Total Syntheses of Lobaric Acid and Its Derivatives from the Antarctic Lichen Stereocaulon alpinum
| Autor: | Il-Chan Kim, Cheon-Gyu Cho, Ui Joung Youn, Joung Eun Kim, Tai Kyoung Kim, Joung Han Yim, Se Jong Han |
|---|---|
| Rok vydání: | 2018 |
| Předmět: |
Lichens
Pharmaceutical Science Antarctic Regions Ether Lobaric acid 010402 general chemistry 01 natural sciences Depsides Coupling reaction Analytical Chemistry chemistry.chemical_compound Lactones Ascomycota Drug Discovery Organic chemistry Stereocaulon alpinum Lichen Pharmacology Protein Tyrosine Phosphatase Non-Receptor Type 1 010405 organic chemistry Aryl Phenyl Ethers Organic Chemistry Salicylates 0104 chemical sciences Complementary and alternative medicine chemistry Molecular Medicine |
| Zdroj: | Journal of natural products. 81(6) |
| ISSN: | 1520-6025 |
| Popis: | The first total syntheses of the natural products lobaric acid (1) and its derivatives isolated from the Antarctic lichen Stereocaulon alpinum are reported in this study. Lobarin (3), with a pseudodepsidone structure, was synthesized first in 11 steps by utilizing an Ullmann aryl ether coupling reaction, and lobaric acid was synthesized in an additional three steps by a seven-membered lactonization reaction. Various derivatives were also obtained from the prepared lobaric acid, and the synthetic compounds exhibited significant PTP1B inhibitory activities. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|