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Total Syntheses of Lobaric Acid and Its Derivatives from the Antarctic Lichen Stereocaulon alpinum

Cited 5 time in wos
Cited 5 time in scopus
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Title
Total Syntheses of Lobaric Acid and Its Derivatives from the Antarctic Lichen Stereocaulon alpinum
Other Titles
지의류 Stereocaulon alpinum 에서 추출된 로바릭산과 그 유도체들의 전합성연구
Authors
Kim, Tai Kyoung
Kim, Joung Eun
Youn, Ui Joung
Han, Se Jong
Kim, Il-Chan
Cho, Cheon-Gyu
Yim, Joung Han
Subject
Plant Sciences; Pharmacology & Pharmacy
Keywords
Lobaric acid; PTP1B inhibition; Stereocaulon alpinum; 극지 지의류; 극지 천연물; 유기 화학; 지의류 유래 대사체; 천연물 화학
Issue Date
2018-06
Citation
Kim, Tai Kyoung, et al. 2018. "Total Syntheses of Lobaric Acid and Its Derivatives from the Antarctic Lichen Stereocaulon alpinum". JOURNAL OF NATURAL PRODUCTS, 81(6): 1460-1467.
Abstract
The first total syntheses of the natural products lobaric acid and its derivatives isolated from the Antarctic lichen, Stereocaulon alpinum are reported in this study. Lobarin 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.
URI
https://repository.kopri.re.kr/handle/201206/10841
DOI
http://dx.doi.org/10.1021/acs.jnatprod.8b00227
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