Steroid saponins and sapogenins of underground parts of Trillium kamtschaticum PALL. I. Component sapogenins and structure of pennogenin.

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From the rhizomes of Trillium kamtschaticum PALL. diosgenin, pennogenin (II''), kryptogenin (III), bethogenin (IV) and a new compound (XI), mp 149-151°, [α]D-192.7°, were obtained. XI was assigned the structure, 26-chloro-26-deoxykryptogenin, and thought to be an artefact formed during hydrolysis with hydrochloric acid of a glycoside of kryptogenin or a related sapogenin. Of the two formulae II (Marker, et al.) and II' (Heusler, et al.) of pennogenin, II was favored on the basis of NMR spectral and chemical evidences, and pennogenin is represented as 25D-spirost-5-ene-3β, 17α-diol (II'') having the same configurations at C-16, 17, 20, and 22 as usual steroid sapogenins.

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