正文 苦石蓮中卡山烷類二萜的化學成分研究(2 / 3)

化合物4 白色粉末,易溶於氯仿、甲醇。ESI-MS m/z 369[M+Na]+。1H-NMR(CDCl3,600 MHz)δ:3.46(1H,m,H-7),4.21(1H,m,H-12),3.22(1H,s,H-16),3.79(3H,s,17-OCH3),0.89(3H,s,H-18),0.85(3H,s,H-19),0.83(3H,s,H-20)。13C-APT(CDCl3,150 MHz) δ:38.4(C-1),18.7(C-2),41.8(C-3),33.1(C-4),52.6(C-5),32.5(C-6),73.3(C-7),46.2(C-8),48.5(C-9),36.2(C-10),30.0(C-11),68.9(C-12),143.7(C-13),123.7(C-14),78.5(C-15),84.2(C-16),170.4(C-17),33.1(C-18),21.4(C-19),14.2(C-20),53.1(17-OCH3)。以上數據與文獻報道chamaetexane D [7]一致,故將化合物4鑒定為chamaetexane D。

化合物5 白色粉末,易溶於氯仿、甲醇。ESI-MS m/z 327[M+Na]+。1H-NMR(CDCl3,600 MHz)δ:5.21(1H,t,J=3.6 Hz,H-6),6.85(1H,dd,J=12.0,16.8 Hz,H-15),5.08(1H,d,J=12.0 Hz,H-16a),5.24(1H,d,J=16.8 Hz,H-16b),1.92(3H,s,H-17),3.72,4.03(2H,d,J=11.4 Hz,H-17),1.25(3H,s,H-19),1.22(3H,s,H-20),2.01(3H,s,6-OCOCH3),2.08(3H,s,18-OCOCH3)。13C-APT(CDCl3,150 MHz) δ:40.6(C-1),18.5(C-2),38.0(C-3),37.4(C-4),51.6(C-5),72.5(C-6),41.1(C-7),33.7(C-8),54.5(C-9),37.6(C-10),22.1(C-11),27.9(C-12),134.3(C-13),138.7(C-14),134.4(C-15),113.1(C-16),18.5(C-17),73.0(C-18),19.8(C-19),17.3(C-20),21.4/170.2(6-OCOCH3),21.0/171.3(18-OCOCH3)。以上數據與文獻報道6β,18-diacetoxycassan-13,15-diene [8]一致,故將化合物5鑒定為6β,18-diacetoxycassan-13,15-diene。

化合物6 白色粉末,易溶於氯仿、甲醇。ESI-MS m/z 503[M+Na]+。1H-NMR(CDCl3,600 MHz)δ:5.20(1H,d,J=2.4 Hz,H-1),5.25(1H,m,H-2),6.04(1H,s,H-15),1.41(3H,s,H-17),1.08(3H,s,H-18),1.09(3H,s,H-19),1.14(3H,s,H-20),2.16(3H,s,1-OCOCH3),1.97(3H,s,2-OCOCH3),3.14(3H,s,14-OCH3)。13C-APT(CDCl3,150 MHz)δ:74.6(C-1),67.3(C-2),35.9(C-3),40.3(C-4),75.0(C-5),25.4(C-6),19.3(C-7),47.5(C-8),34.4(C-9),45.2(C-10),37.3(C-11),107.4(C-12),173.2(C-13),76.7(C-14),115.7(C-15),170.8(C-16),20.3(C-17),28.4(C-18),25.8(C-19),17.1(C-20),21.2/169.2(1-OCOCH3),21.0/169.3(6-OCOCH3),51.0(14-OCH3)。以上數據與文獻報道neocaesalpin K [9]一致,故將化合物6鑒定為neocaesalpin K。

化合物7 白色粉末,易溶於氯仿、甲醇。ESI-MS m/z 561[M+Na]+。1H-NMR(MeOD,600 MHz)δ:4.83(1H,d,J=2.4 Hz,H-1),5.45(1H,d,J=8.4 Hz,H-6),5.69(1H,d,J=8.4 Hz,H-7),6.00(1H,s,H-15),1.50(3H,s,H-17),1.11(3H,s,H-18),1.12(3H,s,H-19),1.15(3H,s,H-20),3.16(3H,s,12-OCH3),2.12(3H,s,1-OCOCH3),1.93(3H,s,6-OCOCH3),2.02(3H,s,7-OCOCH3)。13C-APT(MeOD,150 MHz) δ:73.7(C-1),24.0(C-2),33.8(C-3),40.3(C-4),80.4(C-5),76.2(C-6),77.2(C-7),52.8(C-8),35.2(C-9),46.3(C-10),39.0(C-11),109.0(C-12),176.2(C-13),76.7(C-14),117.7(C-15),172.8(C-16),20.3(C-17),31.4(C-18),25.3(C-19),17.7(C-20),21.6/171.2(1-OCOCH3),22.0/172.3(6-OCOCH3),22.0/172.9,51.8(12-OCH3,s)。以上數據與文獻報道neocaesalpin MP [10]一致,故將化合物7鑒定為neocaesalpin MP。

化合物8 白色粉末,易溶於氯仿、甲醇。ESI-MS m/z 561[M+Na]+。1H-NMR(CDCl3,600 MHz)δH:4.86(1H,t,J=2.4 Hz,H-1),5.48(1H,d,J=9.6 Hz,H-6),5.62(1H,d,J=9.6 Hz,H-7),5.89(1H,s,H-15),1.58(3H,s,H-17),1.11(3H,s,H-18),1.12(3H,s,H-19),1.15(3H,s,H-20),2.08(3H,s,1-OCOCH3),1.98(3H,s,6-OCOCH3),2.14(3H,s,7-OCOCH3),3.14(3H,s,14-OCH3)。13C-APT(CDCl3,15 0MHz) δC:72.5(C-1),22.5(C-2),32.4(C-3),38.6(C-4),79.3(C-5),75.1(C-6),75.3(C-7),50.1(C-8),33.7(C-9),44.6(C-10),37.4(C-11),106.8(C-12),172.9(C-13),75.0(C-14),116.8(C-15),170.6(C-16),20.3(C-17),30.4(C-18),24.6(C-19),16.8(C-20),21.2/169.2(1-OCOCH3),21.8/169.3(6-OCOCH3),21.6/171.0,51.1(14-OCH3,s)。以上數據與文獻報道neocaesalpin M [9]一致,故將化合物8鑒定為neocaesalpin M。

化合物9 白色粉末,易溶於氯仿、甲醇。ESI-MS m/z 459[M+Na]+。1H-NMR(CDCl3,600 MHz)δ:5.44(1H,t,J=3.6 Hz,H-6),5.75(1H,s,H-11),5.66(1H,s,H-15),1.03(3H,d,J=7.2 Hz,H-17),0.94(3H,s,H-18),1.14(3H,s,H-19),1.42(3H,s,H3-20),7.39(H-2′,m),7.53(H-3′,m),7.95(H-1′,m)。13C-APT(CDCl3,150 MHz) δ:33.1(C-1),17.9(C-2),38.0(C-3),38.9(C-4),77.2(C-5),72.8(C-6),30.9(C-7),33.1(C-8),41.8(C-9),41.3(C-10),112.6(C-11),150.2(C-12),161.3(C-13),33.3(C-14),110.0(C-15),170.1(C-16),14.8(C-17),27.3(C-18),25.8(C-19),17.9(C-20),165.5(C-1′),130.1(C-2′),129.7(C-3′),128.7(C-4′),133.3(C-5′)。以上數據與文獻報道neocaesalpin Q [11]一致,故將化合物9鑒定為neocaesalpin Q。

化合物10 白色粉末,易溶於氯仿、甲醇。ESI-MS m/z 501[M+Na]+。1H-NMR(CDCl3,600 MHz)δ:5.56(1H,d,J=4.2 Hz,H-6),4.33(1H,dd,J=12.0,4.2 Hz,H-7),5.70(1H,s,H-11),5.68(1H,s,H-15),1.10(3H,d,J=7.2 Hz,H-17),0.99(3H,s,H-18),1.09(3H,s,H-19),1.32(3H,s,H-20),6.38(H-2′,d,J=16.8),7.64(H-3′,d,J=16.8),7.31(H-5′,m),7.32(H-6′,m),7.45(H-7′,m)。13C-APT(CDCl3,150 MHz) δ:33.1(C-1),17.9(C-2),37.5(C-3),39.2(C-4),77.9(C-5),73.8(C-6),67.6(C-7),39.1(C-8),40.6(C-9),41.3(C-10),111.6(C-11),150.7(C-12),161.3(C-13),28.4(C-14),110.9(C-15),170.7(C-16),14.4(C-17),27.3(C-18),24.8(C-19),17.9(C-20),167.5(C-1′),117.5(C-2′),146.5(C-3′),134.0(C-4′),128.3(C-5′),129.0(C-6′),130.8(C-9′)。以上數據與文獻報道neocaesalpin P[11]一致,故將化合物10鑒定為neocaesalpin P。

化合物11 白色粉末,易溶於氯仿、甲醇。ESI-MS m/z 475[M+Na]+。1H-NMR(CDCl3,600 MHz) δ:5.70(1H,d,J=2.4 Hz,H-6),4.38(1H,dd,J=12.0,2.4 Hz,H-7),5.72(1H,s,H-11),5.70(1H,s,H-15),1.07(3H,d,J=7.2 Hz,H-17),1.00(3H,s,H-18),1.07(3H,s,H-19),1.42(3H,s,H-20),7.40(H-2′,m),7.53(H-3′,m),7.95(H-1′,m)。13C-APT(CDCl3,150 MHz) δ:33.1(C-1),17.9(C-2),37.7(C-3),39.1(C-4),78.2(C-5),74.1(C-6),67.9(C-7),39.3(C-8),40.5(C-9),41.3(C-10),111.1(C-11),150.2(C-12),161.3(C-13),28.4(C-14),110.4(C-15),170.1(C-16),14.2(C-17),27.3(C-18),24.8(C-19),17.9(C-20),167.5(C-1′),129.1(C-2′),129.9(C-3′),128.7(C-4′),133.3(C-5′)。以上數據與文獻報道neocaesalpin R [11]一致,故將化合物11鑒定為neocaesalpin R。