Ganoboninketals A-C, Antiplasmodial 3,4-seco-27-Norlanostane Triterpenes from Ganoderma boninense Pat

  • J Nat Prod. 2014 Aug 22;77(8):1847-52. doi: 10.1021/np5002863.
Ke Ma  1  2 ,  Jinwei Ren  1 ,  Junjie Han  1 ,  Li Bao  1 ,  Li Li  3 ,  Yijian Yao  1 ,  Chen Sun  4 ,  Bing Zhou  4 ,  Hongwei Liu  1
Affiliations
  • 1. State Key Laboratory of Mycology, Institute of Microbiology, Chinese Academy of Sciences , Beijing, 100101, People's Republic of China.
  • 2. University of Chinese Academy of Sciences , Beijing, 100049, People's Republic of China.
  • 3. Department of Medicinal Chemistry, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College , Beijing, 100050, People's Republic of China.
  • 4. State Key Laboratory of Biomembrane and Membrane Biotechnology, School of Life Sciences, Tsinghua University , Beijing, 100084, People's Republic of China.
PMID: 25076059 DOI: 10.1021/np5002863
Abstract

Three new nortriterpenes, ganoboninketals A-C (1-3), featuring rearranged 3,4-seco-27-norlanostane skeletons and highly complex polycyclic systems were isolated from the medicinal mushroom Ganoderma boninense. The structures of the new metabolites were established by spectroscopic methods. The absolute configurations in 1-3 were assigned by electronic circular dichroism (ECD) calculations. Compounds 1-3 showed antiplasmodial activity against Plasmodium falciparum with IC50 values of 4.0, 7.9, and 1.7 μM, respectively. Compounds 1 and 3 also displayed weak cytotoxicity against A549 cell line with IC50 values of 47.6 and 35.8 μM, respectively. Compound 2 showed weak cytotoxicity toward HeLa cell line with an IC50 value of 65.5 μM. Compounds 1-3 also presented NO inhibitory activity in the LPS-induced macrophages with IC50 values of 98.3, 24.3, and 60.9 μM, respectively.