects with IC 50 values less than 40 μM. Using Western blotting experiments and molecular docking, the possible mechanism of NO inhibition was investigated.",

keywords = "Cleistanthane diterpenoids, Inflammation, Molecular docking, NO inhibitors, Trigonostemon heterophyllus",

author = "Yaru Xi and Lijun An and Xueyuan Yang and Ziteng Song and Jie Zhang and Muhetaer Tuerhong and Jin, {Da Qing} and Yasushi Ohizumi and Dongho Lee and Jing Xu and Yuanqiang Guo",

note = "Funding Information: This research was supported by the National Key Research and Development Program of China (No. 2018YFA0507204), Hundred Young Academic Leaders Program of Nankai University, the Natural Science Foundation of Tianjin, China (No. 16JCYBJC27700), National Natural Science Foundation of China (Nos. U1703107, 21642016, and 21372125), and State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources (Guangxi Normal University, No. CMEMR2018-B02). Funding Information: This research was supported by the National Key Research and Development Program of China (No. 2018YFA0507204 ), Hundred Young Academic Leaders Program of Nankai University, the Natural Science Foundation of Tianjin, China (No. 16JCYBJC27700 ), National Natural Science Foundation of China (Nos. U1703107 , 21642016 , and 21372125 ), and State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources (Guangxi Normal University, No. CMEMR2018-B02 ). Publisher Copyright: {\textcopyright} 2019 Elsevier Inc.",

year = "2019",

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doi = "10.1016/j.bioorg.2019.03.029",

language = "English",

volume = "87",

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AU - Xi, Yaru

AU - An, Lijun

AU - Yang, Xueyuan

AU - Song, Ziteng

AU - Zhang, Jie

AU - Tuerhong, Muhetaer

AU - Jin, Da Qing

AU - Ohizumi, Yasushi

AU - Lee, Dongho

AU - Xu, Jing

AU - Guo, Yuanqiang

N1 - Funding Information: This research was supported by the National Key Research and Development Program of China (No. 2018YFA0507204), Hundred Young Academic Leaders Program of Nankai University, the Natural Science Foundation of Tianjin, China (No. 16JCYBJC27700), National Natural Science Foundation of China (Nos. U1703107, 21642016, and 21372125), and State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources (Guangxi Normal University, No. CMEMR2018-B02). Funding Information: This research was supported by the National Key Research and Development Program of China (No. 2018YFA0507204 ), Hundred Young Academic Leaders Program of Nankai University, the Natural Science Foundation of Tianjin, China (No. 16JCYBJC27700 ), National Natural Science Foundation of China (Nos. U1703107 , 21642016 , and 21372125 ), and State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources (Guangxi Normal University, No. CMEMR2018-B02 ). Publisher Copyright: © 2019 Elsevier Inc.

PY - 2019/6

Y1 - 2019/6

N2 - Studies on the relationship of nitric oxide (NO) and inflammation have revealed that compounds with NO inhibitory effects are potentially useful for inflammation and related inflammatory disorders. A phytochemical investigation to obtain new NO inhibitors resulted in the isolation of two new cleistanthane diterpenoids (1 and 2) and 11 known terpenoids (3–13) from Trigonostemon heterophyllus. The structures of these terpenoids were established by analysis of their NMR, MS, and electronic circular dichroism (ECD) data. Compounds 1 and 2 possess rare 3,4-seco-cleistanthane diterpenoid skeletons. All of the isolates were evaluated biologically for their NO inhibitory effects in lipopolysaccharide (LPS)-induced murine microglial BV-2 cells and compounds 1, 6, and 8–10 showed strong NO inhibitory effects with IC 50 values less than 40 μM. Using Western blotting experiments and molecular docking, the possible mechanism of NO inhibition was investigated.

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JF - Bioorganic Chemistry

ER -

NO inhibitory phytochemicals as potential anti-inflammatory agents from the twigs of Trigonostemon heterophyllus

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

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