Total synthesis of cynaropicrin-Reference-Cited by-同舟云学术

Total synthesis of cynaropicrin

Published:2021 Issue:27 Volume:19 Page:6038-6044
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Nakamura Tenma¹²³⁴⁵,Pitna Dinda B.¹²³⁴⁵,Kimura Kogaku¹²³⁴⁵,Yoshimoto Yukiko¹²³⁴⁵,Uchiyama Tomoya¹²³⁴⁵,Mori Takaya¹²³⁴⁵,Kondo Ryosuke¹²³⁴⁵,Hara Shihori¹²³⁴⁵,Egoshi Yuki¹²³⁴⁵,Yamaguchi Shoya¹²³⁴⁵,Suzuki Noriyuki¹²³⁴⁵,Suzuki Yumiko¹²³⁴⁵^ORCID,Usuki Toyonobu¹²³⁴⁵^ORCID

Affiliation:

1. Department of Materials and Life Sciences

2. Faculty of Science and Technology

3. Sophia University

4. Chiyoda-ku

5. Japan

Abstract

The first total synthesis of the sesquiterpene lactone cynaropicrin, isolated from artichoke, was achieved starting from (S)-α-pinene. The synthesis involved a stereoselective Favorskii rearrangement and a diastereoselective Barbier reaction.

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2021/OB/D1OB00657F

Reference35 articles.

1. On terpenes. CXVI. Structure of cynaropicrin

2. Cynaropicrin from Cynara scolymus L. suppresses photoaging of skin by inhibiting the transcription activity of nuclear factor-kappa B

3. Cynaropicrin and inhibition of NF-κB activation: A structure activity relationship study

4. Cynaropicrin: A Comprehensive Research Review and Therapeutic Potential As an Anti-Hepatitis C Virus Agent

5. Cynaropicrin: The First Plant Natural Product withIn VivoActivity againstTrypanosoma brucei

Cited by 15 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Pyrimidine-based sulfonamides and acetamides as potent antimicrobial Agents: Synthesis, Computational Studies, and biological assessment;Bioorganic Chemistry;2024-10

2. Prins cyclization of 1,3-dioxinone: synthesis of 11-epi-badkhysin;Organic Chemistry Frontiers;2024

3. Total synthesis and biological activity of plant natural products;Japanese Journal of Pesticide Science;2023-08-20

4. Organocatalytic Regioselective Chloro‐sulfonylation of Mono‐ and 1,2‐Disubstituted Epoxides by Using 4‐Methylpyridine N‐Oxide;ChemistrySelect;2023-05-02

5. Total Synthesis and Structure Activity Relationship of Cynaropicrin;Journal of Synthetic Organic Chemistry, Japan;2023-03-01