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纸莎草的化学成分研究(三)

化合物7无色晶体,纸莎分子式为C29H50O,草的成分分子量414,化学25D=-27.1(c0.01,研究CHCl3)。纸莎1HNMR(400MHz,草的成分CDCl3)δ:5.34(1H,化学s,研究H-6),纸莎3.51(1H,草的成分m,化学H-3),研究2.28~1.09(30H,纸莎m),草的成分0.99(3H,化学s,H-19),0.92(3H,d,J=6.5Hz,H-21),0.85(3H,d,J=7.2Hz,H-29),0.84(3H,d,J=6.5Hz,H-26),0.81(3H,d,J=8.6Hz,H-27),0.68(3H,s,H-18);13CNMR(100MHz,CDCl3)δ:140.9(C-5),121.7(C-6),77.8(C-3),56.8(C-14),56.1(C-17),50.2(C-9),45.9(C-4),42.4(C-13),39.8(C-12),37.3(C-24),36.5(C-1),36.2(C-10),34.0(C-22),31.9(C-8、C-20),31.7(C-7),29.7(C-2),29.2(C-16),28.3(C-11),26.1(C-15),24.3(C-23),23.1(C-28),21.1(C-27),19.8(C-19),19.4(C-21),19.1(C-25),18.8(C-29),12.0(C-26),11.9(C-16)。以上数据与文献报道数据基本一致,故鉴定化合物7为β-谷甾醇。

化合物8白色晶体,分子式为C29H46O2,分子量426,25D=-38.1(c0.01,CHCl3)。1HNMR(400MHz,CDCl3)δ:6.18(1H,s,H-4),2.68(1H,dd,J=16.0,4.0Hz,H-7a),2.48~2.59(2H,m,H-7b,H-2b),2.13~2.17(1H,m,H-2a),1.16(3H,s,H-19),0.95(3H,d,J=6.5Hz,H-21),0.84(3H,t,J=2.8Hz,H-29),0.82(3H,d,J=2.1Hz,H-26),0.81(3H,d,J=2.8Hz,H-27),0.71(3H,s,H-18);13CNMR(100MHz,CDCl3)δ:202.4(C-6),199.6(C-3),161.1(C-5),125.5(C-4),56.5(C-9),55.8(C-17),51.0(C-14),46.8(C-13),45.8(C-7),42.5(C-12),39.8(C-10),39.1(C-24),36.0(C-22),35.5(C-1),34.2(C-20),34.0(C-8),33.8(C-2),29.1(C-16),28.0(C-25),26.0(C-28),24.0(C-15),23.0(C-23),20.9(C-26),19.8(C-11),19.0(C-27),18.7(C-21),17.5(C-19),12.0(C-29),11.9(C-18)。以上数据与文献报道数据基本一致,故鉴定化合物8为(24R)-24-乙基胆甾烷-4-烯-3,6-二酮。

化合物9白色晶体,分子式为C29H46O,分子量410,25D=+40.4(c0.13,CHCl3)。1HNMR(400MHz,CDCl3)δ:5.72(1H,s,H-4),5.17(1H,dd,J=16.0,9.0Hz,H-22),5.03(1H,dd,J=16.0,9.0Hz,H-23),1.17(3H,s,H-19),1.02(3H,d,J=7.0Hz,H-21),0.84(3H,d,J=6.0Hz,H-27),0.81(3H,m,H-29),0.80(3H,d,J=6.0Hz,H-26),0.72(3H,s,H-18);13CNMR(100MHz,CDCl3)δ:199.6(C-3),171.7(C-5),138.2(C-22),129.4(C-23),123.7(C-4),55.9(C-17),53.8(C-9),53.5(C-14),51.2(C-24),42.3(C-13),40.5(C-20),39.6(C-12),38.6(C-10),35.7(C-1),35.6(C-8),34.0(C-2),33.8(C-6),33.0(C-7),32.0(C-25),29.0(C-16),25.4(C-28),24.2(C-15),23.0(C-21),21.0(C-27),19.8(C-11),19.0(C-26),17.4(C-19),12.3(C-29),11.9(C-18)。以上数据与文献报道数据基本一致,故鉴定化合物9为豆甾-4,22-二烯-3-酮。

化合物10白色固体,分子式为C29H50O3,分子量446,25D=+17.4(c0.13,CH3OH)。1HNMR(400MHz,CD3OD)δ:4.05(1H,s,H-5b),3.51(1H,m,H-3),0.94(3H,d,J=6.0Hz,H-21),0.85(3H,t,J=6.0Hz,H-29),0.84(3H,d,J=6.0Hz,H-26),0.81(3H,t,J=6.0Hz,H-27),0.80(3H,d,J=6.0Hz,H-26),0.78(3H,s,H-19),0.68(3H,s,H-18);13CNMR(100MHz,CD3OD)δ:217.5(C-6),81.9(C-5),67.5(C-3),58.8(C-14),56.7(C-17),44.8(C-24),43.6(C-10),41.5(C-13),40.5(C-9),40.4(C-7),39.1(C-12),35.3(C-8),34.7(C-4),30.2(C-20),29.8(C-22),28.4(C-25),27.8(C-16),27.2(C-2),27.0(C-23),26.5(C-1),25.4(C-15),23.9(C-28),22.3(C-11),21.5(C-27),20.7(C-26),20.2(C-19、C-21),12.1(C-18、C-29)。以上数据与文献报道数据基本一致,故鉴定化合物10为(24R)-24-乙基-5α-胆甾烷-3β,5-二醇-6-酮。

化合物11白色固体,分子式为C29H48O,分子量412,20D=-51.1(c0.12,CHCl3)。1HNMR(400MHz,CDCl3)δ:5.37(1H,s,H-6),5.18(1H,dd,J=15.0,8.7Hz,H-22),5.01(1H,dd,J=15.0,8.7Hz,H-23),3.51(1H,m,H-3),2.28~1.22(26H,m),1.04(3H,d,J=6.5Hz,H-21),0.99(3H,s,H-19),0.89(3H,t,J=7.2Hz,H-29),0.82(3H,d,J=6.5Hz,H-26),0.81(3H,d,J=8.6Hz,H-27),0.70(3H,s,H-18);13CNMR(100MHz,CDCl3)δ:140.8(C-5),138.3(C-22),129.3(C-23),121.7(C-6),71.8(C-3),56.8(C-17),56.1(C-14),50.2(C-9),45.9(C-24),42.3(C-13),39.8(C-12),37.3(C-4),36.5(C-1),34.0(C-12),31.9(C-7),31.7(C-8),29.2(C-24),28.2(C-2),26.1(C-16),24.3(C-15),23.1(C-27),21.1(C-11),19.8(C-28),19.4(C-29),19.1(C-26),18.8(C-21),12.0(C-19),11.9(C-18)。以上数据与文献报道数据基本一致,故鉴定化合物11为豆甾醇。

化合物12白色固体,分子式为C29H48O2,分子量428,25D=+72.2(c0.17,CHCl3)。1HNMR(400MHz,CDCl3)δ:5.82(1H,s,H-4),4.34(1H,m,H-5),1.39(3H,s,H-19),0.93(3H,d,J=6.5Hz,H-21),0.84(3H,t,J=7.0Hz,H-29),0.83(3H,d,J=7.0Hz,H-26),0.81(3H,d,J=6.5Hz,H-27),0.73(3H,s,H-18);13CNMR(100MHz,CDCl3)δ:200.5(C-3),168.6(C-5),126.3(C-4),73.2(C-6),56.1(C-17),55.9(C-14),53.6(C-9),45.8(C-24),42.5(C-13),39.6(C-12),38.6(C-7),38.0(C-10),37.1(C-1),36.1(C-20),34.3(C-2),33.9(C-22),29.7(C-8),29.2(C-25),28.2(C-16),26.1(C-23),24.2(C-15),23.1(C-28),21.0(C-11),19.8(C-26),19.5(C-19),19.0(C-21),18.7(C-27),12.0(C-29),11.9(C-18)。以上数据与文献报道数据基本一致,故鉴定化合物12为豆甾-4-烯-6β-醇-3-酮。

化合物13白色固体,分子式为C29H48O2,分子量428,25D=+27.2(c0.19,CHCl3)。1HNMR(400MHz,CDCl3)δ:0.99(3H,s,H-19),0.93(3H,d,J=5.7Hz,H-21),0.85(3H,d,J=6.5Hz,H-26),0.84(3H,m,H-29),0.83(3H,d,J=6.6Hz,H-27),0.68(3H,s,H-18);13CNMR(100MHz,CDCl3)δ:211.5(C-6),209.2(C-3),57.5(C-5),56.6(C-17),56.0(C-14),53.5(C-9),46.6(C-7),45.8(C-24),43.0(C-13),41.3(C-10),39.4(C-2),38.1(C-1),38.0(C-12),37.4(C-8),37.0(C-4),36.0(C-20),33.8(C-22),29.2(C-25),28.0(C-16),26.1(C-23),24.0(C-15),23.1(C-28),21.7(C-11),19.8(C-26),19.0(C-27),18.7(C-21),12.2(C-18),12.0(C-29),11.9(C-19)。以上数据与文献报道数据基本一致,故鉴定化合物13为豆甾-3,6-二酮。

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相关链接:晶体分子化合物

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