2. Academic Validation
  3. Eucarobustols A-I, Conjugates of Sesquiterpenoids and Acylphloroglucinols from Eucalyptus robusta

Eucarobustols A-I, Conjugates of Sesquiterpenoids and Acylphloroglucinols from Eucalyptus robusta

  • J Nat Prod. 2016 May 27;79(5):1365-72. doi: 10.1021/acs.jnatprod.6b00090.
Yang Yu 1,  Li-She Gan 2,  Sheng-Ping Yang 1,  Li Sheng 1,  Qun-Fang Liu 1,  Shao-Nong Chen 3,  Jia Li 1,  Jian-Min Yue 1
Affiliations

Affiliations

  • 1 State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences , Shanghai 201203, People's Republic of China.
  • 2 Institute of Modern Chinese Medicine, College of Pharmaceutical Sciences, Zhejiang University , Hangzhou 310058, People's Republic of China.
  • 3 Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago , Chicago, Illinois 60612, United States.
PMID: 27142786 DOI: 10.1021/acs.jnatprod.6b00090
Abstract

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 μM, respectively.

Figures