Pyrrolidinoindoline alkaloids from Selaginella moellendorfii

  • J Nat Prod. 2009 Jun;72(6):1151-4. doi: 10.1021/np9001515.
Yue-Hu Wang  1 ,  Chun-Lin Long ,  Fu-Mei Yang ,  Xi Wang ,  Qian-Yun Sun ,  Hong-Sheng Wang ,  Ya-Na Shi ,  Gui-Hua Tang
Affiliations
  • 1. Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650204, People's Republic of China.
PMID: 19422203 DOI: 10.1021/np9001515
Abstract

Eight new pyrrolidinoindoline Alkaloids (1-8) were isolated from the whole plant of Selaginella moellendorfii. Their structures were determined by mass spectrometry, 1D and 2D NMR spectroscopy, and chemical interconversions. These Alkaloids have a 3-carboxybut-2-enyl group at C-3a and two methyl groups at N-8. The possible biogenetic route from selaginellic acid (1) to neoselaginellic acid (6) was postulated and chemically mimicked. Tautomerization between 6 and 6a was observed. Selected compounds were evaluated for Antibacterial, cytotoxic, and acetylcholinesterase inhibitory activities.