A further alkaloid present in Lycopodium serratum Thunb. vaT. thunbergii Mak. The base crystallizes from Me2CO in colourless prisms and has [α]8D - 27.8° (c 1.44, EtOH). Two non-phenolic hydroxyl groups are present and the alkaloid forms the 8-0-acetate, m.p. 244-5°C; the l3-0-acetate, m.p. 240-2°C and the di-O-acetate, m.p. 1 57-8°C. The tetracyc1ic structure has been proposed on the basis of the mass spectra of the alkaloid and a tentative biogenesis from lycodoline-type alkaloids also proposed.
Inubushi et al., Tetrahedron Lett., 1537 (1966)
Mass spectra:
Inubishietal., Tetrahedron, 24,3541 (1968)
Stereochemistry :
Inubushi et al., Tetrahedron Lett., 1551 (1966)
Biosythesis:
Inubushi et aI., Chem. Pharm. Bull. (Tokyo), 16,92 (1968)