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Selenium dioxide promoted selenylation/cyclization of leucosceptrane sesterterpenoids.
Geng, Hao; Fu, Ran; Zhou, Ting-Ting; Li, Man; Liu, Yan-Chun; Li, Xiao-Nian; Liu, Yan; Zheng, Yu; Li, Sheng-Hong.
Affiliation
  • Geng H; Key Laboratory of Phytochemistry and Natural Medicines, and Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, P. R. China. zhengyu@mail.kib.ac.cn.
  • Fu R; Key Laboratory of Phytochemistry and Natural Medicines, and Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, P. R. China. zhengyu@mail.kib.ac.cn.
  • Zhou TT; University of Chinese Academy of Sciences, Beijing 100049, P. R. China.
  • Li M; Key Laboratory of Phytochemistry and Natural Medicines, and Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, P. R. China. zhengyu@mail.kib.ac.cn.
  • Liu YC; Key Laboratory of Phytochemistry and Natural Medicines, and Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, P. R. China. zhengyu@mail.kib.ac.cn.
  • Li XN; Key Laboratory of Phytochemistry and Natural Medicines, and Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, P. R. China. zhengyu@mail.kib.ac.cn.
  • Liu Y; University of Chinese Academy of Sciences, Beijing 100049, P. R. China.
  • Zheng Y; Key Laboratory of Phytochemistry and Natural Medicines, and Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, P. R. China. zhengyu@mail.kib.ac.cn.
  • Li SH; Innovative Institute of Chinese Medicine and Pharmacy, Chengdu University of Traditional Chinese Medicine, Chengdu 611137, P. R. China.
Chem Commun (Camb) ; 60(76): 10512-10515, 2024 Sep 20.
Article in En | MEDLINE | ID: mdl-39225283
ABSTRACT
A novel selenium dioxide promoted selenylation/cyclization of leucosceptrane sesterterpenoids was reported. Two types of leucosceptrane derivatives with different valence states of selenium atoms (Se2+ and Se4+) were obtained. The mechanisms of these two processes were proposed, and the selenium-containing derivates may serve as intermediates of Riley oxidation that could be trapped with appropriate substrates. Immunosuppressive activity screening revealed that 10 and 11 had obvious inhibitory effects on IFN-γ production, with IC50 values of 5.29 and 17.60 µM, respectively, which were more active than their precursor leucosceptroid A.
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Sesterterpenes / Selenium Oxides Limits: Animals Language: En Journal: Chem Commun (Camb) / Chem. commun. (Lond., 1996, Online) / Chemical communications (London. 1996. Online) Journal subject: QUIMICA Year: 2024 Document type: Article Country of publication: United kingdom
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Sesterterpenes / Selenium Oxides Limits: Animals Language: En Journal: Chem Commun (Camb) / Chem. commun. (Lond., 1996, Online) / Chemical communications (London. 1996. Online) Journal subject: QUIMICA Year: 2024 Document type: Article Country of publication: United kingdom