Studies on the steroidal components of domestic plants—XLI

Cytotoxic Steroidal Saponins from Polygonatum zanlanscianense

“…Although some spirostane sapogenins and their glycosides with hydroxylation on C-27 have been isolated from liliaceous plants, − C-27 glycosides are still very few…”

“…The HMQC-TOCSY spectrum assigned the 13 C NMR chemical shifts for each sugar unit. In the HMBC spectrum of 1 (Figure 1), correlations of δ Although some spirostane sapogenins and their glycosides with hydroxylation on C-27 have been isolated from liliaceous plants, [19][20][21][22][23] C-27 glycosides are still very few. 9 In this work, 10 steroidal saponins were isolated from the rhizome of P. zanlanscianense, among which 1-6 were hydroxylated at C-27.…”

Three Steroids with Unique Structural Feature of 5.BETA.-Spirostan-1.BETA.,3.BETA.,17.ALPHA.-trihydroxyl from Reineckia carnea

“…[5][6][7][8][9] During the year 1955-1994, Japanese scholars reported some steroidal sapogenins and steroidal saponins from this plant. [10][11][12][13] The steroidal constituents from the underground parts of R. carnea exhibited inhibitory activity on cAMP phosphodiesterase and a potent inhibitor, showing almost equal IC 50 values compared to papaverine, was isolated.…”

“…[5][6][7][8][9] During the year 1955-1994, Japanese scholars reported some steroidal sapogenins and steroidal saponins from this plant. [10][11][12][13] The steroidal constituents from the underground parts of R. carnea exhibited inhibitory activity on cAMP phosphodiesterase and a potent inhibitor, showing almost equal IC 50 values compared to papaverine, was isolated.13) Formerly, we reported three spirostanol steroids from R. carnea:14) now, the 17a-OH derivatives of the three spirostanol steroids, corresponding to 25(S)-5b-spirostan-1b,3b,17a-triol (1), 25(S)-5b-spirostan-1b,3b,17a-were isolated from this plant. Compounds 1, 2, and 3 are the first naturally occurring steroids possessing unique structural feature of 5b-spirostan-1b,3b,17a-trihydroxyl.…”

Two New Cholestane Bisdesmosides from Reineckia carnea

“…It was known that the genus Reineckia is close to Rohdea, Tupistra, Convallaria, Aspidistra, Liriope, and Ophiopogon, and all of them are rich in steroidal saponins with polyhydroxylated skeletons [5 -9]. From the 1950s to the 1990s, the investigation on R. carnea by a few research groups in Japan have led to the isolation of some steroidal sapogenins and steroidal saponins from the aerial parts of the plant [10], as well as sapogenins from the saponified MeOH extract of the whole plant [11] [12]. However, only one cholestane bisdesmoside, (1b,3b,16b,22S)-cholest-5-ene-1,3,16,22-tetrol 1-(a-l-rhamnopyranoside) 16-(b-d-glucopyranoside), was isolated from the genus [13].…”