Pyrrolidinoindoline alkaloids from Selaginella moellendorfii.
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.
Wang
Yue-Hu
YH
Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650204, People's Republic of China.
Long
Chun-Lin
CL
Yang
Fu-Mei
FM
Wang
Xi
X
Sun
Qian-Yun
QY
Wang
Hong-Sheng
HS
Shi
Ya-Na
YN
Tang
Gui-Hua
GH
D002800:Cholinesterase Inhibitors / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004926:Escherichia coli / Q000187:drug effects; D006801:Humans; D026121:Indole Alkaloids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D011759:Pyrrolidines / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D032503:Selaginellaceae / Q000737:chemistry*; D013211:Staphylococcus aureus / Q000187:drug effects
D002800:Cholinesterase Inhibitors; D004365:Drugs, Chinese Herbal; D026121:Indole Alkaloids; D011759:Pyrrolidines