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Two new lactone-containing selaginellins T and U ( 1  and  2 ) together with eleven known selaginellin derivatives ( 3  and  7 – 16 ) were isolated from the whole plant of  Selaginella tamariscina . The structure of tautomeric selaginellin U along with its biogenetic pathway was confirmed and proposed by a cross-validation of the semisynthesis of compound  4  from selaginellin ( 3 ) and derivation from  2  to  4 . Additionally, compounds  3 ,  13  and  16  exhibited good inhibitory activities against β-site amyloid precursor protein cleaving enzyme 1 (BACE1) with IC 50  values of 81.17, 51.13 and 48.89 µM, respectively.

A biomimetic semisynthesis enables structural elucidation of selaginellin U: a tautomeric cyclic alkynylphenol from Selaginella tamariscina