Dihydro-β-agarofuran-type sesquiterpenoids from the seeds of Tripterygium wilfordii (Thunder God Vine) and evaluation of their anti-osteoclastogenesis and immunosuppressive activities

被引：6

作者：

Cao, Guangchao ^{[1
,2
]}

Ning, Ruonan ^{[3
]}

Zhao, Jie ^{[1
,2
]}

Yao, Jiaying ^{[4
]}

Chang, Linyue ^{[1
,2
]}

Mu, Hongyan ^{[1
,2
]}

Zhang, Rujun ^{[1
]}

Chen, Zhenhua ^{[1
]}

Gong, Fengbei ^{[1
,2
]}

He, Shijun ^{[4
]}

Jiang, Min ^{[3
]}

Zhao, Weimin ^{[1
,2
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Mat Med, Nat Prod Res Ctr, Shanghai 201203, Peoples R China

[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China

[3] Shanghai Jiao Tong Univ Sch Med, Ruijin Hosp, Dept Orthopaed,Shanghai Key Lab Prevent & Treatmen, Shanghai Inst Traumatol & Orthopaed,Sch Med, Shanghai 200025, Peoples R China

[4] Shanghai Univ Tradit Chinese Med, Innovat Res Inst Tradit Chinese Med, 1200 Cailun Rd, Shanghai 201203, Peoples R China

来源：

BIOORGANIC CHEMISTRY | 2023年 / 141卷

基金：

中国国家自然科学基金;

关键词：

Tripterygium wilfordii; Dihydro; beta -agarofuran sesquiterpenoid; Osteoclastgenesis; Immunosuppressive; POLYOL ESTERS; ALKALOIDS; AGENTS; STEMS; FLAVONOIDS; ROOTS; BONE;

D O I：

10.1016/j.bioorg.2023.106886

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Extensive phytochemical investigation of the seeds of Tripterygium wilfordii led to the identification of 54 polyesterified dihydro-beta-agarofuran-type sesquiterpenoids, including 27 previously undescribed ones, named Trip-wilin I-XXVII (1-27). Comprehensive spectroscopic and single-crystal X-ray diffraction analyses, along with electronic circular dichroism (ECD) calculations were used for the structural elucidation of the new compounds. Biological assay revealed that 37 compounds among the isolates exhibited significant inhibition against osteoclastogenesis induced by receptor activator of nuclear factor -KB ligand (RANKL) at 10 mu M. Further investigation indicated that Triptogelin C-3 (54), with the most potent osteoclastogenesis inhibitory activity, regulated the osteoclast marker genes (MMP-9, c-Fos, CTSK, and TRAP) and proteins in a dose-dependent manner in vitro. Besides, celaforin D-1 (28), 1 alpha,6 beta,15-triacetoxy-8 alpha,9 alpha-dibenzoyloxy-2 alpha-hydroxydihydro-beta-agarofuran (34), triptogelin A-2 (37), and chiapen D (49) showed moderate suppressive effects on the proliferation of T and B lymphocytes with IC50 values ranging between 8.1 +/- 0.8 and 19.0 +/- 0.9 mu M.

引用

页数：19

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