Stelleralides D-J and Anti-HIV Daphnane Diterpenes from Stellera chamaejasme

  • J Nat Prod. 2015 Nov 25;78(11):2712-8. doi: 10.1021/acs.jnatprod.5b00660.
Min Yan  1 ,  Yan Lu  1 ,  Chin-Ho Chen  2 ,  Yu Zhao  3 ,  Kuo-Hsiung Lee  3  4 ,  Dao-Feng Chen  1
Affiliations
  • 1. Department of Pharmacognosy, School of Pharmacy, Fudan University , Shanghai 201203, People's Republic of China.
  • 2. Duke University Medical Center , Box 2926, SORF, Durham, North Carolina 27710, United States.
  • 3. Natural Products Research Laboratories, UNC Eshelman School of Pharmacy, University of North Carolina , Chapel Hill, North Carolina 27599-7568, United States.
  • 4. Chinese Medicine Research and Development Center, China Medical University and Hospital , Taichung, Taiwan.
PMID: 26562066 DOI: 10.1021/acs.jnatprod.5b00660
Abstract

Bioassay-guided fractionation of a petroleum ether extract of the roots of Stellera chamaejasme led to the isolation of seven new (stelleralides D-J, 1-7) and 12 known (8-19) daphnane Diterpenoids. The structures and relative configurations of 1-7 were established on the basis of extensive spectroscopic analysis, including HRESIMS and comprehensive NMR techniques. All isolates were evaluated for anti-HIV activity in MT4 cells. All compounds tested, except 2, showed anti-HIV activity, and, especially, five 1α-alkyldaphnane Diterpenoids (3, 4, 5, 10, and 11) exhibited extremely potent anti-HIV activity, with EC50 values of 0.06-1.1 nM and selectivity index values of more than 10,000.