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Bioassay-Guided Isolation of an Abetiane-Type Diterpenoid from Prunella vulgaris That Protects against Concanavalin A-Induced Autoimmune Hepatitis
Journal of Natural Products ( IF 5.1 ) Pub Date : 2021-08-12 , DOI: 10.1021/acs.jnatprod.1c00247 Yunfang Cao 1 , Xiaosheng Tan 2 , Ali Adhab Al Chnani 1 , Pengkun Li 1 , Zhengyi Shi 1 , Hao Feng 2 , Lingjuan Sun 2 , Qiangbing Xia 2 , Xi Yang 3 , Yulin Duan 1 , Yi Guo 1 , Gang Chen 2 , Changxing Qi 1 , Yonghui Zhang 1
Journal of Natural Products ( IF 5.1 ) Pub Date : 2021-08-12 , DOI: 10.1021/acs.jnatprod.1c00247 Yunfang Cao 1 , Xiaosheng Tan 2 , Ali Adhab Al Chnani 1 , Pengkun Li 1 , Zhengyi Shi 1 , Hao Feng 2 , Lingjuan Sun 2 , Qiangbing Xia 2 , Xi Yang 3 , Yulin Duan 1 , Yi Guo 1 , Gang Chen 2 , Changxing Qi 1 , Yonghui Zhang 1
Affiliation
Prunella vulgaris is a widely used edible Chinese medicinal plant. In the present study, two new abietane-type diterpenoids, abietoquinones A (1) and B (2), were isolated from this plant by an immunosuppressive bioassay-guided isolation procedure. Their structures were elucidated unambiguously by NMR spectroscopic analysis, single-crystal X-ray crystallography, and electronic circular dichroism calculations. Compounds 1 and 2 bear a cyclohex-2-ene-1,4-dione moiety, which is uncommon among abietane diterpenes. Also, abietoquinone A (1) suppressed murine splenocyte proliferation and decreased the production of proinflammatory cytokines induced by concanavalin A (Con A) in vitro. In Con A-challenged mice, preinjection with 1 significantly ameliorated liver injury. Additionally, abietoquinone A (1) exhibited inhibitory activities against the proliferation of murine splenocytes and human T cells induced by anti-CD3/anti-CD28 monoclonal antibodies (mAbs).
中文翻译:
从夏枯草中生物测定引导分离一种可预防伴刀豆球蛋白 A 诱导的自身免疫性肝炎的甜菜碱型二萜
夏枯草是一种广泛使用的食用中药植物。在本研究中,通过免疫抑制生物测定引导的分离程序从该植物中分离出两种新的松香烷型二萜,松香醌 A ( 1 ) 和 B ( 2 )。它们的结构通过 NMR 光谱分析、单晶 X 射线晶体学和电子圆二色性计算得到明确阐明。化合物1和2带有 cyclohex-2-ene-1,4-dione 部分,这在松香烷二萜中并不常见。此外, abietoquinone A ( 1) 抑制鼠脾细胞增殖并减少体外刀豆蛋白 A (Con A) 诱导的促炎细胞因子的产生。在 Con A 攻击的小鼠中,预注射1显着改善了肝损伤。此外,松香醌 A ( 1 ) 表现出对由抗 CD3/抗 CD28 单克隆抗体 (mAb) 诱导的鼠脾细胞和人 T 细胞增殖的抑制活性。
更新日期:2021-08-27
中文翻译:
从夏枯草中生物测定引导分离一种可预防伴刀豆球蛋白 A 诱导的自身免疫性肝炎的甜菜碱型二萜
夏枯草是一种广泛使用的食用中药植物。在本研究中,通过免疫抑制生物测定引导的分离程序从该植物中分离出两种新的松香烷型二萜,松香醌 A ( 1 ) 和 B ( 2 )。它们的结构通过 NMR 光谱分析、单晶 X 射线晶体学和电子圆二色性计算得到明确阐明。化合物1和2带有 cyclohex-2-ene-1,4-dione 部分,这在松香烷二萜中并不常见。此外, abietoquinone A ( 1) 抑制鼠脾细胞增殖并减少体外刀豆蛋白 A (Con A) 诱导的促炎细胞因子的产生。在 Con A 攻击的小鼠中,预注射1显着改善了肝损伤。此外,松香醌 A ( 1 ) 表现出对由抗 CD3/抗 CD28 单克隆抗体 (mAb) 诱导的鼠脾细胞和人 T 细胞增殖的抑制活性。