Studies on the Constituents of Cimicifuga Species. XXVI. Twelve New Cyclolanostanol Glycosides from the Underground Parts of Cimicifuga simplex WORMSK.

Three New 15,16-Seco-cycloartane Glycosides from Cimicifuga Rhizome

“…A similar shift pattern was observed in the 24-epi-24-O-acetyl-7,8-didehydrohydro-shengmanol 3-O-b-D-xylopyranoside (24R-type) and not in the C-24 epimer (24S-type). 17) Furthermore, R configuration at C-24 in 2 was supported by the following observation: The signal due to H 3 -27 (d H 1.69) in 2 was shifted to a lower field by 0.11 ppm as compared with that in 1, which was caused by the hydroxyl group at C-24. Fig.…”

Six New Cycloartane Glycosides from Cimicifuga Rhizome

“…The chloroform-soluble portion was subjected to MCI gel CHP20P, octadecyl silica gel (ODS), and silica gel column chromatographies and finally HPLC to give eight cycloartane glycosides (1)(2)(3)(4)(5)(6)(7)(8). Compounds 7 and 8 were identified as 24-O-acetyl-7,8-didehydro-hydroshengmanol xyloside and 24-epi-24-O-acetyl-7,8-didehydro-hydroshengmanol xyloside, based on their physical and spectra data.…”

“…Compounds 7 and 8 were identified as 24-O-acetyl-7,8-didehydro-hydroshengmanol xyloside and 24-epi-24-O-acetyl-7,8-didehydro-hydroshengmanol xyloside, based on their physical and spectra data. 6) The molecular formula of compound 1, C 32 H 50 O 9 Tables 1, 2). The structural assignment was achieved by the 1 H-1 H correlation spectroscopy (COSY), heteronuclear multiple quantum coherence (HMQC), and heteronuclear multiple bond connectivity (HMBC) experiments.…”

“…1) In our search for a cycloartane glycosides with a unique structure, the cycloartane glycosides such as two tetranor type, 2) five 15,16-seco type, 3,4) two 15-deoxycimigenol type, 5) and three 24-epi-cimigenol type 5) have been isolated from the rhizome of Cimicifuga heracleifolia KOMAROV. Further detailed investigation of the extract of the rhizome of C. heracleifolia resulted in the isolation of three new 15-hydroxy-trinor type (1-3), a new tetranor type (4), and two new 3,15,23,24-tetrahydroxy-16-oxo type cycloartane glycosides (5,6). This paper describes their structural elucidation based on the physicochemical and chemical evidence.…”

Studies on the Constituents of Cimicifuga Species

“…Isolation Procedure from Dried Aerial Parts of Cimicifuga simplex Chart 1-2. 3b-oyl 系が温和な酸性条件で 3,10-epoxy-9,10-seco 25,64) actein (52), 64) 地上部より得られた化合物（14, 15, 67,68) hydroshengmanol 系（14, 15, 37-42), 67,68) cimigenol 系（25, 26, 43-50), 67,68) cimicifugenin 系 （ 51 -60 ) , 64,67,68) cimiacerogenin 系 （ 61 -63 ) , 66,68) 16,23-diketo 系（64-66) 69) に分類された．また， 54, 63…”