178
11
Fraser CM, Chapple C (2011) The phenylpropanoid pathway in Arabidopsis. Arabidopsis Book 9:e0152.
https://doi.org/10.1199/tab.0152
Gang DR, Wang J, Dudareva N, Nam KH, Simon JE, Lewinsohn E, Pichersky E (2001) An investigation of the
storage and biosynthesis of phenylpropenes in sweet basil. Plant Physiol 125:539–555
Gasparro FP (1996) Psoralen photobiology: recent advances. Photochem Photobiol 63:553–557
Girennavar B, Jayaprakasha GK, Patil BS (2007) Potent inhibition of human cytochrome P450 3A4, 2D6,
and 2C9 isoenzymes by grapefruit juice and its furocoumarins. J Food Sci 72:C417–C421. https://doi.
org/10.1111/j.1750-3841.2007.00483.x
Grotewold E (2006) The genetics and biochemistry of floral pigments. Annu Rev Plant Biol 57:761–780.
https://doi.org/10.1146/annurev.arplant.57.032905.105248
Jiang N, Doseff AI, Grotewold E (2016) Flavones: from biosynthesis to health benefits. Plants (Basel) 5.
https://doi.org/10.3390/plants5020027
Kennedy DO (2014) Polyphenols and the human brain: plant “secondary metabolite” ecologic roles and
endogenous signaling functions drive benefits. Adv Nutr 5:515–533
Kennedy DO (2015) Review: power foods for the brain. Cerebrum 2015:5
Le Roy J, Huss B, Creach A, Hawkins S, Neutelings G (2016) Glycosylation is a major regulator of phenylpropanoid availability and biological activity in plants. Front Plant Sci 7:735. https://doi.org/10.3389/
fpls.2016.00735
Maffei ME, Gertsch J, Appendino G (2011) Plant volatiles: production, function and pharmacology. Nat
Prod Rep 28:1359–1380. https://doi.org/10.1039/c1np00021g
Muhlemann JK, Klempien A, Dudareva N (2014) Floral volatiles: from biosynthesis to function. Plant Cell
Environ 37:1936–1949. https://doi.org/10.1111/pce.12314
Petroni K, Tonelli C (2011) Recent advances on the regulation of anthocyanin synthesis in reproductive
organs. Plant Sci 181:219–229. https://doi.org/10.1016/j.plantsci.2011.05.009
Quideau S, Deffieux D, Douat-Casassus C, Pouysegu L (2011) Plant polyphenols: chemical properties, biological activities, and synthesis. Angew Chem Int Ed Engl 50:586–621. https://doi.org/10.1002/
anie.201000044
Ren GY, Chen CY, Chen WG, Huang Y, Qin LQ, Chen LH (2016) The treatment effects of flaxseed-derived
secoisolariciresinol diglycoside and its metabolite enterolactone on benign prostatic hyperplasia
involve the G protein-coupled estrogen receptor 1. Appl Physiol Nutr Metab 41:1303–1310. https://
doi.org/10.1139/apnm-2016-0332
Schonbrunn E, Eschenburg S, Shuttleworth WA, Schloss JV, Amrhein N, Evans JN, Kabsch W (2001)
Interaction of the herbicide glyphosate with its target enzyme 5-enolpyruvylshikimate 3-phosphate
synthase in atomic detail. Proc Natl Acad Sci U S A 98:1376–1380. https://doi.org/10.1073/
pnas.98.4.1376
Schwab W, Davidovich-Rikanati R, Lewinsohn E (2008) Biosynthesis of plant-derived flavor compounds.
Plant J 54:712–732. https://doi.org/10.1111/j.1365-313X.2008.03446.x
Tanaka Y, Brugliera F, Chandler S (2009) Recent progress of flower colour modification by biotechnology.
Int J Mol Sci 10:5350–5369. https://doi.org/10.3390/ijms10125350
Tohge T, Watanabe M, Hoefgen R, Fernie AR (2013) Shikimate and phenylalanine biosynthesis in the green
lineage. Front Plant Sci 4:62. https://doi.org/10.3389/fpls.2013.00062
Tzin V, Galili G (2010) New insights into the shikimate and aromatic amino acids biosynthesis pathways in
plants. Mol Plant 3:956–972. https://doi.org/10.1093/mp/ssq048
Tzin V, Malitsky S, Ben Zvi MM, Bedair M, Sumner L, Aharoni A, Galili G (2012) Expression of a bacterial
feedback-insensitive 3-deoxy-D-arabino-heptulosonate 7-phosphate synthase of the shikimate pathway in Arabidopsis elucidates potential metabolic bottlenecks between primary and secondary
metabolism. New Phytol 194:430–439. https://doi.org/10.1111/j.1469-8137.2012.04052.x
Zhang X, Liu CJ (2015) Multifaceted regulations of gateway enzyme phenylalanine ammonia-lyase in the
biosynthesis of phenylpropanoids. Mol Plant 8:17–27. https://doi.org/10.1016/j.molp.2014.11.001
Chapter 11 · Phenylpropanoids
11
Fraser CM, Chapple C (2011) The phenylpropanoid pathway in Arabidopsis. Arabidopsis Book 9:e0152.
https://doi.org/10.1199/tab.0152
Gang DR, Wang J, Dudareva N, Nam KH, Simon JE, Lewinsohn E, Pichersky E (2001) An investigation of the
storage and biosynthesis of phenylpropenes in sweet basil. Plant Physiol 125:539–555
Gasparro FP (1996) Psoralen photobiology: recent advances. Photochem Photobiol 63:553–557
Girennavar B, Jayaprakasha GK, Patil BS (2007) Potent inhibition of human cytochrome P450 3A4, 2D6,
and 2C9 isoenzymes by grapefruit juice and its furocoumarins. J Food Sci 72:C417–C421. https://doi.
org/10.1111/j.1750-3841.2007.00483.x
Grotewold E (2006) The genetics and biochemistry of floral pigments. Annu Rev Plant Biol 57:761–780.
https://doi.org/10.1146/annurev.arplant.57.032905.105248
Jiang N, Doseff AI, Grotewold E (2016) Flavones: from biosynthesis to health benefits. Plants (Basel) 5.
https://doi.org/10.3390/plants5020027
Kennedy DO (2014) Polyphenols and the human brain: plant “secondary metabolite” ecologic roles and
endogenous signaling functions drive benefits. Adv Nutr 5:515–533
Kennedy DO (2015) Review: power foods for the brain. Cerebrum 2015:5
Le Roy J, Huss B, Creach A, Hawkins S, Neutelings G (2016) Glycosylation is a major regulator of phenylpropanoid availability and biological activity in plants. Front Plant Sci 7:735. https://doi.org/10.3389/
fpls.2016.00735
Maffei ME, Gertsch J, Appendino G (2011) Plant volatiles: production, function and pharmacology. Nat
Prod Rep 28:1359–1380. https://doi.org/10.1039/c1np00021g
Muhlemann JK, Klempien A, Dudareva N (2014) Floral volatiles: from biosynthesis to function. Plant Cell
Environ 37:1936–1949. https://doi.org/10.1111/pce.12314
Petroni K, Tonelli C (2011) Recent advances on the regulation of anthocyanin synthesis in reproductive
organs. Plant Sci 181:219–229. https://doi.org/10.1016/j.plantsci.2011.05.009
Quideau S, Deffieux D, Douat-Casassus C, Pouysegu L (2011) Plant polyphenols: chemical properties, biological activities, and synthesis. Angew Chem Int Ed Engl 50:586–621. https://doi.org/10.1002/
anie.201000044
Ren GY, Chen CY, Chen WG, Huang Y, Qin LQ, Chen LH (2016) The treatment effects of flaxseed-derived
secoisolariciresinol diglycoside and its metabolite enterolactone on benign prostatic hyperplasia
involve the G protein-coupled estrogen receptor 1. Appl Physiol Nutr Metab 41:1303–1310. https://
doi.org/10.1139/apnm-2016-0332
Schonbrunn E, Eschenburg S, Shuttleworth WA, Schloss JV, Amrhein N, Evans JN, Kabsch W (2001)
Interaction of the herbicide glyphosate with its target enzyme 5-enolpyruvylshikimate 3-phosphate
synthase in atomic detail. Proc Natl Acad Sci U S A 98:1376–1380. https://doi.org/10.1073/
pnas.98.4.1376
Schwab W, Davidovich-Rikanati R, Lewinsohn E (2008) Biosynthesis of plant-derived flavor compounds.
Plant J 54:712–732. https://doi.org/10.1111/j.1365-313X.2008.03446.x
Tanaka Y, Brugliera F, Chandler S (2009) Recent progress of flower colour modification by biotechnology.
Int J Mol Sci 10:5350–5369. https://doi.org/10.3390/ijms10125350
Tohge T, Watanabe M, Hoefgen R, Fernie AR (2013) Shikimate and phenylalanine biosynthesis in the green
lineage. Front Plant Sci 4:62. https://doi.org/10.3389/fpls.2013.00062
Tzin V, Galili G (2010) New insights into the shikimate and aromatic amino acids biosynthesis pathways in
plants. Mol Plant 3:956–972. https://doi.org/10.1093/mp/ssq048
Tzin V, Malitsky S, Ben Zvi MM, Bedair M, Sumner L, Aharoni A, Galili G (2012) Expression of a bacterial
feedback-insensitive 3-deoxy-D-arabino-heptulosonate 7-phosphate synthase of the shikimate pathway in Arabidopsis elucidates potential metabolic bottlenecks between primary and secondary
metabolism. New Phytol 194:430–439. https://doi.org/10.1111/j.1469-8137.2012.04052.x
Zhang X, Liu CJ (2015) Multifaceted regulations of gateway enzyme phenylalanine ammonia-lyase in the
biosynthesis of phenylpropanoids. Mol Plant 8:17–27. https://doi.org/10.1016/j.molp.2014.11.001
Chapter 11 · Phenylpropanoids