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Spiro ent-Clerodane Dimers: Discovery and Green Approaches for a Scalable Biomimetic Synthesis
Li,Xing-Ren; Yan,Bing-Chao; Hu,Kun; He,Shijun; Sun,Han-Dong; Zuo,Jianping; Puno,Pema-Tenzin
2021
Source PublicationORGANIC LETTERS
ISSN1523-7060
Volume23Issue:15Pages:5647-5651
AbstractScospirosins A (1) and B (2), two unprecedented Spiro ent-derodane dimers with 6/6/10/6 and 6/6/6/6/6 ring systems, respectively, were isolated from Isodon scoparius. Their structures were unambiguously established by spectroscopic, X-ray crystallographic, and chemical approaches. A bioinspired protecting-group-free strategy for their synthesis was achieved on a gram scale and featured the application of green methods, including neat reaction, sensitized photooxygenation, and electrochemical oxidation. 2 exhibited selective immunosuppressive activity against the proliferation of T lymphocytes (IC50 = 1.42 mu M).
KeywordDIELS-ALDER REACTIONS SENSITIZED PHOTOOXYGENATION NATURAL-PRODUCTS ACID DITERPENOIDS
DOI10.1021/acs.orglett.1c01724
WOS IDWOS:000684033200011
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Document Type期刊论文
Identifierhttp://ir.kib.ac.cn/handle/151853/73363
Collection中国科学院昆明植物研究所
Affiliation1.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Yunnan, Peoples R China
2.Chinese Acad Sci, Kunming Inst Bot, Yunnan Key Lab Nat Med Chem, Kunming 650201, Yunnan, Peoples R China
3.Chinese Acad Sci, Shanghai Inst Mat Med, Lab Immunopharmacol, State Key Lab Drug Res, Shanghai 201203, Peoples R China
4.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
Recommended Citation
GB/T 7714
Li,Xing-Ren,Yan,Bing-Chao,Hu,Kun,et al. Spiro ent-Clerodane Dimers: Discovery and Green Approaches for a Scalable Biomimetic Synthesis[J]. ORGANIC LETTERS,2021,23(15):5647-5651.
APA Li,Xing-Ren.,Yan,Bing-Chao.,Hu,Kun.,He,Shijun.,Sun,Han-Dong.,...&Puno,Pema-Tenzin.(2021).Spiro ent-Clerodane Dimers: Discovery and Green Approaches for a Scalable Biomimetic Synthesis.ORGANIC LETTERS,23(15),5647-5651.
MLA Li,Xing-Ren,et al."Spiro ent-Clerodane Dimers: Discovery and Green Approaches for a Scalable Biomimetic Synthesis".ORGANIC LETTERS 23.15(2021):5647-5651.
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