化合物8 白色粉末,Liebermann-Burchard反應陽性,Molish反應陽性。酸水解產物衍生化後經氣相測定,與標準糖衍生物對比,檢識出L-阿拉伯糖和D-葡萄糖。HR-ESI-MS m/z 913.475 21[M+H]+,分子式為C46H72O18(計算值為912.471 87)。1H-NMR(C5D5N,500 MHz)δ:0.94(3H,s),1.00(3H,s),1.13(3H,s),1.16(3H,s),4.98(1H,d,J=7.2 Hz,Ara H-1),6.21(1H,d,J=8.1 Hz,Glc H-1),5.02(1H,d,J=7.8 Hz,Glc′ H-1),5.44(1H,br s,H-12),4.66(1H,br s,H-29a),4.71(1H,br s,H-29b)。13C-NMR(C5D5N,125 MHz)數據見表2。上述數據與文獻[10]中Stauntoside A一致。
化合物9 白色針晶(氯仿),Liebermann-Burchard反應陽性,Molish反應陽性。HR-ESI-MS m/z 751.458 34[M+H]+,分子式為C41H66O12(計算值為750.455 43)。1H-NMR(DMSO-d6,500 MHz)δ:0.58(3H,s),0.72(3H,s),0.88(9H,s),1.08(3H,s),1.11(3H,d,J=5.7 Hz,Rha H-6),4.34(1H,d,J=6.0 Hz,Ara H-1),5.07(1H,br s,Rha H-1),5.16(3H,br s,H-12)。13C-NMR(DMSO-d6,125 MHz)。上述數據與文獻[11]中刺楸皂苷A (kalopanax saponin A)一致。
化合物10 白色粉末(丙酮),Liebermann-Burchard反應陽性,Molish反應陽性。HR-ESI-MS m/z 1 067.499 58[M+Na]+,分子式為C52H84O21 Na(計算值為1 067.540 28)。1H-NMR(C5D5N,500 MHz)δ:0.93(3H,s,H-24),0.95(3H,s,H-25),1.01(3H,s,H-26),1.03(3H,s,H-27),1.12(3H, s,H-29),1.25(3H,s,H-30),1.56(3H,d,J=6.1 Hz,Rha H-6),5.00(1H,d,J=7.9 Hz,Glc H-1),5.07(1H,d,J=6.5 Hz,Ara H-1),5.26(1H,d,J=7.7 Hz,Xyl H-1),6.28(1H,br s,Rha H-1),5.47(1H,br s,H-12)。13C-NMR(C5D5N,125 MHz)。上述數據與文獻[11]中kalopanax saponin J(刺楸皂苷J)一致。
化合物11 白色粉末(丙酮),Liebermann-Burchard反應陽性,Molish反應陽性。HR-ESI-MS m/z 1 097.503 51[M+Na]+,分子式為C53H86O22Na(計算值為1 097.550 84)。酸水解產物衍生化後經氣相測定,與標準糖衍生物對比,檢識出L-阿拉伯糖、L-鼠李糖和D-葡萄糖。1H-NMR(C5D5N,500 MHz)δ:0.88(3H,s,H-24),0.89(3H,s,H-25),0.94(3H,s,H-26),0.99(3H,s,H-27),1.13(3H,s,H-29),1.18(3H,s,H-30),1.71(3H,d,J=6.1 Hz,Rha H-6),6.24(1H,d,J=8.1 Hz,Glc H-1),4.99(1H,d,J=7.4 Hz,Glc′ H-1),5.85(1H,br s,Rha H-1),4.98(1H,d,J=6.4 Hz,Ara H-1),5.42(1H,br s,H-12)。13C-NMR(C5D5N,125 MHz)。上述數據與文獻[10]中Kizuta saponin K10一致。
化合物12 白色無定型粉末,Liebermann-Burchard反應呈陽性,Molish反應呈陽性。HR-ESI-MS m/z 1 045.918 71[M+Na]+,分子式為C52H84O21(計算值為1 044.550 51)。1H-NMR(C5D5N,500 MHz)δ:0.88(3H,s,H-24),0.89(3H,s,H-25),0.94(3H,s,H-26),0.99(3H,s,H-27),1.13(3H,s,H-29),1.18(3H,s,H-30),1.71(3H,d,J=6.1 Hz,Rha H-6),6.24(1H,d,J=8.1 Hz,Glc H-1),4.99(1H,d,J=7.4 Hz,Glc′ H-1),5.85(1H,br s,Rha H-1),4.98(1H,d,J=6.4 Hz,Ara H-1),5.42(1H,br s,H-12)。13C-NMR(C5D5N,125 MHz)。上述數據與文獻[10]中的3-O-α-L-rhamnopyranosyl(1→2)-α-L-arabinopyranosyl-hederagenin-28-O-β-D-xylopyranosyl-(1→6)-β-D-glucopyranosyl ester一致。
化合物13 白色粉末,Liebermann-Burchard反應陽性,Molish反應陽性。HR-ESI-MS m/z 1 243.548 78[M+Na]+,分子式為C52H84O21Na(計算值為1 243.608 75)。1H-NMR(C5D5N,500 MHz)δ:0.87(3H,s,H-24),0.89(3H,s,H-25),0.99(3H,s,H-26),1.08(3H,s,H-27),1.13(3H,s,H-29),1.17(3H,s,H-30),1.71(3H,d,J=6.1 Hz,Rha H-6),1.65(3H,d,J=6.2 Hz,Rha H-6),6.19(1H,d,J=8.2 Hz,Glc H-1),5.00(1H,d,J=7.8 Hz,Glc′ H-1),5.86(1H,br s,28-O-Rha H-1),5.12(1H,d,J=6.1 Hz,Ara H-1),5.98(1H,br t,J=4.6 Hz,3-O-Rha H-1),5.42(1H,br s,H-12)。13C-NMR(C5D5N,125 MHz)。上述數據與文獻[11]中kalopanaxsaponin B一致。
化合物14 白色粉末,Liebermann-Burchard反應陽性,Molish反應陽性。HR-ESI-MS m/z 1 073.541 28[M-H]-,分子式為C53H86O22(計算值為1 074.561 07)。1H-NMR(C5D5N,500 MHz)δ:0.86(3H,s,H-24),0.88(3H,s,H-25),0.99(3H,s,H-26),1.07(3H,s,H-27),1.13(3H,s,H-29),1.17(3H,s,H-30),1.64(3H,d,J=6.2 Hz,Rha H-6),6.26(1H,d,J=8.1 Hz,Glc H-1),5.04(1H,d,J=7.7 Hz,Glc′H-1),5.12(1H,d,J=6.2 Hz,Ara H-1),5.99(1H,br s),5.42(1H,br s,H-12)。13C-NMR(C5D5N,125 MHz)。上述數據與文獻[12]中3-O-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl-hederagenin-28-O-β-D- glycopyranosyl-(1→6)-β-D-glucopyranosyl ester一致。
化合物15 白色粉末,Liebermann-Burchard反應陽性,Molish反應陽性。HR-ESI-MS m/z 1 351.653 84[M-H]-,分子式為C64H104O30(計算值為1 352.661 42)。1H-NMR(C5D5N,500 MHz)δ:0.87(3H,s,H-24),0.89(3H,s,H-25),0.99(3H,s,H-26),1.12(3H,s,H-27),1.16(3H,s,H-29),1.19(3H,s,H-30),1.56(3H,d,J=6.1 Hz,3-Rha H-6),1.71(3H,d,J =6.1 Hz,28-Rha H-6),6.25(1H,d,J=8.1 Hz,Glc H-1),5.00(1H,d,J=7.8 Hz,Glc′ H-1),5.86(1H,br s,28-O-Rha H-1),5.07(1H,d,J=6.6 Hz,Ara H-1),6.16(1H,br t,J=4.4 Hz,3-Rha H-1),5.36(1H,d,J=7.6 Hz,Xyl H-1),5.40(1H,br s,H-12)。13C-NMR(C5D5N,125 MHz)。上述數據與文獻[13]中sieboldianoside A一致。
化合物16 白色粉末,Liebermann-Burchard反應陽性,Molish反應陽性。HR-ESI-MS m/z 1 337.636 52[M-H]-,分子式為C63H102O30(計算值為1 338.645 59)。1H-NMR(C5D5N,500 MHz)δ:0.87(3H,s,H-24),0.88(3H,s,H-25),0.99(3H,s,H-26),1.12(3H,s,H-27),1.13(3H,s,H-29),1.19(3H,s,H-30),1.56(3H,d,J=6.1 Hz,Rha H-6),6.26(1H,d,J=8.2 Hz,Glc H-1),5.04(1H,d,J=7.8 Hz,Glc′H-1),5.06(1H,d,J=6.6 Hz,Ara H-1),6.14(1H,br t,J=4.3 Hz,Rha H-1),5.27(1H,d,J=7.6 Hz,Xyl H-1),4.81(1H,d,J=7.2 Hz,Xyl′ H-1),5.41(1H,br s,H-12)。13C-NMR(C5D5N,125 MHz)。上述數據與文獻[14] septemoside A一致。
化合物17 白色粉末,Liebermann-Burchard反應陽性,Molish反應陽性。HR-ESI-MS m/z 1 513.698 74[M-H]-,化合物分子式為C70H114O35(計算值為1 514.714 07)。1H-NMR(C5D5N,500 MHz)δ:0.87(3H,s,H-30),0.89(3H,s,H-30),0.99(3H,s,H-25),1.12(3H,s,H-26),1.14(3H,s,H-24),1.19(3H,s,H-27),1.56(3H,d,J=6.0 Hz,3-Rha H-6),1.71(3H,d,J=6.0 Hz,28-Rha H-6),6.25(1H,d,J=8.1 Hz,28-Glc H-1),5.01(1H,d,J=7.1 Hz,28-Glc′H-1),5.86(1H,br s,28-Rha H-6),5.07(1H,d,J=6.3 Hz,Ara H-1),6.16(1H,br t,J=4.2 Hz,3-Rha H-1),5.27(1H,d,J=7.6 Hz,Xyl H-1),4.81(1H,d,J=7.2 Hz,3-Glc H-1),5.41(1H,br s,H-12);13C-NMR(C5D5N,125 MHz)。上述數據與文獻[15]中kalopanax saponin K一致。
化合物18 白色粉末,Liebermann-Burchard反應陽性,Molish反應陽性。HR-ESI-MS m/z 1 483.696 24[M-H]-,化合物分子式為C69H112O34(計算值為1 484.703 50)。1H-NMR(C5D5N,500 MHz) δ:0.87(3H,s,H-30),0.89(3H,s,H-30),0.99(3H,s,H-25),1.11(3H,s,H-26),1.13(3H,s,H-24),1.19(3H,s,H-27),1.56(3H,d,J =6.1 Hz,3-Rha H-6),1.70(3H,d,J=6.1 Hz,28-Rha H-6),6.24(1H,d,J=8.1 Hz,Glc H-1),4.99(1H,d,J=7.8 Hz,Glc′H-1),5.85(1H,br s,28-Rha H-6),5.06(1H,d,J=6.5 Hz,Ara H-1),6.14(1H,br t,J=4.2 Hz,3-Rha H-1),5.26(1H,d,J=7.6 Hz,Xyl H-1),4.81(1H,d,J=7.2 Hz,Xyl′ H-1 ),5.41(1H,br s,H-12)。13C-NMR(C5D5N,125 MHz)。上述數據與文獻[16]中septemlosideⅠ一致。
化合物19 白色無定型粉末(氯仿),Liebermann-Burchard反應陽性,Molish反應陽性。HR-ESI-MS m/z 781.431 10[M+H]+,分子式為C41H64O14(計算值為780.429 61)。1H-NMR(C5D5N-CDCl3 3∶1,500 MHz)δ:0.88(3H,s),0.93(3H,s),0.94(6H,s),0.99(3H,s),1.00(3H,s),1.23(3H,s),4.49(1H,d,J=7.2 Hz,GlcA H-1),4.88(1H,d,J=6.6 Hz,Ara H-1),5.46(1H,br s,H-12)。13C-NMR(C5D5N-CDCl3 3∶1,125 MHz)。上述數據與文獻[23]中3-O-α-L-arabinopyranosyl(1→2)-β-D-glucuronopyranosyl-hederagenin (3-O-α-L-吡喃阿拉伯糖基(1→2)-β-D-葡萄糖醛酸基-常春藤皂苷元)的數據一致。