期刊
TETRAHEDRON LETTERS
卷 56, 期 1, 页码 229-232出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2014.11.075
关键词
beta-Triketones; Diels-Alder reaction; Biomimetic synthesis; Spiro compounds
资金
- National Natural Sciences Foundation of China [21272275, 81202899]
- Youth Fund Project of Basic Research Program of Jiangsu Province (Natural Science Foundation) [BK2012351]
- Program for New Century Excellent Talents in University [NCET-2013-1035]
- Program for Changjiang Scholars and Innovative Research Team in University [PCSIRT-IRT1193]
- Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD)
(+/-)-Calliviminones A (1) and B (2), two Diels-Alder adducts of polymethylated phloroglucinol and myrcene with unprecedented spiro-[5.5] undecene skeleton, were isolated from the fruits of Callistemon viminalis. Structural elucidation was accomplished by NMR spectra studies, and the biomimetic synthesis of compounds 1 and 2 confirmed the pivotal role of Diels-Alder reaction in the plausible biosynthetic pathway. Compounds 1 and 2 were also the first example of Carbon Diels-Alder adducts between phloroglucinol and terpene. Bioactivity scan indicated that I and 2 showed moderate inhibition on NO production on lipopolysaccharide-induced RAW264.7 macrophages. (C) 2014 Elsevier Ltd. All rights reserved.
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