化合物 5 棕黃色粉末。1H,NMR [(CD3)2SO,500 MHz ] δ:7.89(2H,d,J=8.0 Hz,H,2′,6′),6.91(2H,d,J=8.0 Hz,H,3′,5′),6.80(2H,s,H,3,8),6.41(1H,s,H,6),5.12(1H,d,J=7.0 Hz,H,1″),3.73(1H,d,J=9.5 Hz,H,5″);13C,NMR [(CD3)2SO,125 MHz ] δ:182.3(C,4),173.5(C,6″),164.7(C,2),163.4(C,7),162.2(C,5),161.5(C,4′),157.4(C,9),128.9(C,2′,6′),121.2(C,1′),116.6(C,3′,5′),105.5(C,10),103.3(C,3),99.9(C,6,1″),95.1(C,8),76.7(C,3″),74.7(C,5″),73.2(C,2″),72.4(C,4″)。與文獻[7]對照,鑒定該化合物為芹菜素,7,O,β,D,葡萄糖醛酸苷( apigenin,7,O,β,D,glucuronide )。
化合物 6 黃色針狀晶體(氯仿,甲醇)。1H,NMR [(CD3)2CO,500 MHz ] δ:7.85(1H,d,J=9.0 Hz,H,5),7.72(1H,s,H,9),7.43(2H,d,J=8.5 Hz,H,2′,6′),7.08(2H,d,J=7.0 Hz,H,3′,5′),6.64(1H,dd,J=9.0,2.0 Hz,H,6),6.41(1H,d,J=2.0 Hz,H,8),5.43(2H,d,J=1.5Hz,H,2),3.89(3H,s,4′,OCH3);13C,NMR [(CD3)2CO,125 MHz)δ:179.7(C,4),164.2(C,7),163.0(C,8a),160.8(C,4′),135.3(C,9),132.0(C,2′,6′),129.6(C,5),129.4( C,1′),127.1(C,3),115.2(C,4a),114.2(C,3′,5′),110.8(C,6),102.6(C,8),67.8(C,2),54.9(4′,OCH3)。與文獻[8]對照,鑒定該化合物為bonducellin。
化合物 7 黃色粉末。1H,NMR(CD3OD,500 MHz)δ:7.80(1H,d,J=9.0 Hz,H,5),7.71(1H,s,H,9),7.27(2H,d,J=8.5 Hz,H,2′,6′),6.89(2H,d,J=8.5 Hz,H,3′,5′),6.53(1H,dd,J=9.0,2.0 Hz,H,6),6.31(1H,d,J=2.0 Hz,H,8),5.36(2H,d,J=1.5 Hz,H,2);13C,NMR(CD3OD,125 MHz)δ:179.6(C,4),165.5(C,7),162.5(C,8a),160.3(C,4′),137.9(C,9),133.5(C,6),132.3(C,2′,6′),130.7(C,5),128.9(C,1′),117.4(C,4a),116.8(C,3′,5′),111.4(C,6),103.6(C,8),69.1(C,2)。與文獻[9]對照,鑒定該化合物為7,hydroxy,3,(4,hydroxyl benzylidene)chroman,4,one。
化合物 8 黃色粉末。1H,NMR(CD3OD,500 MHz)δ:7.58(1H,d,J=8.5 Hz,H,6′),7.56(1H,d,J=16.0 Hz,H,β),7.51(2H,dd,J=7.0,2.0 Hz,H,2,6),7.41(1H,d,J=16.0 Hz,H,α),6.82(2H,d,J=8.5 Hz,H,3,5),6.52(1H,d,J=2.0 Hz,H,3′),6.47(1H,dd,J=8.5,2.0 Hz,H,5′),3.89(3H,s,2′,OCH3);13C,NMR(CD3OD,125 MHz)δ:193.2(CO),164.5(C,2′),162.5(C,4′),161.2(C,4),144.1(C,β),133.7(C,6′),131.7(C,2,6),128.1(C,1),125.1(C,α),121.8(C,1′),116.9(C,3,5),108.9(C,5′),100.2(C,3′),56.1(2′,OCH3)。與文獻[10]對照,鑒定該化合物為3,去氧蘇木查爾酮(3,deoxysappanchalcone)。
化合物 9 白色針狀晶體(甲醇)。1H,NMR(CD3OD,500 MHz)δ:6.76(1H,d,J=1.5 Hz,H,6),6.63(1H,d,J=1.5 Hz,H,8),6.00(1H,s,H,3),4.20(2H,s,CH2CO),2.36(3H,s,2,CH3),2.32(3H,s,COCH3);13C,NMR(CD3OD,125 MHz)δ:209.3(COCH3),182.0(C,4),168.1(C,2),164.2(C,7),162.2(C,8a),140.2(C,5),120.6(C,4a),116.0(C,3),111.8(C,6),103.6(C,8),51.4(CH2CO),30.8(COCH3),20.8(2,CH3)。與文獻[11]對照,鑒定該化合物為5, acetonyl,7,hydroxy,2,methylchromone。
化合物 10 無色固體。1H,NMR( CD3OD,500 MHz )δ:6.31(1H,d,J=2.5 Hz,H,5),6.20(1H,J=2.5 Hz,H,7),4.18(1H,s,H,4),3.18(1H,d,J=17.5 Hz,H,2α),2.51(1H,dd,J=17.5,1.5 Hz,H,2β),2.39(3H,s,4,COCH3),1.37(3H,s,3,CH3);13C,NMR(CD3OD,125 MHz)δ:208.2(4,COCH3),202.7(C,1),166.8(C,8),166.3(C,6),143.9(C,4a),110.5(C,8a),109.7(C,5),102.4(C,7),72.1(C,3),64.3(C,4),49.1(C,2),32.4(4,COCH3),27.5(3,CH3)。與文獻[12]對照,鑒定該化合物為4,(trans),acetyl,3,6,8,trihydroxy,3,methyl,dihydronaphthalenone。
化合物 11 無色固體。1H,NMR(CD3OD,500 MHz)δ:6.23(1H,d,J=2.0 Hz,H,5),6.20(1H,J=2.0 Hz,H,7),4.21(1H,s,H,4),3.14(1H,dd,J=17.0,1.0 Hz,H,2α),2.51(1H,dd,J=17.0,1.0 Hz,H,2β),2.39(3H,s,4,COCH3),1.31(3H,s,3,CH3);13C,NMR(CD3OD,125 MHz)δ:209.6(4,COCH3),203.1(C,1),166.9(C,8),166.5(C,6),144.6(C,4a),110.5(C,8a),109.4(C,5),102.7(C,7),72.6(C,3),64.1(C,4),49.1(C,2),33.6(4,COCH3),29.2(3,CH3)。與文獻[12]對照,鑒定該化合物為4,(cis),acetyl,3,6,8,trihydroxy,3,methyl, dihydronaphthalenone。
化合物 12 黃色針狀晶體(甲醇)。1H,NMR(CD3OD,500 MHz)δ:7.59(2H,overlap,H,3,H,5),6.85(1H,d,J=8.5 Hz,H,6),3.90(3H,s,4,OCH3);13C,NMR(CD3OD,125 MHz)δ:170.0(CO),152.6(C,3),148.6(C,4),125.3(C,6),123.1(C,1),115.8(C,5),113.8(C,2),56.4(,OCH3)。與文獻[13]對照,鑒定該化合物為香草酸(vanillic acid)。
化合物 13 白色固體。1H,NMR(CD3OD,500 MHz)δ:7.59(1H,dd,J=8.0,1.8 Hz,H,6′),7.57(1H,br s,H,2′),6.88( 1H,d,J=8.0 Hz,H,5′ ),3.95(2H,t,J=6.5 Hz,H,3),3.18(2H,t,J=6.5 Hz,H,2),3.92(3H,s,3′,OCH3);13C,NMR(CD3OD,125 MHz)δ:199.7(C,1),153.3(C,3′),149.1(C,4′),130.7(C,1′),124.7(C,6′),115.8(C,5′),111.9(C,2′),58.9(C,3),41.7(C,2),56.4(3′,OCH3)。與文獻[14]對照,鑒定該化合物為ω,hydroxypropioquaiacone。