Knowledge

Phlobaphene

Source 📝

221: 249: 290: 140: 427:. This type of extract is rich in condensed tannins of natural high molecular weight (phlobaphenes), which are not easily soluble. Its use is therefore limited to small additions during sole leather tannage carried out in hot liquors (temperature above 35 °C) to improve the yield and the water-proofness of the leather. The cold soluble extracts are obtained by subjecting the ordinary extract to a 28: 370:, and unstable factor for orange1 (Ufo1) modifies P1-wr expression to confer pigmentation in kernel pericarp, as well as vegetative tissues, which normally do not accumulate significant amounts of phlobaphene pigments. The maize P gene encodes a Myb homolog that recognizes the sequence CCT/AACC, in sharp contrast with the C/TAACGG bound by vertebrate Myb proteins. 431:
which transforms the phlobaphenes into completely soluble tannins. The cold soluble quebracho extracts are the most universally known and used types. The main properties of these extracts are: a very rapid penetration, a high tannin content and a relatively low percentage of non-tannins. The rather
1199:
Boddu, Jayanand; Jiang, Cizhong; Sangar, Vineet; Olson, Terry; Peterson, Thomas; Chopra, Surinder (2006). "Comparative Structural and Functional Characterization of Sorghum and Maize Duplications Containing Orthologous Myb Transcription Regulators of 3-Deoxyflavonoid Biosynthesis".
1243:
Dihydroquercetin dimers by oxidative coupling reactions. Gonzalez-Laredo, Ruben F., Malan, Johannes C.S., Chen, Jie, Todd, Jim, Karchesy, Joseph J. 2nd International Electronic Conference on Synthetic Organic Chemistry (ECSOC-2), September 1–30,
993:
Braess, CH; Cocciolone, SM; Bushman, S; Sangar, V; McMullen, MD; Peterson, T (1976). "Is Igls worth a journey? Report on the 19th International Congress on General Medicine of the SIMG in Igls/Innsbruck, September 22–27, 1975".
1117:
Grotewold, Erich; Drummond, Bruce J.; Bowen, Ben; Peterson, Thomas (1994). "The myb-homologous P gene controls phlobaphene pigmentation in maize floral organs by directly activating a flavonoid biosynthetic gene subset".
1161:
Boddu, Jayanand; Svabek, Catherine; Ibraheem, Farag; Jones, A. Daniel; Chopra, Surinder (2005). "Characterization of a deletion allele of a sorghum Myb gene yellow seed1 showing loss of 3-deoxyflavonoids".
38:(or phlobaphens, CAS No.:71663-19-9) are reddish, alcohol-soluble and water-insoluble phenolic substances. They can be extracted from plants, or be the result from treatment of tannin extracts with 362:. The p1 gene encodes an Myb-homologous transcriptional activator of genes required for biosynthesis of red phlobaphene pigments, while the P1-wr allele specifies colorless kernel 631: 1179: 1097: 1088:
Lee E.A; Harper V (2002). "Suppressor of Pericarp Pigmentation 1 (SPP1), a novel gene involved in phlobaphene accumulation in maize (Zea mays L.) pericarps".
120:. They have not been found in flowers, unless the brown and black pigments in the involucrum of certain compositae are found to be of the phlobaphene type. 1021:
Structural And Transcriptional Analysis Of The Complex P1-wr Cluster In Maize. Wolfgang Goettel, Joachim Messing. Plant & Animal Genomes XVI Conference
660: 1041:"Functional Conservation of Plant Secondary Metabolic Enzymes Revealed by Complementation of Arabidopsis Flavonoid Mutants with Maize Genes" 765:
Stansbury, Mack F.; Field, Elsie T.; Guthrie, John D. (1950). "The tannin and related pigments in the red skins (Testa) of peanut kernels".
671: 373:
In the sorghum, the corresponding yellow seed 1 gene (y1) also encodes a R2R3 type of Myb domain protein that regulates the expression of
1365: 1273:
Sealy-Fisher, V. J.; Pizzi, A. (1992). "Increased pine tannins extraction and wood adhesives development by phlobaphenes minimization".
1023: 884: 311:, of which it contains 70 to 80 per cent. It also contains kino red, a phlobaphene produced from kinotannic acid by oxidation. 799: 1319: 641: 517: 491: 591: 1185: 1103: 193:, is an unstable substance, having a tendency to give off water to form anhydrides (phlobaphenes), one of which is called 720:
Hager's Handbuch der Pharmazeutischen Praxis, List, P.H. and Horhammer, L., Vols. 2–6, Springer-Verlag, Berlin, 1969–1979
423:
Ordinary or warm soluble quebracho (also known as insoluble quebracho) is the natural extract obtained directly from the
857: 435:
Phlobaphenes formation (tannins condensation and precipitation) can be minimized in using strong nucleophiles, such as
220: 47: 1358: 1309: 902:"Effect of grain colour gene (R) on grain dormancy and sensitivity of the embryo to abscisic acid (ABA) in wheat" 17: 507: 248: 822:
Himi, Eiko; Noda, Kazuhiko (2005). "Red grain colour gene (R) of wheat is a Myb-type transcription factor".
694:
Buchanan, M. A.; Lewis, H. F.; Kurth, E. F. (1944). "Chemical Nature of Redwood Tannin and Phlobaphene".
351: 1351: 359: 943:"Flavonoid Biosynthesis. A Colorful Model for Genetics, Biochemistry, Cell Biology, and Biotechnology" 592:
A Manual of pharmacology and its applications to therapeutics and toxicology by Torald Sollmann, M. D.
382: 347: 810: 318:
but can be studied as the pigment responsible for the red color in some monocot cereals, including
751: 338:
In maize, phlobaphenes are synthesized in the flavonoids synthetic pathway from polymerisation of
358:
into flavan-4-ols) while another gene (Suppressor of Pericarp Pigmentation 1 or SPP1) acts as a
272:) or in the red skins or testa of the peanut. They are also reported in the fruits of the genus 580: 432:
low acid and medium salt content characterise them as mild tanning extracts (low astringency).
397:
It is a dark-colored resin-like substance made of water-insoluble, alcohol-soluble polymers.
730: 1020: 181: 144: 78: 69:
No biological activities have currently been reported for phlobaphenes. Phlobaphenes from
8: 1476: 295: 745: 616: 1290: 1225: 1143: 967: 942: 839: 782: 563: 440: 378: 1065: 1040: 1403: 1315: 1217: 1135: 1131: 1070: 1003: 972: 923: 881: 682: 637: 567: 513: 505: 487: 413: 386: 374: 186: 157: 1229: 1147: 843: 786: 1471: 1423: 1408: 1374: 1294: 1282: 1209: 1175: 1171: 1127: 1060: 1052: 962: 954: 913: 831: 774: 703: 612: 555: 479: 401: 265: 234: 213: 1413: 1027: 888: 428: 355: 308: 31:
Phlobaphene is the red pigment present in the pericarp of certain maize varieties
483: 1418: 1398: 1393: 1242: 436: 424: 1213: 835: 1465: 1445: 861: 649: 474:
Foo, L. Yeap; Karchesy, Joseph J. (1989), "Chemical Nature of Phlobaphenes",
117: 94: 55: 1221: 1074: 976: 927: 417: 342:
by the expression of maize pericarp color1 (p1) gene which encodes an R2R3
289: 139: 39: 1338: 1139: 1007: 109: 1388: 958: 918: 901: 339: 217:
L., the European dodder, is reported to contain 30,000 ppm in the root.
1056: 707: 1286: 778: 559: 343: 304: 190: 160:, which by oxidation rapidly yields a dark-coloured phlobaphene called 1450: 274: 70: 1343: 581:
Phlobaphene on Dr. Duke's Phytochemical and Ethnobotanical Databases
543: 363: 257: 153: 98: 506:
Richard W. Hemingway; Peter Edward Laks; Susan J. Branham (1992).
293:
Copious flow of kino from a wound near the base of the trunk of a
454: 409: 367: 327: 283: 176: 128: 124: 102: 1116: 400:
Phlobaphens can be formed under action of acids or heating of
992: 323: 319: 105: 82: 447: 27: 408:. Water containing soda can be used for the conversion of 63: 1160: 744:
Blyth, Alexander Wynter; Wynter Blyth, Meredith (1903).
457:
D can help solubilize phlobaphene in tanning solutions.
899: 509:
Plant polyphenols: synthesis, properties, significance
1198: 764: 900:Himi, E; Mares, DJ; Yanagisawa, A; Noda, K (2002). 233:Phlobaphenes can be extracted from the root of the 1254:Dingler's Polytech. Journ., C. Etti, 1878, p. 354. 1038: 693: 603:Paech, K (1955). "Colour Development in Flowers". 1272: 743: 392: 1463: 314:Phlobaphenes are not present in the model plant 88: 1087: 476:Chemistry and Significance of Condensed Tannins 940: 1359: 1307: 988: 986: 767:Journal of the American Oil Chemists' Society 185:or in oak barks where the chief constituent, 412:tannins into phlobaphens. When heated with 1263:Warden C. J. H., Pharm. Jour., , xviii. 985 473: 1366: 1352: 1039:Dong, X.; Braun, EL; Grotewold, E (2001). 983: 800:The Principles Of Hop-Analysis, Cech G. O. 633:Handbook of Nuts: Herbal Reference Library 544:"Zur Geschichte der Eichenrindegerbsäuren" 1064: 966: 917: 821: 661:Cinchona Bark (Cortex Cinchonae). Part 3 288: 247: 219: 138: 123:In bark, phlobaphenes accumulate in the 26: 532:Römpp CD 2006, Georg Thieme Verlag 2006 385:genes required for the biosynthesis of 14: 1464: 731:"Herbal Medicine Materia Medica: Kola" 696:Industrial & Engineering Chemistry 1373: 1347: 750:. C. Griffin & Co., Ltd. p.  747:Foods: Their composition and analysis 602: 404:or of the fraction of tannins called 1339:Phlobaphene on www.liberherbarum.com 629: 541: 93:Natural phlobaphenes are the common 77:) may have a specific action on the 858:"Phlobaphene biosynthesis in maize" 683:Quinine on www.1902encyclopedia.com 617:10.1146/annurev.pp.06.060155.001421 574: 420:yield a glucose and a phlobaphene. 156:barks contain a particular tannin, 127:layer of cork cambium, part of the 24: 450:, during pine tannins extraction. 25: 1488: 1332: 605:Annual Review of Plant Physiology 996:Zeitschrift für Allgemeinmedizin 811:Kino on www.henriettesherbal.com 672:Cinchonaceae on chestofbooks.com 350:of the A1 gene encoding for the 256:Phlobaphens can be found in the 1301: 1266: 1257: 1248: 1236: 1192: 1154: 1110: 1081: 1032: 1014: 934: 893: 875: 850: 815: 804: 793: 758: 737: 723: 714: 687: 676: 665: 333: 1176:10.1016/j.plantsci.2005.05.007 906:Journal of Experimental Botany 654: 623: 596: 585: 535: 526: 499: 467: 393:Chemically formed phlobaphenes 134: 13: 1: 460: 189:, a molecule also present in 89:Naturally formed phlobaphenes 1308:Georg Grasser (March 2007). 1132:10.1016/0092-8674(94)90117-1 630:Duke, James A (2000-11-10). 453:The use of synthetic tannin 7: 1275:Holz Als Roh- und Werkstoff 941:Winkel-Shirley, B. (2001). 882:Phlobaphene on trophort.com 484:10.1007/978-1-4684-7511-1_6 352:dihydroflavonol 4-reductase 10: 1493: 282:)or can be extracted from 81:. They are converted into 1432: 1381: 1214:10.1007/s11103-005-3568-1 836:10.1007/s10681-005-7854-4 383:dihydroflavonol reductase 348:transcriptional activator 303:The chief constituent of 42:(tanner's red). The name 1202:Plant Molecular Biology 260:(where they are called 548:Monatshefte für Chemie 300: 253: 229: 224:The common tormentil ( 149: 32: 292: 251: 223: 142: 30: 959:10.1104/pp.126.2.485 316:Arabidopsis thaliana 182:Sequoia sempervirens 166:cinchono-fulvic acid 145:Cinchona officinalis 79:coronary circulation 1057:10.1104/pp.127.1.46 708:10.1021/ie50418a008 296:Corymbia calophylla 175:They are common in 1404:Proguibourtinidins 1287:10.1007/BF02663290 1026:2012-02-18 at the 919:10.1093/jxb/erf005 912:(374): 1569–1574. 887:2012-03-01 at the 779:10.1007/BF02649320 560:10.1007/BF01517990 379:chalcone isomerase 301: 254: 230: 150: 33: 1459: 1458: 1424:Proteracacinidins 1409:Promelacacinidins 1375:Condensed tannins 1321:978-1-4067-7301-9 1311:Synthetic Tannins 643:978-0-8493-3637-9 542:Etti, C. (1883). 519:978-0-306-44252-0 493:978-1-4684-7513-5 444:-phenylenediamine 429:sulfiting process 414:hydrochloric acid 402:condensed tannins 387:3-deoxyflavonoids 375:chalcone synthase 239:Potentilla erecta 226:Potentilla erecta 187:quercitannic acid 158:cinchotannic acid 16:(Redirected from 1484: 1414:Propelargonidins 1368: 1361: 1354: 1345: 1344: 1326: 1325: 1305: 1299: 1298: 1270: 1264: 1261: 1255: 1252: 1246: 1240: 1234: 1233: 1196: 1190: 1189: 1184: 1158: 1152: 1151: 1114: 1108: 1107: 1102: 1085: 1079: 1078: 1068: 1045:Plant Physiology 1036: 1030: 1018: 1012: 1011: 990: 981: 980: 970: 947:Plant Physiology 938: 932: 931: 921: 897: 891: 879: 873: 872: 870: 869: 860:. Archived from 854: 848: 847: 819: 813: 808: 802: 797: 791: 790: 762: 756: 755: 741: 735: 734: 727: 721: 718: 712: 711: 691: 685: 680: 674: 669: 663: 658: 652: 647: 627: 621: 620: 600: 594: 589: 583: 578: 572: 571: 539: 533: 530: 524: 523: 503: 497: 496: 471: 356:dihydroflavonols 280:Fructus Crataegi 266:chocolate liquor 235:common tormentil 214:Cuscuta europaea 75:Fructus Crataegi 21: 1492: 1491: 1487: 1486: 1485: 1483: 1482: 1481: 1462: 1461: 1460: 1455: 1442:(phlobatannins) 1428: 1419:Prorobinetidins 1399:Profisetinidins 1394:Prodelphinidins 1377: 1372: 1335: 1330: 1329: 1322: 1306: 1302: 1271: 1267: 1262: 1258: 1253: 1249: 1241: 1237: 1197: 1193: 1182: 1159: 1155: 1115: 1111: 1100: 1086: 1082: 1037: 1033: 1028:Wayback Machine 1019: 1015: 991: 984: 939: 935: 898: 894: 889:Wayback Machine 880: 876: 867: 865: 856: 855: 851: 820: 816: 809: 805: 798: 794: 763: 759: 742: 738: 729: 728: 724: 719: 715: 702:(10): 907–910. 692: 688: 681: 677: 670: 666: 659: 655: 644: 628: 624: 601: 597: 590: 586: 579: 575: 540: 536: 531: 527: 520: 504: 500: 494: 478:, p. 109, 472: 468: 463: 395: 336: 309:kinotannic acid 232: 208: 204: 200: 137: 91: 23: 22: 18:Pericarp color1 15: 12: 11: 5: 1490: 1480: 1479: 1474: 1457: 1456: 1454: 1453: 1448: 1446:Tannin sources 1443: 1436: 1434: 1430: 1429: 1427: 1426: 1421: 1416: 1411: 1406: 1401: 1396: 1391: 1385: 1383: 1379: 1378: 1371: 1370: 1363: 1356: 1348: 1342: 1341: 1334: 1333:External links 1331: 1328: 1327: 1320: 1314:. Read Books. 1300: 1265: 1256: 1247: 1235: 1208:(2): 185–199. 1191: 1153: 1126:(3): 543–553. 1109: 1080: 1031: 1013: 1002:(8): 432–433. 982: 953:(2): 485–493. 933: 892: 874: 849: 814: 803: 792: 757: 736: 722: 713: 686: 675: 664: 653: 642: 622: 595: 584: 573: 534: 525: 518: 498: 492: 465: 464: 462: 459: 437:phloroglucinol 425:quebracho wood 394: 391: 335: 332: 206: 202: 198: 136: 133: 90: 87: 46:come from the 9: 6: 4: 3: 2: 1489: 1478: 1475: 1473: 1470: 1469: 1467: 1452: 1449: 1447: 1444: 1441: 1438: 1437: 1435: 1431: 1425: 1422: 1420: 1417: 1415: 1412: 1410: 1407: 1405: 1402: 1400: 1397: 1395: 1392: 1390: 1387: 1386: 1384: 1380: 1376: 1369: 1364: 1362: 1357: 1355: 1350: 1349: 1346: 1340: 1337: 1336: 1323: 1317: 1313: 1312: 1304: 1296: 1292: 1288: 1284: 1280: 1276: 1269: 1260: 1251: 1245: 1239: 1231: 1227: 1223: 1219: 1215: 1211: 1207: 1203: 1195: 1187: 1181: 1177: 1173: 1169: 1165: 1164:Plant Science 1157: 1149: 1145: 1141: 1137: 1133: 1129: 1125: 1121: 1113: 1105: 1099: 1095: 1091: 1084: 1076: 1072: 1067: 1062: 1058: 1054: 1050: 1046: 1042: 1035: 1029: 1025: 1022: 1017: 1009: 1005: 1001: 997: 989: 987: 978: 974: 969: 964: 960: 956: 952: 948: 944: 937: 929: 925: 920: 915: 911: 907: 903: 896: 890: 886: 883: 878: 864:on 2017-08-01 863: 859: 853: 845: 841: 837: 833: 829: 825: 818: 812: 807: 801: 796: 788: 784: 780: 776: 772: 768: 761: 753: 749: 748: 740: 732: 726: 717: 709: 705: 701: 697: 690: 684: 679: 673: 668: 662: 657: 651: 650:James A. Duke 645: 639: 636:. CRC Press. 635: 634: 626: 618: 614: 610: 606: 599: 593: 588: 582: 577: 569: 565: 561: 557: 553: 549: 545: 538: 529: 521: 515: 511: 510: 502: 495: 489: 485: 481: 477: 470: 466: 458: 456: 451: 449: 445: 443: 438: 433: 430: 426: 421: 419: 416:, tannins in 415: 411: 407: 406:phlobatannins 403: 398: 390: 388: 384: 380: 376: 371: 369: 365: 361: 357: 353: 349: 345: 341: 331: 329: 325: 321: 317: 312: 310: 306: 298: 297: 291: 287: 285: 281: 277: 276: 271: 267: 263: 259: 250: 246: 244: 243:tormentil red 240: 236: 227: 222: 218: 216: 215: 210: 196: 192: 188: 184: 183: 178: 173: 171: 167: 163: 162:red cinchonic 159: 155: 147: 146: 141: 132: 130: 126: 121: 119: 115: 111: 107: 104: 100: 96: 86: 84: 80: 76: 72: 67: 65: 61: 57: 53: 49: 45: 41: 40:mineral acids 37: 29: 19: 1440:Phlobaphenes 1439: 1389:Procyanidins 1310: 1303: 1278: 1274: 1268: 1259: 1250: 1238: 1205: 1201: 1194: 1167: 1163: 1156: 1123: 1119: 1112: 1096:(1): 51–58. 1093: 1089: 1083: 1051:(1): 46–57. 1048: 1044: 1034: 1016: 999: 995: 950: 946: 936: 909: 905: 895: 877: 866:. Retrieved 862:the original 852: 827: 823: 817: 806: 795: 770: 766: 760: 746: 739: 725: 716: 699: 695: 689: 678: 667: 656: 632: 625: 608: 604: 598: 587: 576: 551: 547: 537: 528: 512:. Springer. 508: 501: 475: 469: 452: 441: 434: 422: 418:cocoa solids 405: 399: 396: 372: 340:flavan-4-ols 337: 334:Biosynthesis 315: 313: 302: 294: 279: 273: 269: 261: 255: 242: 238: 231: 225: 212: 211: 194: 180: 174: 170:cinchona red 169: 165: 161: 151: 143: 122: 113: 92: 74: 68: 59: 51: 43: 36:Phlobaphenes 35: 34: 611:: 273–298. 554:: 512–530. 179:barks like 135:Occurrences 48:Greek roots 1477:Plant dyes 1466:Categories 1281:(5): 212. 1170:(3): 542. 868:2016-11-04 830:(3): 239. 773:(8): 317. 461:References 360:suppressor 354:(reducing 191:quercitron 85:in soils. 62:) meaning 58:and βαφή ( 54:) meaning 44:phlobaphen 1451:Tannosome 1382:Oligomers 824:Euphytica 568:105109992 286:flowers. 275:Crataegus 270:cocoa red 131:mixture. 110:seed coat 1230:23841582 1222:16429259 1186:16983977 1148:42197232 1104:13772300 1075:11553733 1024:Archived 977:11402179 928:12096095 885:Archived 844:26883288 787:95107923 366:and red 364:pericarp 268:(called 262:kola red 258:kola nut 252:Kola nut 177:redwoods 154:cinchona 118:pigments 99:pericarp 73:fruits ( 71:hawthorn 50:φλoιὀς ( 1472:Tannins 1295:6585979 1140:8313474 1090:Maydica 1008:1266355 968:1540115 455:neradol 328:sorghum 299:(marri) 195:oak-red 129:suberin 125:phellem 52:phloios 1318:  1293:  1228:  1220:  1183:  1146:  1138:  1101:  1073:  1066:117961 1063:  1006:  975:  965:  926:  842:  785:  640:  566:  516:  490:  346:-like 83:humins 1433:Misc. 1291:S2CID 1226:S2CID 1180:INIST 1144:S2CID 1098:INIST 840:S2CID 783:S2CID 564:S2CID 324:maize 320:wheat 241:) as 152:Many 114:testa 106:glume 60:baphe 1316:ISBN 1244:1998 1218:PMID 1136:PMID 1120:Cell 1071:PMID 1004:PMID 973:PMID 924:PMID 648:Par 638:ISBN 514:ISBN 488:ISBN 448:urea 446:and 381:and 368:cobs 305:kino 148:bark 108:and 95:bark 56:bark 1283:doi 1210:doi 1172:doi 1168:169 1128:doi 1061:PMC 1053:doi 1049:127 963:PMC 955:doi 951:126 914:doi 832:doi 828:143 775:doi 752:236 704:doi 613:doi 556:doi 480:doi 410:hop 344:myb 326:or 307:is 284:hop 264:), 209:). 168:or 103:cob 64:dye 1468:: 1289:. 1279:50 1277:. 1224:. 1216:. 1206:60 1204:. 1178:. 1166:. 1142:. 1134:. 1124:76 1122:. 1094:47 1092:. 1069:. 1059:. 1047:. 1043:. 1000:52 998:. 985:^ 971:. 961:. 949:. 945:. 922:. 910:53 908:. 904:. 838:. 826:. 781:. 771:27 769:. 700:36 698:. 607:. 562:. 550:. 546:. 486:, 439:, 389:. 377:, 330:. 322:, 245:. 207:11 203:22 199:28 197:(C 172:. 164:, 116:) 101:, 97:, 66:. 1367:e 1360:t 1353:v 1324:. 1297:. 1285:: 1232:. 1212:: 1188:. 1174:: 1150:. 1130:: 1106:. 1077:. 1055:: 1010:. 979:. 957:: 930:. 916:: 871:. 846:. 834:: 789:. 777:: 754:. 733:. 710:. 706:: 646:. 619:. 615:: 609:6 570:. 558:: 552:4 522:. 482:: 442:m 278:( 237:( 228:) 205:O 201:H 112:( 20:)

Index

Pericarp color1

mineral acids
Greek roots
bark
dye
hawthorn
coronary circulation
humins
bark
pericarp
cob
glume
seed coat
pigments
phellem
suberin

Cinchona officinalis
cinchona
cinchotannic acid
redwoods
Sequoia sempervirens
quercitannic acid
quercitron
Cuscuta europaea

common tormentil

kola nut

Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.