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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.
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Wang et al. (2009) studied this question.
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