Total Synthesis and Anti-Inflammatory Evaluation of Osajin, Scandenone and Analogues

In this study, the total synthesis of osajin, scandenone and their analogues have been accomplished. The key synthetic steps include aldol/intramolecular iodoetherification/elimination sequence reactions and a Suzuki coupling reaction to assemble the tricyclic core, chemoselective propargylation and...

Full description

Saved in:
Bibliographic Details
Published inPharmaceuticals (Basel, Switzerland) Vol. 17; no. 1; p. 86
Main Authors Wang, Rui, Ma, Ran, Feng, Ke, Lu, Hongchen, Zhao, Wei, Jin, Hongzhen
Format Journal Article
LanguageEnglish
Published Switzerland MDPI AG 01.01.2024
MDPI
Subjects
anti-inflammatory
Anti-inflammatory drugs
Chromatography
Flavonoids
Isoflavones
Lead compounds
Natural products
Organic compounds
Plant metabolites
R&D
Research & development
Solvents
Suzuki coupling reaction
Synthesis
Temperature
Tumor necrosis factor-TNF
China
Suzuki coupling reaction
anti-inflammatory
natural products
flavonoids
Online AccessGet full text

Cover

More Information
Summary:In this study, the total synthesis of osajin, scandenone and their analogues have been accomplished. The key synthetic steps include aldol/intramolecular iodoetherification/elimination sequence reactions and a Suzuki coupling reaction to assemble the tricyclic core, chemoselective propargylation and Claisen rearrangement reactions to obtain natural compounds. In addition, we also designed and synthesized twenty-five natural product analogues. All synthetic compounds were screened for anti-inflammatory activity against tumor necrosis factor-α (TNF-α) and interleukin-6 (IL-6) in lipopolysaccharide (LPS)-stimulated RAW264.7 macrophages. Collectively, Compound and were considered as promising lead compounds for further development.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1424-8247
1424-8247
DOI:10.3390/ph17010086