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Total Syntheses of Lobaric Acid and Its Derivatives from the Antarctic Lichen Stereocaulon alpinum
- Authors
- Kim, Tai Kyoung; Kim, Joung Eun; Youn, Ui Joung; Han, Se Jong; Kim, Il-Chan; Cho, Cheon-Gyu; Yim, Joung Han
- Issue Date
- Jun-2018
- Publisher
- AMER CHEMICAL SOC
- Citation
- JOURNAL OF NATURAL PRODUCTS, v.81, no.6, pp.1460 - 1467
- Indexed
- SCIE
SCOPUS
- Journal Title
- JOURNAL OF NATURAL PRODUCTS
- Volume
- 81
- Number
- 6
- Start Page
- 1460
- End Page
- 1467
- ISSN
- 0163-3864
- Abstract
- 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.
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Related Researcher
- Cho, Cheon Gyu
- COLLEGE OF NATURAL SCIENCES (DEPARTMENT OF CHEMISTRY)