Journal
JOURNAL OF NATURAL PRODUCTS
Volume 79, Issue 5, Pages 1365-1372Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.jnatprod.6b00090
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Funding
- National Natural Science Foundation [21272245, 21532007]
- Foundation from the Ministry of Science and Technology of the People's Republic of China [2012CB721105]
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Nine new conjugates of sesquiterpenoids and acylphloroglucinols, named eucarobustols A-I (1-9), as well as 11 known analogues were isolated from the leaves of Eucalyptus robusta. The sesquiterpenoid motifs furnishing the new conjugates included four structural types of aristolane (1 and 2), guaiane (3), eudesmane (4), and aromadendrane (5-9) moieties. Compounds 1 and 2 were found to represent the first examples of conjugates of aristolane and acylphloroglucinol units. In turn, compound 3 features a new coupling model of guaiane and acylphloroglucinol via the C-4 C-7' bond. Compounds 1, 7, and 9 showed inhibitory activities against protein tyrosine phosphatase 1B (PTP1B) with IC50 values of 1.3, 1.8, and 1.6 mu M, respectively.
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