A novel pseudotwistane, pulchellon from Gaillardia pulchella.

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A novel pseudotwistane named pulchellon was first isolated from a collection of Gaillardia pulchella as a minor constituent along with the pseudoguianolide alkaloids, pulchellidine and neopulchellidine. The absolute stereostructure of pulchellon (I) as designated in Fig. 6 has been completely established on the basis of its chemical and spectral evidences together with the biogenetic consideration as well as the direct X-ray crystallographic analysis of pulchellon. A possible biogenetic pathway of I through the keto key intermediate (VII) derived from another constituent pulchellin (III) has also been proposed.

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