《Table 1 1H (600 MHz) and 13C NMR (150 MHz) data of compounds 1 and 2 (in C5D5N, J in Hz)》

《Table 1 1H (600 MHz) and 13C NMR (150 MHz) data of compounds 1 and 2 (in C5D5N, J in Hz)》   提示:宽带有限、当前游客访问压缩模式
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《Two new ursane-type nortriterpenes from Lonicera macranthoides and their iNOS-inhibitory activities》


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Multiplets and or overlapped signals are reported without designating multiplicity.

Compound 1 was obtained as a white amorphous powder with[?]D25+15.24(c 0.5,CH3OH).The HR-ESI-MS exhibited a peak at m/z 473.3259[M-H]–(Calc.473.3267),corresponding to a molecular formula C29H46O5 with seven degrees of unsaturation.IR absorption bands at 3412 and 1691 cm–1indicated the presence of hydroxyl and ketone groups.The 1H NMR(600 MHz,in C5D5N)of 1 displayed an olefinic proton atδH 5.45(1H,t,J=3.5 Hz),five methyls[δH 1.18(3H,s),0.99(3H,s),0.98(3H,d,J=6.7 Hz),0.97(3H,d,J=6.2 Hz),and 0.82(3H,s)],an oxygenated methylene[δH 4.34(1H,dd,J=10.5,10.5 Hz),3.89(1H,dd,J=10.5,2.0 Hz)],and two oxygenated methines[δH 4.26(1H,ddd,J=11.0,9.3,6.0 Hz),4.06(1H,dd,J=9.3,6.0 Hz)].In the 13C NMR(DEPT 135)spectra,29 carbon signals could be revealed as five methyls,nine methylenes(an oxygenated atδC 62.1),nine methines(two oxygenated atδC 80.3 and 69.2),and six quaternary carbons(a carbonyl atδC 180.2,Table 1).Such evidence mentioned above suggested that 1 might be a highly oxygenated nortriterpenoid.An analysis of key COSY and HMBC correlations were used to establish the planar structure of compound 1,as shown in Fig.2.The spin system of H2-1/H-2/H-3/H-4(H2-24)/H-5/H2-6/H2-7 deduced from 1H-1H COSY experiment,together with the correlations of H3-25 to C-1,C-5,C-9,and C-10,and of H3-26 to C-7,C-8,C-9,and C-14,confirmed the linkage and assignment of rings A and B.The substructure of ring C was confirmed by the COSY correlations of H-9/H2-11/H-12,and HMBC correlations of H3-27 to C-8,C-13,C-14,and C-15,and of H-12 to C-13,and C-14.Similarly,rings D and E were established by the COSY correlations of H2-15/H2-16,and H-18/H-19(H3-29)/H-20(H3-30)/H2-21/H2-22,together with the HMBC correlation peaks of H-18/C-13,H2-16/C-17,18,22,28,and H2-22/C-16,17,18,28.