Abstract
In recent years polyamines have been shown to participate in various aspects of plant growth processes [1, 2, 4, 5, 14, 28, 67, 68, 69, 71]. In general, free putrescine, spermidine and spermine were the only amines measured, and only little attention has been given to bound or conjugated polyamines. Although the sporadic identification of the conjugates formed between amines and cinnamic acids in various plants has been reported over many years, it is only recently that the widespread nature and potential significance of these amides has been recognised.
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References
Altman A and Bachrach U (198!) Involvement of polyamines in plant growth and senescence. In: Caldarera CM, Zappia U and Bachrach U, eds. Advances in Polyamine Research. Vol 13. pp 365–375. New-York: Raven Press
Bachrach U (1973) Function of Naturally Occurring Polyamines, pp 40–120. New York: Academic Press
Bagni N (1970) Metabolic changes of polyamines during the germination of Phaseolus vulgaris. New Phytol 69: 159–164
Bagni N and Serafini Fracassini D (1973) The role of polyamines as growth factors in higher plants and their mechanisms of action. Int Plant Growth Substances, pp 1205–1207. Tokyo: Hirokawa
Bagni N, Calzoni GL and Speranza A (1978) Polyamines as sole nitrogen sources for Helianthus tuberosus explants in vitro. New Phytol 80: 317–323
Belliard J, Pernes J and Sandmeier M (1979) Les différentes phases du développement chez le Mil (Pennisetum typhoides Stapf et Hubbard) et la recherche de marqueurs. Physiol Vég 17: 387–397
Berlin J and Widholm JM (1977) Correlation between phenylalanine ammonia 1yase activity and phenolic biosynthesis in p-fluorophenylalanine - sensitive and resistant tobacco and carrot tissue cultures. P1 Phys 59: 550–553
Berlin J (1980) p-fluorophenylalanine resiliant cell lines of tobacco. Z Pflanzen-physiol 97:317–324
Berlin J (1981) Formation of putrescine and cinnamoylputrescine in tobacco cell cultures. Phytochemistry 20: 53–55
Berlin J and Widholm JM (1978) Metabolism of phenylalanine and tyrosine in tobacco cell lines resistant and sensitive to p-fluorophenylalanine. Phytochemistry 17: 65–68
Berlin J and Forche E (1981) D-α-Difluoro methylornithine causes enlargement of cultured tobacco cells. Z Pflanzenphysiol 101: 277–282
Bernier G(1964) Etude physiologique et histochimique de l’évolution du méristéme apical de Sinapis alba L cultivé en milieu conditionné et en diverses durées de jours favorables ou défavorables à la mise àfleur. Acad R Belg Mem (Sci)T XVI 71
Bernier G (1979) The sequences of floral evocation. In: CNRS ed. La Physiologie de la Flraison. p 129. Paris: CNRS
Bertossi F, Bagni N, Moruzzi G and Caldarera CM (1965) Spermine as a new growth-promoting substance for Helianthus tuberosus ( Jerusalem artichoke) in vitro. Experientia: 21: 80–81
Besnard-Wibout C (1977) Réponses du méristème caulinaire à différents types d’induction florale. Ann Biol 16: 385–449
Bird CR and Smith TA (1981) The biosynthesis of coumaroylagmatine barley seedlings. Phytochemistry 10: 2345–2346
Buta JG and Izac RR (1972) Solanaceae: Caffeoylputrescine in Nicotiana tabacum. Phytochemistry 11: 1188–1189
Cabanne F. Martin-Tanguy J, Perdrizet E, Vallée JC, Grenet L, Prévost J and Martin C (1976) Présence de composés phénoliques liés à des polyamines dans les feuilles de Nicotiana tabacum var. Xanthi n.c. sain, Apparition contemporaine de l’induction florale. CR Acad Sc 282: 1959–1962
Cabanne F, Martin-Tanguy J and Martin C (1977) Phénolamines associés à l’induction florale et à l’état reproducteur du Nicotiana L var. Xanthi n.c. Physiol Veg 15. 429–443
Cabanne F, Paynot M, Javelle F, Martin-Tanguy J and Martin C (1977) Activité phénylalanine ammoniac lyase et état floral du Nicotiana tabacum var. Xanthi n.c. Physiol Vég 15: 445–451
Cabanne F, Dalebroux MA, Martin-Tanguy J and Martin C (1981) Hydroxycinnamic acid amides and ripening to flower of Nicotiana tabacum var. Xanthi n.c. Physiol Plant 53: 399–404
Clarke DD (1982) The accumulation or cinnamic acid amides in the cell walls of potato tissue as an early response to fungal attack. In: Wood RKS. ed. Active Defence Mechanisms in Plants. New York - London: Plenum Press
Cohen SS (1971) Introduction to the Polyamines, pp 20–70. Englewood Cliffs NJ Prentice Hall
Deletang J (1974) Présence de cafféyolputrescine. de cafféoylspermidine et de dicafféoylspermidine chez Nicotiana tabacum. Ann Tabac SEITA Sect 2,11: 123–170
Dumas E, Perdrizet E and Vallée JC(1981) Evolution quantitative des acides aminés et amines libres au cours du développement de diverses espèces de Nicotiana. Physiol Veg 19: 155–165
Ehmann A (1974) N-(p-CoumaryI)-tryptamine and N-ferulyltryptamine in kernels of Zea mays, Phytochemistry 13:1979–1983
Flores HE and Galston AW (1982) Analysis of polyamines in higher plants by high performance liquid chromatography. Plant Physiol 69: 701–706
Galston AW and Kaur-Sawhney R (1970) Polyamines and plant cells. What’s New in Plant Physiol 11: 1–8
Gregory LE (1965) Physiology of tuberization in plants. In: Ruhland W, ed. Encyclopedia of Plant Physiology, pp 1328–1354 Berlin: Springer-Verlag
Hollerbach A and Spiteller G (1970) Die Struktur des Paucins. Mh Chem 101: 141–156
Ingle J, Beitz D and Hageman RH (1965) Changes in composition during development and maturation of maize seeds. Plant Physiol 40: 835–839
Jolivet E (1969) Physiologie de la tubérisation. Ann Physiol Veg 11: 265–301
Kaur-Sawhney R, Altman A and Galston AW (1978) Dual mechanisms polyamine- mediated control of ribonuclease activity in oat leaf protoplasts. Plant Physiol 62: 158–160
Kaur-Sawhney R, Flores HE and Galston AW (1980) Polyamine-induced DNA synthesis and mitosis in oat leaf protoplasts, Plant Physiol 65: 368–371
Knobloch KH, Beutnagel G and Berlin J (1981) Influence of accumulated phosphate on culture, growth and formation of cinnamoylputrescine in medium-induced cell suspension culture of Nicotiana tabacum. Planta, 153: 582–585
Kömives T and Casida JE (1982) Effects of Acifluorfen on phenylpropanoid biosynthesis and phenylalanine ammonia-lyase activity in spinach. Pecticide Biochemistry and Physiology 18: 191–196
Lance A (1954) Transformation du point végétatif d’Aster sinensis en méristème d’inflorescence. C R Acad Sc 238: 2437–2439
Martin C and Gallet M (1966) Hypersensibilité aux virus, température et induction florale chez les végétaux. C R Acad Sc 262: 997–1000
Martin C and Gallet M (1966) Contribution à l’étude de l’action de la température sur la réaction d’hypersensibilité de certains hotes à l’égard du virus de la mosaīque du Tabac. C R Acad Sc 262: 646–649
Martin C and Martin-Tanguy J (1981) Polyamines conjuguées et limitation de l’expansion virale chez les végétaux. C R Acad Sci 292: 249–251
Martin-Tanguy J, Margara J and Martin C (1984) Phénolamides et induction florale de Cichorium intybus dans différentes conditions de culture en serre et in vitro. Physiol Plant 61: 259–262
Martln-Tanguy J, Martin C and Gallet M (1973) Présence de composés aromatiques liés à la putrescine dans divers Nicotiana virosés.C R Acad Sc 276: 1433–1435
Martin-Tanguy J, Martin C, Gallet M and Vernoy R (1976) Sur de puissants inhibiteurs de multiplication du virus de la mosaīque de tabac. C R Acad Sc 282: 2231–2234
Martin-Tanguy J, Cabanne F, Perdrizet E and Martin C (1978) The distribution of hydroxycinnamic acid amides in flowering plants. Phytochemistry 17: 1927–1928
Martin-Tanguy J, Deshayes A, Perdrizet E and Martin C (I979) Hydroxycinnamic acid amides (HCA) in Zea mays: Distribution and changes with cytoplasmic male sterility, Febs Lett 108: 176–178
Martin-Tanguy J, Perdrizet E, Prevost J and Martin C (1982) Hydroxycinnamic acid amides in fertile and cytoplasmic male sterile lines of maize. Phytochemistry 21: 1939–1945
Mbadiwe EJ (1973) Caffeoylputrescine from Pentaclethra macrophylla. Phytochemistry 12: 2546–2547
McDuniel CN and Hsu FC (1976) Position-dependent development of tobacco meristems. Nature 259: 364–565
Mizusaki S, Tanable Y and Noguchi M (1970) A new aromatic amide. caffeoyl-putrescine from callus tissue culture of Nicotiana tabacum. Agr Biol Chem 34: 972–973
Mizusaki S, Tanabe Y and Noguchi M (1971) p-Coumaroylputrescine. caffeoyl-putrescine and feruloylputrescine from callus tissue culture of Nicotiana tabacum. Phytochemistry 10: 1347–1350
Montague M J, Koppenbrink JW and Jaworsk EG (1978) Polyamine metabolism in embryonic cells of Daucus carota. I. Changes in intracellular content and rates of synthesis. Plant Physiol 62: 430–433
Negrel J (1984) Aspects du métabolisme de la putrescine et de la tyramine au cours de la réaction hypersensible au virus de la Mosaīque de Tabac chez Nicotiana tabacum. Thése de Doctorat- Paris
Negrel J and Martin C (1984) The biosynthesis of feruloyltyramine in Nicotiana tabacum. Phytochemistry 23: 2797–2801
Negrel J, Vallée JC and Martin C (1984) Ornithine decarboxylase activity and the hypersensitive reaction to tobacco mosaic virus in Nicotiana tabacum. Phytochemistry 23: 2747–2751
Negrel J and Smith TA (1984) Oxidation of p-coumaroylagmatine in barley seedling extracts in the presence of hydrogen peroxide or thiols. Phytochemistry 23: 739–741
Nougarède A, Bronchart R, Bernier G and Rondet P (1964) Comportement du méristème apical de Perilla nankinensis ( Lour) en relation avec les conditions photopériodiques. Rev Gen Bot 71: 205–238
Paynot M, Martin C and Giraud M (1971) Activité de la phénylalanine-ammoniac lyase et hypersensibilité au virus de la Mosaīque du Tabac de Nicotiana tabacum var. Xanthi n.c. C R Acad Sc 273: 537–539
Paynot M, Perennec P, Martin C, Martin-Tanguy J, Vemoy R and Javelle F (1983) Photopériodisme. tubérisation et phénolamides. C R Acad Sc 297: 87–90
Ponchet M, Martin-Tanguy J, Poupet A, Marais A and Beck D (1982) Separation and quantification of basic hydroxycinnamic acid amides and hydroxycinnamic acid by reversed-phase high-performance liquid chromatography. J of Chromatography 240: 397–404
Ponchet M, Maitin-Tanguy J, Marais A and Martin C (1982) Hydroxycinnamoyl acid amides and aromatic amines in the inflorescence of some Araceae species. Phytochemistry 21: 2865–2869
Perdrizet E and Prévost J (1981) Aliphatic and aromatic amines during development of Nicotiana tabacum. Phytochemistry 20: 2131–2134
Rondest J, Das C, Polonsky J (1968) Sur un nouvel amide naturel, le N (p-hydroxyphényl)-β-benthyl p-hydroxycinnamide. isalé de Evodia belahe ( Rutacées ). Bull Soc Chim Fr 6: 2411–2414
Ryabinin AA and Il’ina EM (1949) The alkaloid of Salsola subaphylla, Drob. Dokl Akad. Nauk SSR 67:513–516 and Chem Abstracts (1950) 44: 1455–1456
Samborski DJ and Rohringer R (1970) Abnormal metabolites of wheat: Occurrence, isolation and biogenesis of 2-hydroxyputrescine amides. Phytochemistry 9: 1939–1945
Serafini Fracassini D, Bagni N,Cionini PG and Bennici A (1980) Polyamines and nucleic acids during the first celi cycle of Helianthus tuberosus after the dormancy break. Planta 48: 332–337
Smith HH (1972) Plant genetic tumors. Prog Exp Tumor Res 15: 138–164
Smith TA (1971) The occurrence, metabolism and function of amines in plants. Biol Rev 46: 201–262
Smith TA (1977) Phenethylamine and related compounds in plants. Phytochemistry 16: 9–18
Smith TA (1977) Recent Advances in the biochemistry of plant amines. In: Reinhold L, Harbone JB and Swain T. eds. Progress in Phytochemistry. New York: Pergamon Press
Smith TA and Best GR (1978) Distribution of the hordatines in barley. Phytochemistry 17: 1093–1098
Smith TA, Bagni N and Serafini Fracassini D (1979) The formation of amines and their derivatives in plants. In Hewitt EJ and Cutting CV. eds. Nitrogen Assimilation of Plants, pp 557–570
Smith TA, Negrel J and Bird CR (1983) The cinnamic acid amides of the di- and polyamines. In: Bachneh U, Kaye A and Chayen R, eds. Advances in Polyamine Research, Vol 4, pp 347–370. New York: Raven Press
Stoessl A (1965) The antifungal factors in barley. III. Isolation of p-coumaroylagmatine. Phytochemistry 12: 973–977
Stoessl A. Rohringer R and Samborski D (1969) 2-Hydroxyputrescine amides as abnormal metabolites of wheat. Tetr Lett 33: 2807–2810
Stoessl A and Unwin CH (1978) The antifungal factors in barley. V. Antifungal activity of the hordatines. Can J Botany 48: 465–470
Suzuki T, Holden I and Casida JE (1981) Diphenyl ether herbicides remarkably elevate the content in Spinacia oleracea of (E)-3-(4-hydroxy-3-methoxyphenyl)-N-(2-(4-hydroxy-3-methoxyphenyl) ethyl)-2-propenamide. J Agric Food Chem 29: 992–995
Tanguy J and Martin C (1972) Phenolic compounds ami hypersensitivity reaction in Nicoiiana abacum infected with tobacco mosaic virus. Phytochemistry 11: 19–28
Villanueva VR, Adlakha RC and Cantera Soler AM (1978) Changes in polyamine concentration during seed germination. Phytochemistry 17 1245–1249
Wheaton TA and Stewart I (1965) Feruloylputrescine: Isolation and identification from Citrus leaves and fruits. Nature. 206: 620–621
Yoshihara T, Takamatsu S and Sakamura S (1978) Three new phenolic amides from the root of egg plant. Agric Biol Chem 42: 623–627
Yoshihara T, Yamaguchi K, Takamatsu S and Sakamura S (1981) A new lignan amide, grossamide. from bell pepper (Capsicum ennuum var. grossum). Agric Biol Chem 45: 2593–2598
Yoshihara T, Yamaguchi K, Sakamura S (1983) The relative configuration of grossamide and hordatines. Agr Biol Chem 47: 217–230
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Martin-Tanguy, J. (1985). The occurrence and possible function of hydroxycinnamoyl acid amides in plants. In: Galston, A.W., Smith, T.A. (eds) Polyamines in Plants. Advances in Agricultural Biotechnology, vol 18. Springer, Dordrecht. https://doi.org/10.1007/978-94-009-5171-6_16
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DOI: https://doi.org/10.1007/978-94-009-5171-6_16
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