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Total synthesis of (+/-)-tanshinol B, tanshinone I, and (+/-)-tanshindiol B, and C

文献类型：期刊论文

作者Wang, Fan2,5; Yang, Hong1; Yu, Shujuan2,5; Xue, Yu5; Fan, Zhoulong3,5; Liang, Gaolin2; Geng, Meiyu1,3; Zhang, Ao1,3,4,5; Ding, Chunyong3,5
刊名ORGANIC & BIOMOLECULAR CHEMISTRY
出版日期2018-05-14
卷号16期号:18页码:3376-3381
ISSN号1477-0520
DOI10.1039/c8ob00567b
文献子类Article
英文摘要A concise and efficient approach was established for the divergent total synthesis of (+/-)-tanshindiol B and C and tanshinone I from a ubiquitous ene intermediate in 1-2 steps. This critical intermediate was derived from (+/-)-tanshinol B, which was synthesized in 50% overall yield over 3 steps using an ultrasound-promoted cycloaddition as a key step. Compared to a previously reported strategy, our approach is more step-economic, thus greatly improving the synthetic efficiency. The bioactivity evaluation indicates that the diol stereochemistry of the tanshidiols has an impact on the EZH2 inhibitory activity.
WOS关键词SALVIA-MILTIORRHIZA BUNGE ; ABIETANOID ORTHO-QUINONES ; OXIDATIVE STRESS ; IIA ; DERIVATIVES ; PATHWAY
资助项目National Natural Science Foundation of China[81373277] ; International Cooperative Program of the Chinese Academy of Sciences[GJHZ1622] ; Key Program of the Frontier Science of the Chinese Academy of Sciences[160621] ; Shanghai Commission of Science and Technology[16XD1404600] ; Shanghai Commission of Science and Technology[14431905300] ; Shanghai Commission of Science and Technology[14431900400]
WOS研究方向Chemistry
语种英语
WOS记录号WOS:000433444900009
出版者ROYAL SOC CHEMISTRY
源URL[http://119.78.100.183/handle/2S10ELR8/279760]  
专题药物化学研究室
中科院受体结构与功能重点实验室
新药研究国家重点实验室
通讯作者Ding, Chunyong
作者单位1.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China;
2.Univ Sci & Technol China, Nano Sci & Technol Inst, Suzhou 215123, Peoples R China;
3.Univ Chinese Acad Sci, Beijing 100049, Peoples R China;
4.ShanghaiTech Univ, Shanghai 20120, Peoples R China
5.Chinese Acad Sci, Shanghai Inst Mat Med, CAS Key Lab Receptor Res Synthet Organ & Med Chem, Shanghai 201203, Peoples R China;
推荐引用方式
GB/T 7714		 Wang, Fan,Yang, Hong,Yu, Shujuan,et al. Total synthesis of (+/-)-tanshinol B, tanshinone I, and (+/-)-tanshindiol B, and C[J]. ORGANIC & BIOMOLECULAR CHEMISTRY,2018,16(18):3376-3381.
APA Wang, Fan.,Yang, Hong.,Yu, Shujuan.,Xue, Yu.,Fan, Zhoulong.,...&Ding, Chunyong.(2018).Total synthesis of (+/-)-tanshinol B, tanshinone I, and (+/-)-tanshindiol B, and C.ORGANIC & BIOMOLECULAR CHEMISTRY,16(18),3376-3381.
MLA Wang, Fan,et al."Total synthesis of (+/-)-tanshinol B, tanshinone I, and (+/-)-tanshindiol B, and C".ORGANIC & BIOMOLECULAR CHEMISTRY 16.18(2018):3376-3381.

入库方式： OAI收割

来源：上海药物研究所

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