北京大學藥學院高等波譜解析黃酮類化合物-1課件

13.012.58.07.57.06.56.012.85s

OH-58.06dJ=7.9Hz

H-2',6'7.58m

H-3',4',5'6.94s

H-36.53dJ=1.9Hz

H-86.23dJ=1.9Hz

H-613.012.58.07.57.06.512.89s

OH-57.87ddJ=1.6,8.0Hz

H-6'7.41dtJ=1.6,8.0Hz

H-4'7.07ddJ=2.0,8.0Hz

H-3'7.06s

H-37.01dtJ=1.6,8.0Hz

H-5'6.48dJ=2.0Hz

H-86.22dJ=2.0Hz

H-65,7,2'-trihydroxyflavone13.012.58.07.57.06.512.82s

OH-57.96dJ=8.7Hz

H-2',6'7.65tJ=8.3Hz

H-77.13dJ=8.3Hz

H-86.97dJ=8.7Hz

H-3',5'6.90s

H-36.79dJ=8.3Hz

H-65,4'-Dihydroxyflavone8.58.07.57.06.52'-Hydroxy-4-methoxychalcone7.92d(J=15.4Hz,H-)7.84d(J=15.4Hz,H-)6.98-7.06mH-3',-5'7.56ddJ=1.3,8.0HzH-4'8.26ddJ=1.3,8.0HzH-6'7.89dJ=8.6HzH-2,-67.04dJ=8.6HzH-3or-57.01dJ=8.6HzH-5or-312.70brs3.84brs12.512.07.06.56.03.03.23tJ=7.4HzH-2.77tJ=7.4HzH-12.24brsH-2'5.82sH-3'H-5'7.03dJ=8.4HzH-2,-66.67dJ=8.4HzH-3,-5Phloretin12.07.06.56.05.53.53.05.43ddJ=2.8,12.7HzH-23.26ddJ=12.7,17.1HzH-3ax2.69ddJ=2.8,17.1HzH-3eq12.15s5.90sH-6,-87.32dJ=8.5HzH-2',6'6.81dJ=8.5HzH-3',5'Naringenin化合物黃酮黃酮醇異黃酮左欄化合物的7-O-糖苷二氫黃酮二氫黃酮醇左欄化合物的7-O-糖苷H-66.00~6.20d6.20~6.40d5.75~5.95d5.90~6.10dH-86.30~6.506.50~6.90d5.90~6.10d6.10~6.40d5,7-二羥基黃酮類化合物的H-6和H-8的化學位移（）低場位移低場位移化合物H-5H-6H-8黃酮黃酮醇異黃酮7.90~8.20d6.70~7.10dd6.70~7.00d二氫黃酮二氫黃酮醇7.70~7.90d6.40~6.50dd6.30~6.40d7-OH黃酮類化合物的H-5、H-6和H-8的化學位移()化合物二氫黃酮H-2',-6'7.10~7.30dH-3',-5‘二氫黃酮醇異黃酮7.20~7.40d7.20~7.50d查耳酮橙酮7.40~7.60d7.60~7.80d6.50~7.10d黃酮黃酮醇7.70~7.90d7.90~8.10d4'

-氧取代黃酮類化合物的H-2'

，H-6'和H-3'，-5'的化學位移()化合物二氫黃酮二氫黃酮醇二氫黃酮醇3-O-糖苷H-25.00~5.50dd4.80~5.00dd5.00~5.60ddH-3接近2.80dd4.10~4.30d4.30~4.60d二氫黃酮和二氫黃酮醇的H-2和H-3的化學位移()168.6~169.8(s)137.8~140.7(d)122.1~122.3(s)異橙酮類174.5~184.0(s)160.5~163.2(s)104.7~111.8(d)黃酮類149.8~155.4(d)122.3~125.9(s)異黃酮類147.9(s)136.0(s)黃酮醇類182.5~182.7(s)146.1~147.7(s)111.6~111.9(d)(=CH-)橙酮類188.0~197.0(s)136.9~145.4(d)116.6~128.1(d)查耳酮類75.0~80.3(d)42.8~44.6(t)二氫黃酮類82.7(d)71.2(d)二氫黃酮醇類13CNMR譜中黃酮類結構的中央三碳核的信號特征

（化學位移，，inDMSO-d6）20010015050197.1161.1159.0153.9150.1146.5129.3125.5116.4115.9113.2102.493.074.560.556.341.547595‘2‘81‘3‘4‘6‘106236‘3‘4‘627-OMe8-OMe3a3b6.62,dd6.75,d6.92,d6.25,s5.70,dd2.80,dd3.18,dd13C-1HCOSYSpectrumof(2S)-5,2',5'-trihydroxy-7,8-dimethoxyflavone12.58.07.57.06.512.65-OH7.79J=8.7Hz2’,6’–H6.93J=8.7Hz3’,5’–H

6.42J=2.0Hz8–H

6.22J=2.0Hz6–HR1R2R3R5R4R6OHOHOHOHG1G6G4G3G5G2OH5.55.04.54.03.53.01.01HNMRSpectrumofKaempferol3-O-glucosyl(1-2)-rhamnosideH2O3.003.504.004.505.005.503.003.504.004.505.005.50R1G1R2R3G6G2,G5G3,G4,R4R51H-1HCOSYSpectrumofKaempferol-3-O-glucosyl(1→2)rhamnosideOHOHOHOH82807876747270686664623.003.203.403.603.804.004.2081.577.577.075.773.571.871.071.061.7R2R5R3R4G2G6G3G5G41H-13CCOSYSpectrumofKaempferol-3-O-glucosyl(1→2)rhamnosideG2,G5G3,G4

,R4R5G6R3G1R2化合物糖基H-1黃酮醇3-O-葡萄糖苷5.70~6.00黃酮類7-O-葡萄糖苷4.80~5.20黃酮類4'-O-葡萄糖苷黃酮類5-O-葡萄糖苷黃酮類6-及8-C-葡萄糖苷黃酮醇3-O-鼠李糖苷5.00~5.10二氫黃酮醇3-O-葡萄糖苷4.10~4.30二氫黃酮醇3-O-鼠李糖苷4.00~4.20黃酮苷類化合物的糖基H-1的化學位移苷化位置苷元的苷化位移平均值23456789101'2'3'4'5'6'7-O-糖+0.8-1.4+1.1+1.77-O-鼠李糖+0.8-2.4+1.0+1.73-O-糖+9.2-2.1+1.5+0.4+1.0-0.8+1.1-0.3+0.7-0.4+1.53-O-鼠李糖+10.3-1.1+2.0+0.6+1.15-O-葡萄糖-2.8+2.2-6.0-2.7+4.4-3.0+3.2+1.4+4.3-1.3-1.2-0.4-0.8-1.0-1.23'-O-葡萄糖-0.5+0.4+1.6+1.4+0.4+3.24'-O-葡萄糖+0.1+1.0+3.7+0.4+2.0-1.2+1.4黃酮類化合物13CNMR譜苷化位移（）12.510.07.55.02.50.00.99,brs6.70,s6.48,s7.53,s6.89,d,J=8.4Hz7.62,d,J=8.4Hz3.86,s4.88,d,J=10.2Hz

5.34,t,J=9.5Hz3.47,m3.49,m3.34,m3.61,m;3.80,m2.06,m1.25,m1.25,m0.60,t,J=7.2Hz0.69,d,J=6.9Hz16