Abstract
Whereas the translocation of allelochemicals between plants is well established for many years, a corresponding transfer of common, typical natural products was unknown until recently. This phenomenon was unveiled when the potential sources of contaminations of plant derived commodities by nicotine and pyrrolizidine alkaloids were analyzed thoroughly. According to this so-called Horizontal Natural Product Transfer, alkaloids, which are leached out from decomposing alkaloid containing plant parts (donor plants), are taken up by the roots of acceptor plants. Meanwhile, it becomes evident that not only alkaloids are taken up by acceptor plants but also phenolic compounds such as coumarins or stilbenes.
In analogy to the widespread uptake of xenobiotics, the uptake of natural products is also generally due to a simple diffusion of the substances across the biomembranes and does not require a transporter. The uptake of certain substances only depends on their physicochemical properties.
Contemporary analyses from co-cultivation experiments outlined that natural products are not exclusively transferred from dead and rotting donor plant material but also from living and vital plants. Moreover, the compounds imported are modified within the acceptor plants.
In this article, an actual overview on the phenomenon of “Horizontal Natural Product Transfer” is presented and its relevance for our understanding of plant-plant-interactions is discussed. The fact that common natural products are readily translocated from one plant into others will strongly change our understanding of allelopathy. Up to now, in plant-plant interactions only “classical allelochemicals” had been taken into consideration, e.g., those compounds that reveal certain and definite significance by inhibiting the growth or the germination of potential competitors.
References
Inderjit, Duke SO (2003) Ecophysiological aspects of allelopathy. Planta 17:529–539
Bertin C, Yang X, West LA (2003) The role of root exudates and allelochemicals in the rhizosphere. Plant Soil 256:67–83
Kalinova J, Vrchotova N, Triska J (2007) Exudation of allelopathic substances in buckwheat (Fagopyrum esculentum Moench). J Agric Food Chem 55:6453–6459
Willis RJ (1985) The historical bases of the concept of allelopathy. J Hist Biol 18:71–102
Trapp S, Legind CN (2011) Uptake of organic contaminants from soil into vegetables and fruits. In: Swartjes FA (ed) Dealing with contaminated sites. Springer, Dordrecht
Boxall ABA, Johnson P, Smith EJ, Sinclair CJ, Stutt E, Levy LS (2006) Uptake of veterinary medicines from soils into plants. J Agric Food Chem 54:2288–2297
De Meyer G, Capieau K, Audenaert K, Buchala A, Métraux JP, Höfte M (1999) Nanogram Amounts of salicylic acid produced by the Rhizobacterium Pseudomonas aeruginosa 7NSK2 activate the systemic acquired resistance pathway in bean. Mol Plant-Microbe Interact 12:450–458
Manthe B, Schulz M, Schnabl H (1992) Effects of salicylic acid on growth and stomatal movements of Vicia faba L.: Evidence for salicylic acid metabolization. J Chem Ecol 18:1525–1539
Forde BG (2000) Review: nitrate transporters in plants: structure, function and regulation. Biochim Biophys Acta 1465:219–235
Buchner P, Takahashi H, Hawkesford MJ (2004) Plant sulphate transporters: co-ordination of uptake, intracellular and long-distance transport. J Exp Bot 55 (Special Issue: Sulphur Metabolism in Plants): 1765–1773
Kobayashi T, Nishizawa NK (2012) Iron uptake, translocation, and regulation in higher plants. Annu Rev Plant Biol 63:131–152
Inoue J, Chamberlain K, Bromilow RH (1998) Physicochemical factors affecting the uptake by roots and translocation to shoots of amine bases in barley. Pest Manag Sci 54:8–21
Nwoko CO (2010) Trends in phytoremediation of toxic elemental and organic pollutants. Afr J Biotechnol 9:6010–6016
Sibout R, Höfte H (2012) Plant cell biology: the ABC of monolignol transport. Curr Biol 22:R533–R535
European Commission Decision (2009) Concerning the non-inclusion of nicotine in Annex I to Council Directive 91/414/EEC and the withdrawal of authorisations for plant protection products containing that substance. Official Journal of the European Union L 5/9–09 01 2009
EFSA Panel on Contaminants in the Food Chain (2011) Scientific opinion on pyrrolizidine alkaloids in food and feed. EFSA J 9(11):2406
Mulder PPJ, Sánchez PL, These A, Preiss-Weigert A, Castellari M (2015) Occurrence of Pyrrolizidine alkaloids in food. EFSA supporting publication: EN-859. EFSA J. 12(8).
Selmar D, Engelhardt UH, Hänsel S, Thräne C, Nowak M, Kleinwächter M (2015) Nicotine uptake by peppermint plants as a possible source of nicotine in plant-derived products. Agron Sustain Dev 35:1185–1190
Selmar D, Radwan A, Abdalla N, Taha H, Wittke C, El-Henawy A, Alshaal T, Amer M, Nowak M, El-Ramady H (2018) Uptake of nicotine from discarded cigarette butts – a so far unconsidered path of contamination of plant derived commodities. Environ Pollut 238:972–976
Nowak M, Wittke C, Lederer I, Klier B, Kleinwächter M, Selmar D (2016) Interspecific transfer of pyrrolizidine alkaloids: An unconsidered source of contaminations of phytopharmaceuticals and plant derived commodities. Food Chem 213:163–168
Selmar D, Radwan A, Nowak M (2015) Horizontal natural product transfer: a so far unconsidered source of contamination of plant-derived commodities. J Environ Anal Toxicol 5:4
Yazaki K (2006) ABC transporters involved in the transport of plant secondary metabolites. FEBS Lett 580:1183–1191
Rea PA (2007) Plant ATP-binding cassette transporters. Annu Rev Plant Biol 58:347–375
Remy E, Duque P (2014) Beyond cellular detoxification: a plethora of physiological roles for MDR transporter homologs in plants. Front Physiol 5:S. 201
Trapp S (2000) Modelling uptake into roots and subsequent translocation of neutral and ionisable organic compounds. Pest Manag Sci 56:767–778
Trapp S (2009) Bioaccumulation of polar and ionizable compounds in plants. In: Devillers J (ed) Ecotoxicology modeling. Springer, New York
Cronin MTD, Livingstone J (2004) Calculation of physiochemical properties. In: Cronin TD, Livingstone J (eds) Predicting chemical toxicity and fate. CRC Press, Boca Raton
Limmer MA, Burken JG (2014) Plant translocation of organic compounds. Molecular and physicochemical predictors. Environ Sci Technol Lett 1:156–161
Nowak M, Selmar D (2016) Cellular distribution of alkaloids and their translocation via phloem and xylem: the importance of compartment pH. Plant Biol 18:879–882
Yahyazadeh M, Nowak M, Kima H, Selmar D (2017) Horizontal natural product transfer: a potential source of alkaloidal contaminants in phytopharmaceuticals. Phytomedicine 34:21–25
Hurtado C, Domínguez C, Pérez-Babace L, Cãnameras N, Comas J, Bayona JM (2016) Estimate of uptake and translocation of emerging organic contaminants from irrigation water concentration in lettuce grow under controlled conditions. J Hazard Mater 305:139–148
Werner C, Matile P (1985) Accumulation of coumarylglucosides in vacuoles of barley mesophyll protoplasts. J Plant Physiol 118:237–249
Lewerenz L (2016) Horizontaler Naturstoff-Transfer: Aufnahme von Farbstoffen in etiolierte Keimlinge. Bachelor thesis, Faculty for Life Sciences, TU Braunschweig
Attia GY, Moussa MEM, Sheashea ER (2013) Characterization of red pigments extracted from red beet (Beta vulgaris, L.) and its potential uses as antioxidant and natural food colorants. Egypt J Agric Res 91:1095–1110
Herbach KM, Stintzing FC, Carle R (2006) Betalain stability and degradation – structural and chromatic aspects. J Food Sci 71(4):R41–R50
Hijazin T, Radwan A, Abouzeid S, Dräger G, Selmar D (2019) Uptake and modification of umbelliferone by various seedlings. Phytochem 157: 194-199
Nakano H, Nakajima E, Fujii Y, Yamada K, Shigemori H, Hasegawa K (2003) Leaching of the allelopathic substance, l-tryptophan from the foliage of mesquite (Prosopis juliflora DC.) plants by water spraying. Plant Growth Regul 40:49–52
Tukey HB (1970) The leaching of substances from plants. Annu Rev Plant Biol 21:305–324
Selmar D, Wittke C, Beck-von Wolffersdorff I, Klier B, Lewerenz L, Kleinwächter M, Nowak M (2019) Horizontal Natural Product Transfer - a so far disregarded source of soil contaminations: Interspecies transfer of pyrrolizidine alkaloids between living plants. subm. to Environ Pollut
Sandermann H (1994) Higher plant metabolism of xenobiotics: the ‘green liver’ concept. Pharmacogenetics 4:225–241
Schaffner A, Messener B, Langebartels C, Sandermann H (2002) Genes and enzymes for in-planta phytoremediation of air, water and soil. Acta Biotechnol 22:141–151
Burken JG (2003) Uptake and metabolism of organic compounds: green-liver model. In: McCutcheon SC, Schnoor JL (eds) Phytoremediation: transformation and control of contaminants. Wiley, New York
Ronczka S, These A, Bodi D, Preiß-Weigert A (2015) International collaborative study for the determination of pyrrolizidine alkaloids in honey and herbal tea by SPE-LC-MS/MS. BfR Wissenschat, Berlin
Cramer L, Schiebel H-M, Ernst L, Beuerle T (2013) Pyrrolizidine alkaloids in the food chain. Development, validation, and application of a new HPLC-ESI-MS/MS sum parameter method. J Agric Food Chem 61:11382–11391
Nowak M (2017) Horizontaler Naturstofftransfer: Nachweis und Grundlagen eines bislang unbekannten Phänomens. Dissertation, Faculty of Life Sciences, TU Braunschweig
Furge LL, Guengerich FP (2006) Cytochrome P450 enzymes in drug metabolism and chemical toxicology. Biochem Mol Biol Educ 34:66–74
Miners JO, Coulter S, Tukey RH, Veronese ME, Birkett DJ (1996) Cytochromes P450, 1A2, and 2C9 are responsible for the human hepatic O-demethylation of R- and S-naproxen. Biochem Pharmacol 51:1003–1008
Iovdijová A, Bencko V (2010) Potential risk of exposure to selected xenobiotic residues and their fate in the food chain – part 1: classification of xenobiotics. Ann Agric Environ Med 17:183–192
Godheja J, Shekhar SK, Siddiqui SA, Dr M (2016) Xenobiotic compounds present in soil and water: a review on remediation strategies. J Environ Anal Toxicol 6:5
Nowak M, Yahazadeh M, Lewerenz L, Selmar D (2017) Horizontal natural product transfer: a so far unconsidered source of contamination of medicinal. In: Ghorbanpour M, Varma A (eds) Environmental challenges and medicinal plants. Springer International Publishing AG, Switzerland
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Selmar, D. et al. (2018). Horizontal Natural Product Transfer: A Novel Attribution in Allelopathy. In: Merillon, JM., Ramawat, K.G. (eds) Co-Evolution of Secondary Metabolites. Reference Series in Phytochemistry. Springer, Cham. https://doi.org/10.1007/978-3-319-76887-8_10-1
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