To prepare verticinone derivatives with significant antitussive, expectorant, and antiasthmatic activities, the compounds 3β-acetylverticinone (1), 3-ketoverticinone (2), 3β-benzoylverticinone (3), 3β-propionylverticinone (4), 3β-butyrylverticinone (5), and 3β-butoxycarbonylverticinone (6) have been prepared. All of these are new compounds. Among them, 1-6 exhibited potent antitussive and expectorant activities; 1 and 3-6 displayed various antiasthmatic activities. The antitussive activity of 1-6, the expectorant activity of 1-2 and 4-6, and the antiasthmatic activity of 1 are higher than those of verticinone. The results demonstrated that 1 had dominant biological activities, suggesting that it would be a potential antitussive, expectorant, and antiasthmatic agent.