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The hydrogenation of stachylone in ethyl acetate over Pd/BaSO 4 took place with the absorption of one mole of hydrogen and gave dihydrostachylone (III), which was identical f rom its IR spectrum, melting point, and mixed melting point with the tetrahydrostachysolone described previously [2]. Another confirmation of this was the triol (IV) (C20Hs6Os, mp 69-71°C, IR spectrum: 3450, 3100, 1640, 990 cm -1) obtained from stachylone by reduction with sodium tetrahydroborate in admixture with products (V) (C20H3602, mp 47-50"C; IR spectrum: 3450, 1650, 990 can -1) and (VI) (C20Hs403, mp 79-81°C; IR spectrum: 3450, 1670, 1645, 990, 830 cm-1), isolated previously from stachysolone on its reduction with sodium in butanol [3].

Minor diterpenoids of Stachys annua