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Isoxerophilins A and B, two diterpene heterodimers from Isodon xerophilus: structural elucidation and semisynthesis of isoxerophilin analogues
Dai,Jia-Meng; Yan,Bing-Chao; Kong,Ling-Mei; Hu,Kun; Li,Xing-Ren; Li,Xiao-Nian; Sun,Han-Dong; Li,Yan; Puno,Pema-Tenzin
2023
发表期刊ORGANIC CHEMISTRY FRONTIERS
卷号11期号:1页码:37-46
摘要Two types of novel diterpene heterodimers, isoxerophilins A (1, ent-kaurane-sempervirane) and B (2, ent-kaurane-abietane), were isolated from the roots of Isodon xerophilus. Their structures and absolute configurations were determined by spectroscopic data and single crystal X-ray diffraction analysis. A bioinspired semisynthesis of ten isoxerophilin analogues, featuring a tandem oxidative dearomatization/intermolecular Diels-Alder reaction, has been achieved, and the transformation of ferruginol into a sempervirane scaffold was accomplished by the SIBX-mediated tandem reaction. Compound 12 promotes MICA/B expression on SMMC-7721 cells.
关键词ENT-KAURANE DITERPENOIDS ABIETANE DITERPENOIDS A-D DIMERS OXIDATION CYCLOADDUCTS ACTIVATION LIGANDS IBX
DOI10.1039/d3qo01679j
WOS记录号WOS:001103036700001
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文献类型期刊论文
条目标识符http://ir.kib.ac.cn/handle/151853/74881
专题中国科学院昆明植物研究所
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Dai,Jia-Meng,Yan,Bing-Chao,Kong,Ling-Mei,et al. Isoxerophilins A and B, two diterpene heterodimers from Isodon xerophilus: structural elucidation and semisynthesis of isoxerophilin analogues[J]. ORGANIC CHEMISTRY FRONTIERS,2023,11(1):37-46.
APA Dai,Jia-Meng.,Yan,Bing-Chao.,Kong,Ling-Mei.,Hu,Kun.,Li,Xing-Ren.,...&Puno,Pema-Tenzin.(2023).Isoxerophilins A and B, two diterpene heterodimers from Isodon xerophilus: structural elucidation and semisynthesis of isoxerophilin analogues.ORGANIC CHEMISTRY FRONTIERS,11(1),37-46.
MLA Dai,Jia-Meng,et al."Isoxerophilins A and B, two diterpene heterodimers from Isodon xerophilus: structural elucidation and semisynthesis of isoxerophilin analogues".ORGANIC CHEMISTRY FRONTIERS 11.1(2023):37-46.
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