Диссертация (1150007), страница 17
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Res. – 1989. – Vol. 6. –№ 1. – P. 67–75.120ПРИЛОЖЕНИЕ11109876Chemical Shift (ppm)5Спектр ЯМР 1Н 6-гидрокси-7-фтор-1-тетралона (36)432.022.013.452.822.802.782.502.462.011.991.971.936.886.850.981.000.667.527.4810.9812127.06.56.05.55.04.54.03.5Chemical Shift (ppm)3.02.52.01.5Спектр ЯМР 1Н 16,16-диметил-2-фтор-8α-D-гомо-эстра-1,3,5(10)-триен-17а-она (8)3.066.0710.293.021.032.732.722.602.592.562.102.052.011.961.891.861.761.721.711.691.681.241.201.130.945.450.931.001.026.846.806.706.677.281221.020018016014051.3347.3142.7441.6340.9739.9035.4633.0431.1528.5426.9121.7319.01120100Chemical Shift (ppm)77.8577.4377.01117.08115.77115.54151.46148.33141.72141.52134.39132.80216.0312380604020Спектр ЯМР 13С 16,16-диметил-2-фтор-8α-D-гомо-эстра-1,3,5(10)-триен-17а-она (8)01281201121049688807264Chemical Shift (ppm)5648403219.0133.0431.1528.5226.9142.7441.6240.9639.8951.33117.08115.77115.5412424Спектр ЯМР 13С DEPT 16,16-диметил-2-фтор-8α-D-гомо-эстра-1,3,5(10)-триен-17а-она (8)167.57.06.56.05.55.04.54.0Chemical Shift (ppm)3.53.02.52.07.022.041.065.381.011.005.595.565.540.983.053.022.992.672.652.632.592.562.542.442.422.402.201.771.741.721.291.271.231.201.186.116.716.680.981.011.007.287.227.197.177.151251.51.0Спектр ЯМР 1Н 3-гидрокси-16-метил-2-фтор-8,14-секоэстра-1,3,5(10),9(11)-тетраен-14,17-диона (46)7.57.06.56.05.55.04.54.0Chemical Shift (ppm)3.53.02.52.01.5Спектр ЯМР 1Н 3-гидрокси-16-метил-2-фтор-13α-эстра-1,3,5(10),8,15-пентаен-17-она (11)4.941.051.001.052.961.391.102.000.983.042.782.752.722.692.432.292.262.232.071.921.901.881.801.621.601.591.271.205.690.851.986.896.856.816.787.28126220200180160140120100Chemical Shift (ppm)806032.0030.0928.0827.9123.2622.8010.7547.5053.8377.8577.4377.01110.42110.16156.68151.67148.56142.06141.88138.76131.93130.97129.36128.72116.59214.751274020Спектр ЯМР 13С –гидрокси-16-метил-2-фтор-13α-эстра-1,3,5(10),8,15-пентаен-17-она (11)01601501401301201101009080Chemical Shift (ppm)70605040302010.7532.0030.1028.0823.2622.8053.82110.42110.16116.59156.7412810Спектр ЯМР 13С DEPT 3-гидрокси-16-метил-2-фтор-13α-эстра-1,3,5(10),8,15-пентаен-17-она (11)7.06.56.05.55.04.54.03.5Chemical Shift (ppm)3.02.52.00.830.813.234.192.042.102.722.682.662.642.582.552.412.391.811.791.771.751.731.715.615.585.551.026.256.201.016.726.691.061.077.287.217.171291.51.0Спектр ЯМР 1Н 3-гидрокси-18-метил-2-фтор-8,14-секоэстра-1,3,5(10),9(11)-тетраен-14,17-диона (48)7.57.06.56.05.55.04.54.03.5Chemical Shift (ppm)3.02.52.01.5Спектр ЯМР 1Н 18-метил-2-фторэстра-1,3,5(10),8,14-пентаен-17-она (49)3.104.031.061.035.171.011.015.630.921.00.880.860.833.213.143.002.992.782.752.722.622.592.572.532.522.161.671.641.621.601.581.561.541.275.981.001.041.007.287.047.006.836.806.691300.57.57.06.56.05.55.04.54.03.5Chemical Shift (ppm)3.02.5Спектр ЯМР 1Н 18-метил-2-фтор-8α-эстрона (14)2.01.52.941.0813.180.982.001.010.940.980.972.772.722.642.612.592.192.162.152.131.891.801.761.741.701.671.641.571.291.280.780.760.735.696.866.826.716.687.281311.00.5200180160140120100Chemical Shift (ppm)8060Спектр ЯМР 13С 18-метил-2-фтор-8α-эстрона (14)40209.1551.2549.6841.7039.0036.1331.0328.6222.6621.2020.2677.8577.6377.4377.01117.22116.02115.79151.42148.29141.80141.62133.78133.121320200180160140120100Chemical Shift (ppm)8060Спектр ЯМР 13С DEPT 18-метил-2-фтор-8α-эстрона (14)40209.1551.2449.6741.6939.0036.1331.0328.6022.6621.1920.26117.25116.03115.8113307.06.56.05.55.04.54.0Chemical Shift (ppm)3.53.02.52.01.193.072.122.112.036.252.812.772.762.712.662.642.582.562.432.412.401.791.771.751.731.715.635.605.571.046.180.966.726.691.041.027.287.227.181341.5Спектр ЯМР 1Н 3-гидрокси-2-фтор-8,14-секоэстра-1,3,5(10),9(11)-тетраен-14,17-диона (54)7.06.56.05.55.04.54.0Chemical Shift (ppm)3.53.02.52.0Спектр ЯМР 1Н 3-гидрокси-2-фторэстра-1,3,5(10),8,14-пентаен-17-она (55)1.53.131.111.081.215.261.071.000.721.021.051.023.393.313.012.942.932.782.752.732.662.632.582.372.332.092.082.042.031.641.621.601.271.221.165.475.917.067.026.846.817.281351.07.06.56.05.55.04.54.0Chemical Shift (ppm)3.53.0Спектр ЯМР 1Н 2-фтор-8α-эстрона (15)2.52.01.52.971.210.982.985.041.101.971.081.261.050.890.991.012.752.622.612.492.462.202.172.071.911.891.881.871.861.821.811.701.661.271.025.065.046.876.846.736.707.281361.0220200180160140120100Chemical Shift (ppm)48.6447.2541.2241.1140.8440.5640.2940.0239.7339.4536.1021.7816.67117.91116.76116.54132.86151.81148.64143.28143.11220.3813780Спектр ЯМР 13С 2-фтор-8α-эстрона (15)6040201281201121049688807264Chemical Shift (ppm)5648Спектр ЯМР 13С DEPT 2-фтор-8α-эстрона (15)40322416.6621.8048.6541.2241.1040.8340.5540.2739.9938.7536.1132.8030.8828.79117.92116.77116.55138161098765Chemical Shift (ppm)4323.006.103.102.023.442.802.782.762.752.732.572.502.341.931.911.801.791.771.651.135.475.451.066.646.611.027.207.161.021.069.821391Спектр ЯМР 1Н 3-гидрокси-2-фтор-D-гомо-8,14-секоэстра-1,3,5(10),9(11)-тетраен-14,17а-диона (56)1098765Chemical Shift (ppm)433.231.111.123.001.031.021.010.982.682.642.622.612.592.562.502.452.312.281.951.911.511.471.113.436.067.087.036.766.739.831402Спектр ЯМР 1Н 3-гидрокси-2-фтор-D-гомо-эстра-1,3,5(10),8,14-пентаен-17а-она (57)19.59.08.58.07.57.06.56.05.55.0Chemical Shift (ppm)4.54.03.53.02.52.0Спектр ЯМР 1Н 3-гидрокси-2-фтор-D-гомо-8α-эстра-1,3,5(10)-триен-17а-она (16)1.51.063.081.062.1614.162.652.612.502.052.011.971.751.611.601.571.561.513.441.006.866.826.586.551.000.999.46141220200180160140120100Chemical Shift (ppm)48.1548.0141.1040.8540.5740.2940.0039.7239.4633.7126.7525.9221.7919.28117.78116.53116.30151.87148.71143.23143.07133.29133.22132.59215.2114280604020Спектр ЯМР 13С 3-гидрокси-2-фтор-D-гомо-8α-эстра-1,3,5(10)-триен-17а-она (16)01201121049688807264Chemical Shift (ppm)5648403221.7819.2741.0840.8840.5240.2439.9538.2133.7031.0528.4026.7525.9148.00117.78116.53116.3114324Спектр ЯМР 13С DEPT 3-гидрокси-2-фтор-D-гомо-8α-эстра-1,3,5(10)-триен-17а-она (16)161098765Chemical Shift (ppm)4323.051.051.010.981.0012.962.202.101.050.74310.72560.70843.34353.22843.12693.10982.60942.58432.56182.50002.31122.26362.24072.22162.20791.94021.65461.23621.08027.62877.59337.57087.29507.27227.20097.180610.1887SVM_517001r2.001.980.971441Спектр ЯМР 1Н 3-гидрокси-18-метил-2-фтор-эстра-1,3,5(10),6,8(9)-пентаен-17-она (18).esp200180160140120100Chemical Shift (ppm)50.277847.106740.626840.412340.205539.998739.791939.577439.370636.597924.955423.906021.332417.32658.0278153.5588151.1154144.6125144.4669132.9776130.8483130.7947130.2892126.4364124.9811123.9547113.0935108.7736108.5897218.0750145806040Спектр ЯМР 13С 3-гидрокси-18-метил-2-фтор-эстра-1,3,5(10),6,8(9)-пентаен-17-она (18)208.07.57.06.56.05.55.04.54.0Chemical Shift (ppm)3.53.02.52.0Спектр ЯМР 1Н сульфамата 18-метил-2-фтор-8α-эстрона (19)1.52.772.038.983.282.81432.75862.71752.50202.41242.37862.09532.07112.04692.02751.90651.87501.82661.59421.57241.54331.49491.23340.65970.63547.23757.19877.12137.09468.1599636001.1R1.233.371.111.001.98146Water1.01098765Chemical Shift (ppm)43Спектр ЯМР 1Н сульфамата 2-фтор-В-D-гомо-8α-эстрона (20)23.23Water3.352.77292.75192.55522.38822.24842.22742.19652.10992.05302.01961.97751.94781.53341.49141.46540.99296.93546.89216.70286.67329.6605757001.1R11.261.461.771.091.002.22147DMSO18.07.57.06.56.05.55.04.54.0Chemical Shift (ppm)3.53.02.52.01.53.261.121.191.071.382.801.981.321.141.26251.04591.02760.75150.73322.66472.66022.58892.51832.51372.50002.49582.49162.34482.32232.23121.98331.95093.33107.38397.36258.28817.97357.95297.87287.85917.8400518001r.esp1.003.081.921481.0Спектр ЯМР 1Н сульфамата 18-метил-2-фтор-эстра-1,3,5(10),6,8(9)-пентаен-17-она (21)7.06.56.05.55.04.54.0Chemical Shift (ppm)3.53.02.52.0Спектр ЯМР 1Н 10β-фтор-эстра-1,4-диен-3-он-17β-ола (64)1.53.109.051.074.211.091.041.041.031.001.011.04351 - 10F_E2.001.1r.esp1.39561.38191.11720.85792.71322.69292.68042.66022.44962.08551.98671.97561.94321.93251.92641.91771.90201.89521.81053.67953.65853.63686.25406.22846.03967.28407.11777.09867.09187.07271491.0351 - 10F_E2.351.001.1R.esp18016014012010080Chemical Shift (ppm)6040Спектр ЯМР 13С 10β-фтор-эстра-1,4-диен-3-он-17β-ола (64)2010.904643.102936.074135.782432.647231.801430.335823.525822.621754.455454.207549.737990.022288.352581.418577.320877.000076.6865129.4316123.6059123.5621145.2974145.0568160.4924160.3029185.0859185.04211500170160150140130120110100908070Chemical Shift (ppm)6050403020Спектр ЯМР 13С DEPT 10β-фтор-эстра-1,4-диен-3-он-17β-ола (64)10.931736.101235.809532.674331.828530.363023.552922.648849.757854.482554.234681.4456129.4587129.3785123.6330351D.001.1R.esp145.3245145.0839151100-10152Сравнениеантиоксидантнойактивностиисследуемыханалоговэстрогенов с активностью эстрадиола методом определения лаг-фазы:153154155156157158159160.