Диссертация (Изучение травы Inula Viscosa (L.) с целью создания экстракта и геля для местного и наружного применения), страница 23

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‒ 2015. ‒ Vol. 37,№ 2. ‒ P. 9-19.142ПРИЛОЖЕНИЯПриложение 1- Идентификация сырья143Приложение 2 – Детализация БАС I.viscosa ЦНФМ методом УВЭЖХMR-RUDN-270717-1_1_DAD_TACN4N3N2N1024681012141618202224Retention Time (min)Рисунок – ТАС-УФ-хроматограммы исследованных фракций №1-41. Caffeic acid (Кофейная кислота) и ее производныеОсобенностью этих соединений является фрагментация в режимерегистрации позитивных ионов до пика m/z=163 :+COOHOHи максимум УФ-спектра при 325-330 нм с характерным "плечем":N2MR-RUDN-250717-3 12703 (10.586) Cm (12656:12756-12423:12550)327.86.45e-16.0e-1221.8AU4.0e-12.0e-10.0250300350400450nm500На рисунке приведены хроматограммы на выбранной массе иона идлине волны144N411:28:13 27-Jul-2017MR-RUDN-270717-12.0e-1AU2: Diode Array328Range: 2.048e-116.83N41.0e-115.318.350.02.505.007.5010.0012.5015.0021.6718.15 18.7313.8514.1817.5020.0022.5025.0027.50MR-RUDN-270717-123.4916.5220.4423.4417.0419.3120.5015.3423.5323.4215.3121.2513.3812.8724.57 26.88100%N47.31 8.69 9.852.0430.001: Scan ES+1634.29e727.68 29.3602.505.007.5010.0012.5015.0017.5020.0022.5025.0027.5030.002: Diode Array328Range: 9.461e-125.0027.5025.0027.5030.002: Diode Array328Range: 1.01525.0027.5025.0027.5030.002: Diode Array328Range: 0.56425.0027.5025.0027.50MR-RUDN-250717-5AU9.615.0e-1N310.608.21 9.323.720.02.505.007.5013.81 15.09 16.7710.0012.5015.0017.5020.0022.50MR-RUDN-250717-59.4810010.6330.001: Scan ES+1631.63e8%N39.343.7512.384.76 5.59 7.3114.6316.47 17.8620.3922.0823.4202.505.007.5010.0012.5015.0017.5020.0022.50MR-RUDN-250717-39.44 10.59AU1.09.31 9.605.0e-13.71 4.73 5.500.02.50N28.9514.605.007.5010.0012.5015.0017.5020.0022.50MR-RUDN-250717-310.63100%9.469.353.762.7302.50N29.014.77 5.5510.82 13.707.625.007.5010.0014.6512.5015.0016.4717.5117.5023.4820.0022.50MR-RUDN-250717-15.4910.71AU2.590.013.549.424.0e-13.613.974.751.63 1.962.508.09 9.29N111.087.305.007.5010.0012.5015.0017.5020.0022.50MR-RUDN-250717-13.75100%2.632.374.02 5.535.484.10 5.609.458.9710.627.3402.505.007.5030.001: Scan ES+1632.59e810.00N113.5811.1313.7011.9115.1312.5015.0030.001: Scan ES+1631.03e817.5020.0022.50Time30.00Рисунок 2 –Хроматограммы фракций №№ 1-4.

Масс-хроматограммы врежиме регистрации позитивных ионов продукта фрагментации 163m/z и УФхроматограммы при длине волны 328 нм.Хлорогеновая кислота Chlorogenic Acid (3-Caffeoylquinic Acid)определяетсяпоспектральнымудерживания только в фракции №1характеристикамивремени145N1MR-RUDN-250717-1 4334 (3.611) Cm (4305:4384-4168:4209)326.82: Diode Array1.15HOHOOO8.0e-1O221.8 241.8AU6.0e-1OHOHHO4.0e-1OHChlorogenic Acid2.0e-10.0100200300400500600MR-RUDN-250717-2 430 (3.647) Cm (420:433-408:417)7008009001000110012001300353.0100m/z14001: Scan ES3.80e6707.2707.7353.6%191.0708.2191.4708.6205.0205.3709.2354.5352.4705.1451.10100200300400500600MR-RUDN-250717-1 434 (3.680) Cm (419:434-408:415)1061.970080090010001100120013007008009001000110012001300163.6100m/z14001: Scan ES+5.18e7HOC%HO+O355.8377.80100m/z2003004005006001400Кроме этого, во фракции №1 виден пик с другим временем удерживания(2.59мин), но аналогичным спектром:146N1MR-RUDN-250717-1 3108 (2.589) Cm (3055:3154-2813:2983)2: Diode Array5.835e-1324.84.0e-1AU221.83.0e-12.0e-11.0e-10.0100200300400500600MR-RUDN-250717-2 305 (2.587) Cm (301:311-276:292)7008009001000110012001300353.1100m/z14001: Scan ES6.70e6%353.5354.0707.2708.2354.5179.0232.9379.0709.2487.10100200300400500600MR-RUDN-250717-1 310 (2.629) Cm (306:317-286:300)10070080090010001100120013007008009001000110012001300163.5m/z14001: Scan ES+4.69e7HO+%HOCO355.7 377.80100m/z2003004005006001400Еще 2 пика с такими же спектрами и другими временами удерживания(3.72 и 3.99 мин) наблюдаются в фракциях №1, 2 и 3:147N1N2MR-RUDN-250717-1 4471 (3.725) Cm (4424:4525-4617:4665)N32: Diode Array MR-RUDN-250717-3 4454 (3.711) Cm (4407:4509-(4169:4248+4574:4619))326.89.47e-15.0e-2326.82: Diode Array MR-RUDN-250717-5 4463 (3.718) Cm (4412:4532-4130:4223)5.157e-2325.82: Diode Array2.709e-22.5e-28.0e-14.0e-27.0e-1219.82.0e-2220.83.0e-2221.8 242.84.0e-11.5e-2AU5.0e-1AUAU6.0e-12.0e-21.0e-23.0e-12.0e-11.0e-25.0e-31.0e-10.0100200300400500600MR-RUDN-250717-2 437 (3.706) Cm (434:445-451:459)7008009001000110012001300353.0100707.20.0m/z14001002003004005006007001: Scan ES- MR-RUDN-250717-4 442 (3.748) Cm (433:450-(453:459+414:424))191.43.19e61009001000110012001300190.9m/z0.014001002003004005006007001: Scan ES6.85e5 MR-RUDN-250717-6 444 (3.766) Cm (436:449-(410:432+460:476))190.98009001000110012001300100m/z14001: Scan ES4.18e5191.4707.7353.1353.5353.3190.9353.1708.2353.5%%191.4%800353.8175.3175.0709.1354.5705.7204.9174.3259.0351.0 397.0529.11061.9162.3886.30100200300400500600MR-RUDN-250717-1 444 (3.765) Cm (437:450-457:462)100169.0 192.0710.27008009001000110012001300163.5192.9353.9 451.8452.0351.5 437.1 452.4341.2353.9497.9 587.3707.8707.2 708.3m/z014001002003004005006007001: Scan ES+ MR-RUDN-250717-3 440 (3.731) Cm (436:448-(454:462+420:429))163.56.38e7100191.9833.98001369.1926.0983.61048.31119.59001000110012001300190.2192.31470.01228.5352.8 354.5452.0352.0707.6 806.5837.3477.1m/z140001: Scan ES+1002003004005006007008.54e6 MR-RUDN-250717-5 442 (3.748) Cm (435:450-(458:489+402:428))163.4977.780090010001100120013008009001000110012001300m/z14001: Scan ES+3.63e6%%%100164.0377.7164.6164.4355.70100377.8181.50100m/z20030040050060070080090010001100120013001400355.7377.6164.5378.3378.5379.5 464.0 553.3165.0355.5m/z200300400500600700N1800900100011001200130014000100378.8454.8551.7733.71411.0m/z2003004005006007001400N2MR-RUDN-250717-1 4766 (3.971) Cm (4691:4866-(4933:5101+4589:4641))2: Diode Array6.978e-1326.8MR-RUDN-250717-3 4817 (4.013) Cm (4764:4873-4926:5022)326.81.4e-26.0e-1219.81.2e-25.0e-11.0e-2221.8AUAU4.0e-12: Diode Array1.613e-2249.88.0e-33.0e-16.0e-32.0e-14.0e-31.0e-12.0e-30.0100200300400500600700MR-RUDN-250717-2 478 (4.054) Cm (463:489-(496:502+448:458))m/z8009001000110012001300189.010014001: Scan ES6.51e60.0100200300400500600MR-RUDN-250717-4 478 (4.054) Cm (472:482-463:470)70080090010001100999.11100.01000110012001300353.6100m/z14001: Scan ES4.84e5353.0%%189.4353.0169.0353.5137.2708.2543.1172.9703.2 708.7469.10100200300400500600700MR-RUDN-250717-1 474 (4.019) Cm (471:486-(494:501+454:460))100352.8354.0168.7169.3707.2349.0375.0179.4189.7351.0407.0 443.7495.8m/z8009001000110012001300163.614001: Scan ES+4.89e7644.6729.10100200300400500600700MR-RUDN-250717-3 474 (4.019) Cm (471:483-(485:498+456:466))911.3815.38009001269.1 1298.7 1332.5 1424.812001300163.6100m/z14001: Scan ES+2.63e6%%163.8164.5167.7355.9215.1377.5 397.9 444.6486.3543.8377.801000100m/z20030040050060070080090010001100120013001400620.7871.8638.8 743.5 856.8964.91337.91322.81025.7 1133.7m/z20030040050060070080090010001100120013001400Можно предположить, что наблюдаемые компоненты являютсяизомерами хлорогеновой кислоты, например, по месту присоединения caffeicacid к quinic acid:OHOOHOHOHOHOOOOHOOHHOHOOHHOOHOHOOOHOOHHOOOHOH148Кроме этого, присутствуют продукты присоединения 2х остатков caffeicacid к quinic acid в виде пиков с временами удерживания 5.5, 8.95, 9.31, 9.44,9.61 и 10.59 мин:N2N1MR-RUDN-250717-1 6679 (5.565)2: Diode Array4.866e-1323.8MR-RUDN-250717-3 6606 (5.504) Cm (6550:6664-(6725:6805+6446:6512))2: Diode Array2.132e-2322.82.0e-2220.81.75e-2244.81.5e-23.0e-1221.8AUAU1.25e-21.0e-22.0e-17.5e-35.0e-31.0e-12.5e-30.0100200300400500600700800MR-RUDN-250717-2 651 (5.520) Cm (649:656-(629:646+670:684))m/z900100011001200130014001: Scan ES9.88e6515.11000.0100200300400500600700MR-RUDN-250717-4 653 (5.538) Cm (649:658-(663:670+638:644))8009001000110012001300433.1100m/z14001: Scan ES1.03e6515.1515.5433.6%515.5%516.0516.1434.1516.2434.3516.7513.1517.2169.01033.2533.10100200300400500600MR-RUDN-250717-1 652 (5.528) Cm (649:658-632:648)700800900100011001200m/z14001: Scan ES+1.40e71300163.6100516.5434.41031.4281.2 353.1537.0557.0641.00100200300400500600MR-RUDN-250717-3 654 (5.546) Cm (650:661-667:673)787.7 835.2 896.21010.1 1036.670080090010001170.4 1252.711001348.7120013001201.21300.112001300163.61001417.2m/z14001: Scan ES+2.80e6163.5%163.8%411.9191.8164.3518.3500.6337.7337.2365.5165.20100274.1 337.7519.5520.2680.91034.10100796.7m/z200300400412.4411.4412.7209.7517.65006007008009001000N1110012001300413.83004002: Diode Array3.178e-1327.85006007008009001084.1948.8100011001438.81489.114001400N2MR-RUDN-250717-1 10722 (8.935) Cm (10674:10770-(10829:10910+10583:10638))539.8736.0585.5615.9780.6 846.0 896.6m/z200N3MR-RUDN-250717-3 10742 (8.952) Cm (10703:10788-(10828:10886+10574:10648))2: Diode Array1.208e-1326.81.2e-1MR-RUDN-250717-5 10753 (8.961) Cm (10711:10805-10608:10684)2: Diode Array2.246e-2326.83.0e-12.0e-21.0e-12.5e-11.75e-2221.8220.88.0e-22.0e-11.5e-21.25e-2AUAUAU221.81.5e-16.0e-21.0e-21.0e-14.0e-25.0e-22.0e-27.5e-35.0e-32.5e-30.0100200300400500600700800MR-RUDN-250717-2 1056 (8.954) Cm (1052:1061-(1064:1080+1040:1048))9001000110012001300515.1100m/z14001: Scan ES5.64e60.0100200300400500600700800MR-RUDN-250717-4 1059 (8.980) Cm (1054:1065-(1071:1074+1041:1046))9001000110012001300515.1100m/z14001: Scan ES1.63e60.0100200300400500600700800MR-RUDN-250717-6 1058 (8.972) Cm (1055:1063-(1068:1077+1042:1054))9001000110012001300515.1100m/z14001: Scan ES7.21e5515.6515.5515.6%%%516.2516.1516.0463.1168.8516.5516.5343.1 377.1894.3477.30100200300400500600MR-RUDN-250717-1 1058 (8.972) Cm (1053:1064-1069:1083)100267.2859.3 893.3517.1267.0700800900168.8 202.91031.61000110012001300163.5m/z14001: Scan ES+1.65e7267.5 352.9516.5169.4514.6 517.6162.99001000110012001300163.6100267.0m/z14001: Scan ES+8.71e6538.2335.3 352.9583.7 660.7 766.9 806.0 908.2388.41031.8479.50100200300400500600700800MR-RUDN-250717-3 1057 (8.964) Cm (1053:1064-(1067:1072+1044:1049))0100200300400500600700800MR-RUDN-250717-5 1058 (8.970) Cm (1057:1066-(1068:1082+1040:1055))1009001049.8 1075.8100011001237.412001288.1 1368.71300163.71454.2m/z14001: Scan ES+2.73e6%%%163.2164.1233.6164.4164.3 233.80100164.7499.8 517.8539.9292.0 337.9159.4m/z200300400500600700800900100011001200130014000100234.3291.8422.9300304.1200300304.3 365.2400500487.7 526.8409.6633.4m/z200177.6499.7 539.4337.7600700800900100011001200130014000100634.9 654.6718.6802.3963.5 1004.91040.81325.01200.41439.71459.3m/z40050060070080090010001100120013001400149N1N2MR-RUDN-250717-1 11152 (9.294) Cm (11103:11209-10948:11065)N32: Diode ArrayMR-RUDN-250717-3 11170 (9.309) Cm (11125:11227-10967:11062)325.84.371e-13.0e-1326.82: Diode Array MR-RUDN-250717-5 11183 (9.319) Cm (11147:11217-11037:11091)325.83.107e-15.0e-22.5e-13.5e-13.0e-1220.8244.82.0e-1221.8219.82.0e-1AU3.0e-2AUAU2.5e-12: Diode Array5.11e-24.0e-21.5e-12.0e-21.5e-11.0e-11.0e-11.0e-25.0e-25.0e-20.0100200300400500600700800MR-RUDN-250717-2 1099 (9.319) Cm (1094:1105-(1107:1108+1081:1090))9001000110012001300515.11000.014001002003004005006001: Scan ESMR-RUDN-250717-4 1102 (9.345) Cm (1098:1108-1080:1090)515.16.11e61000.014001002003004005006001: Scan ES- MR-RUDN-250717-6 1103 (9.353) Cm (1098:1104-1075:1093)515.15.00e6100m/z515.6m/z70080090010001100120013008009001000110012001300700800900100011001200130090010001100m/z14001: Scan ES2.65e6515.6%%515.6%700516.1516.0515.9516.51031.81032.2967.40100200300400500600MR-RUDN-250717-1 1100 (9.327) Cm (1091:1105-1075:1086)700800900100011001300163.6700800900100011001200537.1605.61031.7m/z014001002003004005006001: Scan ES+ MR-RUDN-250717-5 1100 (9.327) Cm (1099:1107-1081:1098)163.62.01e71001300%m/z014001002003004005006001: Scan ES+MR-RUDN-250717-3 1103 (9.353) Cm (1096:1108-1074:1088)163.41.34e7100%100169.4175.0537.6169.01200514.21031.8513.1%541.0451.1m/z14001: Scan ES+5.25e6163.2 185.6185.8164.0164.1164.7499.8189.7186.0499.8518.7337.6 356.2 463.70100517.9185.5680.2300400500600186.7517.7274.0337.8 355.70100m/z20070080090010001100120013001400N10100m/z20030040050060070080090010001100120013001400N2MR-RUDN-250717-2 11292 (9.410) Cm (11229:11357-11631:11850)300418.94005006007008001126.61172.012001429.513001400N32: Diode Array MR-RUDN-250717-3 11326 (9.439) Cm (11269:11392-11702:11907)328.81.389327.8499.7 539.9611.7 682.5 751.6540.4365.9m/z2002: Diode Array5.702e-1MR-RUDN-250717-5 11337 (9.448) Cm (11268:11404-10764:11175)2: Diode Array4.641e-1328.81.24.0e-13.5e-11.04.0e-13.0e-1220.8221.8AUAU243.83.0e-12.5e-1AU8.0e-16.0e-12.0e-12.0e-11.5e-14.0e-11.0e-11.0e-12.0e-15.0e-20.0100200300400500600700800MR-RUDN-250717-2 1111 (9.421) Cm (1108:1121-(1125:1149+1080:1106))9001000110012001300515.11000.014001002003004005006001: Scan ES- MR-RUDN-250717-4 1119 (9.489) Cm (1112:1123-1125:1131)515.16.75e6100m/z0.0100200300400500600700800MR-RUDN-250717-6 1117 (9.472) Cm (1107:1126-(1069:1102+1128:1150))m/z700800900100011001200130014001: Scan ES3.84e69001000110012001300515.1100m/z14001: Scan ES3.81e6515.5515.5%%%515.6516.1516.0516.6353.1190.91289.80100200300400500600700800MR-RUDN-250717-1 1114 (9.446) Cm (1109:1120-(1129:1147+1090:1107))9001000110012001300163.4513.11030.6190.97008009001000499.7209.70100355.7337.9517.7518.01100300400500600337.8 355.870080090010001100120013001400010012001300513.1191.0m/z14001: Scan ES+2.10e71031.71029.6537.10100200300400500600MR-RUDN-250717-5 1118 (9.479) Cm (1113:1125-1074:1089)100499.8 517.9540.170080090010001100120013007008009001000110012001300163.6m/z14001: Scan ES+2.38e7500.0 517.8337.7 355.7679.80100m/z200300400500600700N280090010001100120013001400539.8m/z2003004005006001400N3MR-RUDN-250717-3 11517 (9.598) Cm (11455:11571-11702:11955)2: Diode Array2.783e-1327.8MR-RUDN-250717-5 11530 (9.609) Cm (11478:11606-11689:11816)4.0e-1220.8AU1.5e-12.0e-15.0e-21.0e-17008009001000110012001300515.1100m/z14001: Scan ES2.53e6221.8 246.83.0e-11.0e-10.0100200300400500600MR-RUDN-250717-4 1136 (9.633) Cm (1129:1145-1154:1189)2: Diode Array5.639e-1328.82.0e-1AU1290.5164.3680.0m/z200517.0353.11033.4%m/z014001002003004005006001: Scan ES+ MR-RUDN-250717-3 1116 (9.464) Cm (1111:1124-1125:1131)163.62.72e7100%100516.51031.71032.2%353.0516.0516.61031.81032.51033.30.0100200300400500600MR-RUDN-250717-6 1136 (9.633) Cm (1128:1145-1151:1164)7008009001000110012001300110012001300110012001300515.1100m/z14001: Scan ES5.06e6515.5%%515.6477.1516.0516.0353.0516.6353.1353.6353.4477.2537.1516.6993.8 1031.8447.01031.30100200300400500600MR-RUDN-250717-3 1136 (9.633) Cm (1130:1145-1151:1179)1001033.4537.1447.17008009001000110012001300163.4m/z14001: Scan ES+1.47e70100200300400500600MR-RUDN-250717-5 1136 (9.632) Cm (1130:1147-1153:1168)1007008009007008009001000163.6m/z14001: Scan ES+1.47e7163.6%%479.8480.0317.6480.7287.6499.7479.8287.70100500.8317.9337.9337.9795.2m/z200300400500600700800900100011001200130014000100517.8449.7996.2m/z20030040050060010001400150N1N2MR-RUDN-250717-1 12693 (10.578) Cm (12656:12738-12489:12577)2: Diode Array6.647e-1327.8N3MR-RUDN-250717-3 12703 (10.586) Cm (12650:12779-(12368:12546+12924:13274))2: Diode Array5.342e-1327.8MR-RUDN-250717-5 12721 (10.601) Cm (12672:12773-(12813:12874+12495:12644))2: Diode Array2.044e-1327.86.0e-11.75e-15.0e-14.0e-1243.8220.81.25e-1AU3.0e-1AU221.8AU1.5e-1221.84.0e-13.0e-12.0e-11.0e-17.5e-22.0e-15.0e-21.0e-11.0e-12.5e-20.0100200300400500600700MR-RUDN-250717-2 1248 (10.583) Cm (1244:1255-1237:1242)8009001000110012001300515.1100m/z14001: Scan ES5.63e60.0100200300400500600700800MR-RUDN-250717-4 1254 (10.634) Cm (1248:1260-(1205:1230+1270:1288))9001000110012001300515.1100m/z14001: Scan ES1.02e70.0100200300400500600700800MR-RUDN-250717-6 1252 (10.617) Cm (1247:1259-(1265:1270+1229:1243))9001000110012001300515.1100m/z14001: Scan ES6.00e6515.5%515.6%%515.6516.1516.1516.0516.5297.1353.0516.6451.1921.4100011001200130014001: Scan ES+2.66e7100518.0499.7171.50100217.7 337.9 355.89001000110012001300163.614001: Scan ES+2.37e73004005006007008009001000110012001300140010090010001100120013009001000110012001300163.5499.9 517.8539.8337.9539.501001031.8537.20100200300400500600700800MR-RUDN-250717-5 1256 (10.649) Cm (1248:1261-(1264:1282+1225:1245))m/z14001: Scan ES+1.39e7164.5164.3518.8m/z200405.1921.3m/z%163.50100200300400500600700800MR-RUDN-250717-3 1254 (10.634) Cm (1244:1263-(1218:1239+1275:1293))%100900353.1353.0m/z800921.41031.81032.9%187.40100200300400500600700MR-RUDN-250717-1 1250 (10.599) Cm (1246:1256-1227:1240)405.1405.51031.61032.61030.9499.9200300517.9337.7m/z400500600700800900100011001200130014000100m/z2003004005006007008001400Хотя в справочной литературе встречается только 1,5-Dicaffeoylquinicacid (Cynarin)OHOOHHOOOHOHOOHOHOOно очевидно, что остальные 5 компонентов являются изомерами и нетолько по месту присоединения.Кроме этого в фракции №3 присутствует продукт присоединения 3хостатков caffeic acid к quinic acid ( 3,4,5-tricaffeoylquinic acid):151N3MR-RUDN-250717-5 17528 (14.608) Cm (17479:17586-17375:17432)2: Diode Array4.084e-2327.84.0e-23,4,5-tricaffeoylquinic acidO3.5e-2OH220.83.0e-2OHOAU2.5e-2HOOO2.0e-2O1.5e-2OOHO1.0e-25.0e-30.0100200300400500600700MR-RUDN-250717-6 1725 (14.628) Cm (1718:1735-1703:1713)80010001100120013001141.91207.8 1245.011001200OHHO677.2100900OHm/z14001: Scan ES4.76e5OH677.5677.7%678.2678.5515.2515.3515.6168.9395.7 447.1513.4 516.6169.4678.7676.2299.5675.9699.3700.10100200300400500600700MR-RUDN-250717-5 1730 (14.668) Cm (1722:1737-1708:1718)100841.5 914.28001034.790010001365.01465.8m/z14001: Scan ES+3.09e61300163.6163.4 163.7%163.8164.3164.7264.9236.60100317.6500.0379.8 499.4 500.5681.3 701.7703.0 852.2865.91063.51219.21272.0 1397.41418.1m/z20030040050060070080090010001100120013001400В фракциях №2 и 3 наблюдается свободная кофейная кислота свременем удерживания 4.74 мин:Caffeic AcidN2N3MR-RUDN-250717-3 5677 (4.730) Cm (5636:5725-5805:5840)2: Diode Array2.774e-2323.8MR-RUDN-250717-5 5686 (4.738) Cm (5634:5753-5821:5952)2: Diode Array1.514e-2323.8220.82.5e-2220.81.2e-2O2.0e-2HOAUAU1.0e-21.5e-28.0e-36.0e-31.0e-2OH4.0e-35.0e-3OH0.0100200300400500600700MR-RUDN-250717-4 562 (4.766) Cm (558:568-(570:578+548:553))8009001000110012001300179.41002.0e-3m/z14001: Scan ES8.48e50.0100200300400500600MR-RUDN-250717-6 560 (4.749) Cm (555:574-579:599)7008009001000110012001300178.9100m/z14001: Scan ES3.98e5%%179.4168.7180.2180.4135.4181.2348.7 425.2 469.3567.8657.90100200300400500600700MR-RUDN-250717-3 562 (4.766) Cm (559:574-(577:581+549:553))809.3956.5 982.6854.080090010001161.51184.5110012001315.31300163.4280.3436.9459.3526.5 603.4 707.0491.00100200300400500600MR-RUDN-250717-5 564 (4.782) Cm (557:571-575:586)100793.4 836.4700800900965.21052.110001190.711001248.112001310.91300163.5163.71421.7m/z14001: Scan ES+1.97e6%%100213.61440.2m/z14001: Scan ES+3.26e6164.3158.9164.6750.1164.5 240.8237.2252.0319.30100293.3418.0523.1690.2713.4 739.8 804.0970.4987.0 1020.81175.6 1205.41442.9 1485.6m/z200300400500600700800900100011001200130014000100410.9752.6472.3490.6 592.1 667.7824.1909.3 970.4 1098.5 1121.71232.51355.51398.1m/z20030040050060070080090010001100120013001400152В фракции №1 наблюдаются многочисленные продукты присоединенияcaffeic acid к altraric acid (или ее изомеры, например, глюкуроновая кислота).Два пика с временами удерживания 4.52 и 4.76 мин и одинаковыми спектрамисоответствуют Dicaffeoyl-D- altraric acidN1MR-RUDN-250717-1 5422 (4.518) Cm (5299:5537-5049:5256)2: Diode Array1.918e-1323.81.6e-1MR-RUDN-250717-1 5718 (4.764) Cm (5618:5800-5878:6018)2: Diode Array2.651e-1324.8O1.4e-1220.8O1.2e-1OH220.81.0e-1OHHO8.0e-21.5e-1OHHO6.0e-2OHO4.0e-22.0e-1OHOHOAUAUN13,4-Di-O-caffeoyl-D-altraric acidMF: C24H22O141.8e-11.0e-1OO2.0e-25.0e-20.0100200300400500600700MR-RUDN-250717-2 534 (4.528) Cm (530:544-(547:551+505:526))8009001000110012001300467.1100m/z14001: Scan ES3.25e60.0100200300400500600700MR-RUDN-250717-2 562 (4.766) Cm (554:571-(575:591+541:549))8009001000110012001300533.1100m/z14001: Scan ES2.31e6467.5%533.5%533.0533.6467.1178.9179.4468.0534.0467.7534.1468.6 534.6190.4535.1421.1171.10100200300400500600MR-RUDN-250717-1 528 (4.477) Cm (528:545-503:521)700371.01001.8723.2900387.11067.7867.48001000110012001300163.5100135.0m/z14001: Scan ES+1.14e7353.0212.9388.1531.5 535.01001.4887.8 921.6555.00100200300400500600700MR-RUDN-250717-1 561 (4.757) Cm (555:574-(580:589+539:549))1001067.41069.680090010001100120013008009001000110012001300163.6HOm/z14001: Scan ES+1.28e7HOHOC+HO%%468.1 534.6OC+O164.3213.80100325.6164.2355.7411.9535.7 557.9209.6m/z2003004005006007008009001000110012001300264.6411.9295.5 355.514000100606.9m/z2003004005006007001400Три пика с временами удерживания 9.59, 10.71 и 11.08 представляютTricaffeoyl-D-altraric acid:N1N1MR-RUDN-250717-1 11509 (9.591) Cm (11463:11575-(11413:11436+11672:11705))O1.2O1.0OHO2.5e-1245.8221.8OAUAUOHO221.83.0e-1OHO244.84.0e-18.0e-16.0e-13.0e-1HO245.82.0e-11.5e-14.0e-12.0e-11.0e-12: Diode Array4.068e-13.5e-1OHO5.0e-12: Diode ArrayMR-RUDN-250717-1 13300 (11.084) Cm (13249:13367-(13115:13188+13425:13516))328.81.588OHOHHOO6.0e-1N12: Diode Array MR-RUDN-250717-1 12850 (10.709) Cm (12808:12965-13076:13153)327.88.258e-12,4,5-Tricaffeoyl-D-altraric acidAU327.87.0e-11.0e-12.0e-15.0e-2OH0.0100200300400500600700800MR-RUDN-250717-2 1131 (9.590) Cm (1126:1140-(1145:1152+1124:1125))9001000110012001300695.21000.0m/z14001002003004005006007008001: Scan ES- MR-RUDN-250717-2 1266 (10.735) Cm (1259:1280-(1287:1301+1245:1257))695.22.70e610090010001100120013000.0m/z14001002003004005006007001: Scan ES- MR-RUDN-250717-2 1310 (11.108) Cm (1303:1316-1291:1300)695.23.53e6100800900100011001200130080090010001100120013008009001000110012001300m/z14001: Scan ES1.89e6695.6695.7695.7696.1696.1%%%696.1515.1696.6515.5696.6509.2516.0461.1352.9161.0557.1451.4457.2697.6693.690010001391.81211.7977.7 1031.40100200300400500600700800MR-RUDN-250717-1 1132 (9.599) Cm (1128:1147-(1150:1156+1124:1127))110012001300163.5100697.11391.8697.1697.1516.5161.0 209.3371.1160.9533.1m/z014001002003004005006007008001: Scan ES+ MR-RUDN-250717-1 1264 (10.718) Cm (1259:1286-(1300:1309+1241:1258))163.61.20e710090010001100120013009001000110012001300439.1697.7489.1545.6178.9694.51391.9717.2m/z014001002003004005006007001: Scan ES+ MR-RUDN-250717-1 1310 (11.108) Cm (1307:1317-1297:1302)163.68.81e61001163.91390.81393.8m/z14001: Scan ES+1.39e7164.5165.40100287.5287.9479.8517.9300400500600700800900100011001200130014000100159.6 164.5478.6201.8231.7679.8 698.5m/z200477.7164.5499.7280.9 317.6 355.8%%%163.4301.7356.1535.6679.7300400500600700233.7517.8247.8697.88001400698.8 720.5355.51395.2m/z20001001394.9m/z2003004005006007001400Один пик в фракции №1 является 2,3,4,5-Tetracaffeoyl-D-altraric acid:1532,3,4,5-Tetracaffeoyl-D-altraric acidN1MR-RUDN-250717-2 16217 (13.515) Cm (16163:16325-(16461:16683+15893:16075))319.8334.82: Diode Array2.334OHOH2.252.01.75247.8OAU1.5OHOOHOOHO1.25OOHOOOHO1.0OHOO7.5e-15.0e-1HO2.5e-1OH0.0100200300400500600700800MR-RUDN-250717-2 1599 (13.559) Cm (1590:1614-(1567:1588+1628:1646))900100011001200130010001100120013001000110012001300857.2100m/z14001: Scan ES8.52e6%857.6859.3160.90100200300400500600700800MR-RUDN-250717-1 1608 (13.635) Cm (1597:1622-(1637:1669+1562:1589))100900163.6m/z14001: Scan ES+2.17e7+CO%OHOH680.0207.7 265.80100517.8355.7m/z2003004005006007008009001400В фракции №1 наблюдается пик с временем удерживания 7.30 мин имолекулярной массой 622, содержащий остаток caffeic acid.