Skip to main content
SpringerLink
Log in

Plant-Derived Drugs Affecting GPRCs

  • Chapter
  • First Online:
Lessons on Caffeine, Cannabis & Co

Part of the book series: Learning Materials in Biosciences ((LMB))

  • 1845 Accesses

Abstract

The presence of GPRCs in plants is still a question of debate. While G-protein coupled signalling exists, the signalling cycle is typically not activated by seven transmembrane-spanning receptors. By contrast, many plant secondary metabolites are known to affect human GPRCs. Some are very specific for a single type of receptor; however, many others act on more than one type, albeit with often strongly different affinities.

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Log in via an institution
eBook
USD 16.99
Price excludes VAT (USA)
  • Available as EPUB and PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 79.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

Change history

  • 17 August 2019

    Chapter 7 in: A. Böttger et al., Lessons on Caffeine, Cannabis & Co, Learning Materials in Biosciences, https://doi.org/10.1007/978-3-319-99546-5_7

References

  • Aguilar F, Crebelli R, Dusemund B, Galtier P, Gott D, Gundert-Remy U, Koenig J, Lambré C, Leblanc J-C, Mosesso P, Mortensen A, Oskarsson A, Parent-Massin D, Rose M, Stankovic I, Tobback P, Waalkens-Berendsen I, Woutersen R, Beckman-Sund U, Wiesner J (2013) Scientific opinion on the evaluation of the safety in use of Yohimbe (Pausinystalia yohimbe (K. Schum.) Pierre ex Beille) EFSA panel on food additives and nutrient sources added to food (ANS). EFSA J 11. https://doi.org/10.2903/j.efsa.2013.3302

  • Aizpurua-Olaizola O, Soydaner U, Ozturk E, Schibano D, Simsir Y, Navarro P, Etxebarria N, Usobiaga A (2016) Evolution of the cannabinoid and terpene content during the growth of Cannabis sativa plants from different Chemotypes. J Nat Prod 79(2):324–331

    Article  CAS  PubMed  Google Scholar 

  • Andraws R, Chawla P, Brown DL (2005) Cardiovascular effects of ephedra alkaloids: a comprehensive review. Prog Cardiovasc Dis 47(4):217–225

    Article  CAS  PubMed  Google Scholar 

  • Appel JB, Callahan PM (1989) Involvement of 5-HT receptor subtypes in the discriminative stimulus properties of mescaline. Eur J Pharmacol 159(1):41–46

    Article  CAS  PubMed  Google Scholar 

  • Appendino G, Gibbons S, Giana A, Pagani A, Grassi G, Stavri M, Smith E, Rahman M (2008) Antibacterial cannabinoids from Cannabis sativa: a structure-activity study. J Nat Prod 71(8):1427–1430

    Article  CAS  PubMed  Google Scholar 

  • Bai G, Yang Y, Shi Q, Liu Z, Zhang Q, Zhu YY (2008) Identification of higenamine in Radix Aconiti Lateralis Preparata as a beta2-adrenergic receptor agonist. Acta Pharmacol Sin 29(10):1187–1194

    Article  CAS  PubMed  Google Scholar 

  • Bajgar J (2004) Organophosphates/nerve agent poisoning: mechanism of action, diagnosis, prophylaxis, and treatment. Adv Clin Chem 38(38):151–216

    Article  CAS  PubMed  Google Scholar 

  • Baumann TW (2006) Some thoughts on the physiology of caffeine in coffee: and a glimpse of metabolite profiling. Braz J Plant Physiol 18:243–251

    Article  CAS  Google Scholar 

  • Bruhn JG, De Smet PA, El-Seedi HR, Beck O (2002) Mescaline use for 5700 years. Lancet 359(9320):1866. https://doi.org/10.1016/S0140-6736(02)08701-9

    Article  PubMed  Google Scholar 

  • Bustos AP, Pohlan HAJ, Schulz M (2008) Interaction between coffee (Coffea arabica L.) and intercropped herbs under field conditions in the Sierra Norte of Puebla, Mexico. J Agric Rural Dev Trop Subtrop 109(1):85–93

    Google Scholar 

  • Cascio MG, Gauson LA, Stevenson LA, Ross RA, Pertwee RG (2010) Evidence that the plant cannabinoid cannabigerol is a highly potent alpha(2)-adrenoceptor agonist and moderately potent 5HT(1A) receptor antagonist. Br J Pharmacol 159(1):129–141

    Article  CAS  PubMed  Google Scholar 

  • Chen JH, Bayne CJ (1995) Hemocyte adhesion in the California mussel (Mytilus californianus): regulation by adenosine. Biochim Biophys Acta 1268(2):178–184

    Article  PubMed  Google Scholar 

  • Crosby DM, McLaughlin JL (1973) Cactus alkaloids. XIX. Crystallization of mescaline HCl and 3-methoxytyramine HCl from Trichocereus pachanoi. Lloydia 36(4):416–418

    CAS  PubMed  Google Scholar 

  • Czarnoleski M, Pawel O, Budzyńska P, Lembicz M, Kozlowski J (2010) Fungal endophytes protect grass seedlings against herbivory and allow economical seed production. Evol Ecol Res 12:769–777

    Google Scholar 

  • Denoeud F, Carretero-Paulet L, Dereeper A, Droc G, Guyot R, Pietrella M, Zheng CF, Alberti A, Anthony F, Aprea G, Aury JM, Bento P, Bernard M, Bocs S, Campa C, Cenci A, Combes MC, Crouzillat D, Da Silva C, Daddiego L, De Bellis F, Dussert S, Garsmeur O, Gayraud T, Guignon V, Jahn K, Jamilloux V, Joet T, Labadie K, Lan TY, Leclercq J, Lepelley M, Leroy T, Li LT, Librado P, Lopez L, Munoz A, Noel B, Pallavicini A, Perrotta G, Poncet V, Pot D, Priyono RM, Rouard M, Rozas J, Tranchant-Dubreuil C, VanBuren R, Zhang Q, Andrade AC, Argout X, Bertrand B, de Kochko A, Graziosi G, Henry RJ, Jayarama MR, Nagai C, Rounsley S, Sankoff D, Giuliano G, Albert VA, Wincker P, Lashermes P (2014) The coffee genome provides insight into the convergent evolution of caffeine biosynthesis. Science 345(6201):1181–1184

    Article  CAS  PubMed  Google Scholar 

  • Di Marzo V, Sepe N, De Petrocellis L, Berger A, Crozier G, Fride E, Mechoulam R (1998) Trick or treat from food endocannabinoids? Nature 396(6712):636–636

    Article  PubMed  CAS  Google Scholar 

  • Di Tomaso E, Beltramo M, Piomelli D (1996) Brain cannabinoids in chocolate. Nature 382(6593):677–678

    Article  PubMed  Google Scholar 

  • El-Seedi HR, De Smet PA, Beck O, Possnert G, Bruhn JG (2005) Prehistoric peyote use: alkaloid analysis and radiocarbon dating of archaeological specimens of Lophophora from Texas. J Ethnopharmacol 101(1–3):238–242. https://doi.org/10.1016/j.jep.2005.04.022

    Article  CAS  PubMed  Google Scholar 

  • Fleming MPR, Clarke RC (1998) Physical evidence for the antiquity of Cannabis sativa L. (Cannabaceae). J Int Hemp Assoc 5(2):80–92

    Google Scholar 

  • Fraser PJ (1957) Pharmacological actions of pure Muscarine chloride. Br J Pharmacol Chemother 12(1):47–52

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Fredholm BB, Battig K, Holmen J, Nehlig A, Zvartau EE (1999) Actions of caffeine in the brain with special reference to factors that contribute to its widespread use. Pharmacol Rev 51(1):83–133

    CAS  PubMed  Google Scholar 

  • Friedman J, Waller GR (1983) Caffeine hazards and their prevention in germinating seeds of coffee (Coffea arabica L.). J Chem Ecol 9(8):1099–1106. https://doi.org/10.1007/bf00982214

    Article  CAS  PubMed  Google Scholar 

  • Gaoni Y, Mechoulam R (1964) Isolation, structure, and partial synthesis of an active constituent of hashish. J Am Chem Soc 86(8):1646–1647. https://doi.org/10.1021/ja01062a046

    Article  CAS  Google Scholar 

  • Gertsch J, Raduner S, Altmann K-H (2006) New natural noncannabinoid ligands for cannabinoid type-2 (CB2) receptors. J Recept Signal Transduct Res 26(5–6):709–730. https://doi.org/10.1080/10799890600942674

    Article  CAS  PubMed  Google Scholar 

  • Gertsch J, Leonti M, Raduner S, Racz I, Chen JZ, Xie XQ, Altmann KH, Karsak M, Zimmer A (2008) Beta-caryophyllene is a dietary cannabinoid. Proc Natl Acad Sci U S A 105(26):9099–9104

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Gertsch J, Pertwee RG, Di Marzo V (2010) Phytocannabinoids beyond the Cannabis plant – do they exist? Br J Pharmacol 160(3):523–529

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Glick D, Glaubach S (1941) The occurrence and distribution of atropinesterase, and the specificity of tropinesterases. J Gen Physiol 25(2):197–205

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Haller CA, Benowitz NL (2000) Adverse cardiovascular and central nervous system events associated with dietary supplements containing ephedra alkaloids. N Engl J Med 343(25):1833–1838

    Article  CAS  PubMed  Google Scholar 

  • Hasrat JA, DeBruyne T, DeBacker JP, Vauquelin G, Vlietinck AJ (1997) Cirsimarin and cirsimaritin, flavonoids of Microtea debilis (phytolaccaceae) with adenosine antagonistic properties in rats: leads for new therapeutics in acute renal failure. J Pharm Pharmacol 49(11):1150–1156

    Article  CAS  PubMed  Google Scholar 

  • Hazslinsky B (1956) Toxische Wirkung eines Honigs der Tollkirsche (Atropa belladonna L.). Z. Bienenforschung 3:93–96

    Google Scholar 

  • Hofmann A (1980) LSD—my problem child. McGraw-Hill, New York

    Google Scholar 

  • Hofmann A, Heim R, Brack A, Kobel H, Frey A, Ott H, Petrzilka T, Troxler F (1959) Psilocybin und Psilocin, zwei psychotrope Wirkstoffe aus mexikanischen Rauschpilzen. Helv Chim Acta 42(5):1557–1572. https://doi.org/10.1002/hlca.19590420518

    Article  CAS  Google Scholar 

  • Holzman MD, Robert S (1998) The Legacy of atropos, the fate who cut the thread of life anesthesiology. Anesthesiology 89(1):241–249

    Article  CAS  PubMed  Google Scholar 

  • Huang RQ, O’Donnell AJ, Barboline JJ, Barkman TJ (2016) Convergent evolution of caffeine in plants by co-option of exapted ancestral enzymes. Proc Natl Acad Sci U S A 113(38):10613–10618

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Islam MN, Khalil MI, Islam MA, Gan SH (2014) Toxic compounds in honey. J Appl Toxicol 34(7):733–742. https://doi.org/10.1002/jat.2952

    Article  CAS  PubMed  Google Scholar 

  • Jacobson KA, Moro S, Manthey JA, West PL, Ji XD (2002) Interactions of flavones and other phytochemicals with adenosine receptors. Adv Exp Med Biol 505:163–171

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Jenkinson D (1986) Goodman and Gilman the pharmacological basis of therapeutics, 7th- Gilman AG, Goodman LS, Rall TW, Murad F. Nature 319 (6056):802–803

    Google Scholar 

  • Kobayashi S, Endou M, Sakuraya F, Matsuda N, Zhang XH, Azuma M, Echigo N, Kemmotsu O, Hattori Y, Gando S (2003) The sympathomimetic actions of l-ephedrine and d-pseudoephedrine: direct receptor activation or norepinephrine release? Anesth Analg 97(5):1239–1245

    Article  CAS  PubMed  Google Scholar 

  • Kollner TG, Held M, Lenk C, Hiltpold I, Turlings TCJ, Gershenzon J, Degenhardt J (2008) A maize (E)-beta-caryophyllene synthase implicated in indirect defense responses against herbivores is not expressed in most American maize varieties. Plant Cell 20(2):482–494

    Article  PubMed  PubMed Central  CAS  Google Scholar 

  • Kong H, Jones PP, Koop A, Zhang L, Duff HJ, Chen SRW (2008) Caffeine induces Ca2+ release by reducing the threshold for luminal Ca2+ activation of the ryanodine receptor. Biochem J 414:441–452

    Article  CAS  PubMed  Google Scholar 

  • Korte G, Dreiseitel A, Schreier P, Oehme A, Locher S, Geiger S, Heilmann J, Sand PG (2010) Tea catechins’ affinity for human cannabinoid receptors. Phytomedicine 17(1):19–22. https://doi.org/10.1016/j.phymed.2009.10.001

    Article  CAS  PubMed  Google Scholar 

  • Kuganathan N, Ganeshalingam S (2011) Chemical analysis of Datura Metel leaves and investigation of the acute toxicity on grasshoppers and red ants. J Chem 8(1):107–112. https://doi.org/10.1155/2011/714538

    Article  CAS  Google Scholar 

  • Kutchan TM, Ayabe S, Coscia CJ (1985) Cytodifferentiation and papaver alkaloid accumulation. In: The chemistry and biology of Isoquinoline alkaloids. Springer, Berlin Heidelberg, pp 281–294

    Chapter  Google Scholar 

  • Ladenburg A (1881) Die natürlich vorkommenden mydriatisch wirkenden Alkaloïde. Justus Liebigs Ann Chem 206(3):274–307. https://doi.org/10.1002/jlac.18812060303

    Article  Google Scholar 

  • Leonti M, Casu L, Raduner S, Cottiglia F, Floris C, Altmann KH, Gertsch J (2010) Falcarinol is a covalent cannabinoid CB1 receptor antagonist and induces pro-allergic effects in skin. Biochem Pharmacol 79(12):1815–1826

    Article  CAS  PubMed  Google Scholar 

  • Li H-L (1973) An archaeological and historical account of cannabis in China. Econ Bot 28(4):437–448. https://doi.org/10.1007/bf02862859

    Article  Google Scholar 

  • Liu YJ, Peng W, Hu MB, Xu M, Wu CJ (2016) The pharmacology, toxicology and potential applications of arecoline: a review. Pharm Biol 54(11):2753–2760

    Article  CAS  PubMed  Google Scholar 

  • Lonitzer A (1593) Kreuterbuch, Kunstliche Conterfeytunge der Bäume, Stauden, Hecken, Kreuter, Getreyde, Gewürtze. Egenolff, Frankfurt

    Google Scholar 

  • Lurie Y, Wasser SP, Taha M, Shehade H, Nijim J, Hoffmann Y, Basis F, Vardi M, Lavon O, Suaed S, Bisharat B, Bentur Y (2009) Mushroom poisoning from species of genus Inocybe (fiber head mushroom): a case series with exact species identification. Clin Toxicol 47(6):562–565

    Article  Google Scholar 

  • Lydon J, Teramura AH, Coffman CB (1987) Uv-B radiation effects on photosynthesis, growth and cannabinoid production of 2 Cannabis-sativa chemotypes. Photochem Photobiol 46(2):201–206

    Article  CAS  PubMed  Google Scholar 

  • Ma LJ, Gu RH, Tang L, Chen ZE, Di R, Long CL (2015) Important poisonous plants in tibetan ethnomedicine. Toxins (Basel) 7(1):138–155. https://doi.org/10.3390/toxins7010138

    Article  CAS  Google Scholar 

  • Malone M, Robichaud R, Tyler V Jr, Brady L (1962) Relative muscarinic content of thirty Inocybe species. Lloydia 25:231–237

    CAS  Google Scholar 

  • Maurelli S, Bisogno T, DePetrocellis L, DiLuccia A, Marino G, DiMarzo V (1995) Two novel classes of neuroactive fatty acid amides are substrates for mouse neuroblastoma ‘anandamide amidohydrolase’. FEBS Lett 377(1):82–86

    Article  CAS  PubMed  Google Scholar 

  • Mein HFG (1831) Ueber die Darstellung des Atropins in weissen Kristallen. Annalen der Pharmacie 6(1):67–72

    Google Scholar 

  • Millgate AG, Pogson BJ, Wilson IW, Kutchan TM, Zenk MH, Gerlach WL, Fist AJ, Larkin PJ (2004) Analgesia: morphine-pathway block in top1 poppies. Nature 431(7007):413–414. https://doi.org/10.1038/431413a

    Article  CAS  PubMed  Google Scholar 

  • Mishra MK, Slater A (2012) Recent advances in the genetic transformation of coffee. Biotechnol Res Int 2012:580857. https://doi.org/10.1155/2012/580857

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Morimoto S, Suemori K, Moriwaki J, Taura F, Tanaka H, Aso M, Tanaka M, Suemune H, Shimohigashi Y, Shoyama Y (2001) Morphine metabolism in the opium poppy and its possible physiological function. Biochemical characterization of the morphine metabolite, bismorphine. J Biol Chem 276(41):38179–38184. https://doi.org/10.1074/jbc.M107105200

    Article  CAS  PubMed  Google Scholar 

  • Murray J (2001) The world of caffeine: the science and culture of the world’s most popular drug, vol 19. Routledge, London. https://doi.org/10.3138/cbmh.19.1.297

    Book  Google Scholar 

  • Nathanson JA (1984) Caffeine and related methylxanthines - possible naturally-occurring pesticides. Science 226(4671):184–187

    Article  CAS  PubMed  Google Scholar 

  • Nathanson JA, Hunnicutt EJ, Kantham L, Scavone C (1993) Cocaine as a naturally-occurring insecticide. Proc Natl Acad Sci U S A 90(20):9645–9648

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Nishihara E, Parvez MM, Araya H, Fujii Y (2004) Germination growth response of different plant species to the allelochemical L-3,4-dihydroxyphenylalanine (L-DOPA). Plant Growth Regul 42(2):181–189

    Article  CAS  Google Scholar 

  • Noever R, Cronise J, Relwani RA (1995) Using spider-web patterns to determine toxicity. NASA Tech Briefs 19(4):82

    Google Scholar 

  • Ogita S, Uefuji H, Yamaguchi Y, Koizumi N, Sano H (2003) RNA interference - producing decaffeinated coffee plants. Nature 423(6942):823–823

    Article  CAS  PubMed  Google Scholar 

  • Onoyovwe A, Hagel JM, Chen X, Khan MF, Schriemer DC, Facchini PJ (2013) Morphine biosynthesis in opium poppy involves two cell types: sieve elements and laticifers. Plant Cell 25(10):4110–4122. https://doi.org/10.1105/tpc.113.115113

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Ortega A, Blount JF, Manchand PS (1982) Salvinorin, a new trans-neoclerodane diterpene from Salvia divinorum(Labiatae). J Chem Soc Perkin Trans 1:2505–2508. https://doi.org/10.1039/P19820002505

    Article  Google Scholar 

  • Pare PW, Dmitrieva N, Mabry TJ (1991) Phytoalexin aurone induced in Cephalocereus-senilis liquid suspension-culture. Phytochemistry 30(4):1133–1135

    Article  CAS  Google Scholar 

  • Pate DW (1983) Possible role of ultraviolet-radiation in evolution of Cannabis chemotypes. Econ Bot 37(4):396–405

    Article  CAS  Google Scholar 

  • Plowman T, Weil AT (1979) Coca pests and pesticides. J Ethnopharmacol 1(3):263–278

    Article  CAS  PubMed  Google Scholar 

  • Poisson MJ (1960) Presence de mescaline dans une Cactacee peruvienne. Ann Pharm Fr 18:764

    CAS  PubMed  Google Scholar 

  • Pringle H (1997) Archaeology - ice age communities may be earliest known net hunters. Science 277(5330):1203–1204

    Article  CAS  Google Scholar 

  • Radwan MM, ElSohly MA, Slade D, Ahmed SA, Khan IA, Ross SA (2009) Biologically active cannabinoids from high-potency Cannabis sativa. J Nat Prod 72(5):906–911. https://doi.org/10.1021/np900067k

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Rasmann S, Kollner TG, Degenhardt J, Hiltpold I, Toepfer S, Kuhlmann U, Gershenzon J, Turlings TCJ (2005) Recruitment of entomopathogenic nematodes by insect-damaged maize roots. Nature 434(7034):732–737

    Article  CAS  PubMed  Google Scholar 

  • Rehr SS, Janzen DH, Feeny PP (1973) L-dopa in legume seeds: a chemical barrier to insect attack. Science 181(4094):81–82. https://doi.org/10.1126/science.181.4094.81

    Article  CAS  PubMed  Google Scholar 

  • Reith MEA, Li MY, Yan QS (1997) Extracellular dopamine, norepinephrine, and serotonin in the ventral tegmental area and nucleus accumbens of freely moving rats during intracerebral dialysis following systemic administration of cocaine and other uptake blockers. Psychopharmacology 134(3):309–317

    Article  CAS  PubMed  Google Scholar 

  • Ritchie JM (1975) Central nervous system stimulants. II The xanthines. In: Goodman LS, Gilman A (eds) Pharmacological basis of therapeutics, 5th edn. Macmillan, New York

    Google Scholar 

  • Ritz MC, Lamb RJ, Goldberg SR, Kuhar MJ (1987) Cocaine receptors on dopamine transporters are related to self-administration of cocaine. Science 237(4819):1219–1223

    Article  CAS  PubMed  Google Scholar 

  • Rivenes SM, Bakerman PR, Miller MB (1997) Intentional caffeine poisoning in an infant. Pediatrics 99(5):736–738

    Article  CAS  PubMed  Google Scholar 

  • Rivier L (1981) Analysis of alkaloids in leaves of cultivated Erythroxylum and characterization of alkaline substances used during coca chewing. J Ethnopharmacol 3(2):313–335. https://doi.org/10.1016/0378-8741(81)90061-1

    Article  CAS  PubMed  Google Scholar 

  • Roth BL, Baner K, Westkaemper R, Siebert D, Rice KC, Steinberg S, Ernsberger P, Rothman RB (2002) Salvinorin A: a potent naturally occurring nonnitrogenous kappa opioid selective agonist. Proc Natl Acad Sci U S A 99(18):11934–11939. https://doi.org/10.1073/pnas.182234399

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Runge FF (1866) Hauswirtschaftliche Briefe. Reprinted In: Johann Wolfgang von Goethe with FW. von Biedermann (ed) Goethes Gespräche, vol. 10. Nachträge, 1755–1832. Leipzig, Germany

    Google Scholar 

  • Sathiyanarayanan L, Arulmozhi S (2007) Mucuna pruriens Linn. – a comprehensive review. Pharmacogn Rev 1(1):157–162

    CAS  Google Scholar 

  • Sawin PB, Glick D (1943) Atropinesterase, a genetically determined enzyme in the rabbit. Proc Natl Acad Sci U S A 29(2):55–59

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Schardl CL, Panaccione DG, Tudzynski P (2006) Chap. 2: Ergot alkaloids – biology and molecular biology. In: Cordell GA (ed) The alkaloids: chemistry and biology, vol 63. Academic Press, London, pp 45–86. https://doi.org/10.1016/S1099-4831(06)63002-2

    Chapter  Google Scholar 

  • Schmiedeberg O, Koppe R (1869) Das Muscarin, das giftige Alkaloid des Fliegenpilzes (Agaricus muscarius L.), seine Darstellung, chemischen Eigenschaften, physiologischen Wirkungen, toxicologische Bedeutung und sein Verhältniss zur Pilzvergiftung im allgemeinen. Verlag von F.C.W. Vogel, Leipzig:

    Google Scholar 

  • Schuldiner S, Liu Y, Edwards RH (1993) Reserpine binding to a vesicular amine transporter expressed in Chinese hamster ovary fibroblasts. J Biol Chem 268(1):29–34

    CAS  PubMed  Google Scholar 

  • Sertürner FW (1805) Darstellung der reinen Mohnsäure (Opiumsäure) nebst einer chemischen Untersuchung des Opiums mit vorzüglicher Hinsicht auf einen darin neu entdeckten Stoff und die dahin gehörigen Bemerkungen. Trommsdorffs Journal der Pharmacie 14:47

    Google Scholar 

  • Shekelle PG, Hardy ML, Morton SC, Maglione M, Mojica WA, Suttorp MJ, Rhodes SL, Jungvig L, Gagne J (2003) Efficacy and safety of ephedra and ephedrine for weight loss and athletic performance - a meta-analysis. JAMA 289(12):1537–1545

    CAS  PubMed  Google Scholar 

  • Soares AR, Siqueira-Soares RD, Salvador VH, Ferrarese MDL, Ferrarese O (2012) The effects of L-DOPA on root growth, lignification and enzyme activity in soybean seedlings. Acta Physiol Plant 34(5):1811–1817

    Article  CAS  Google Scholar 

  • Steiner U, Ahimsa-Muller MA, Markert A, Kucht S, Gross J, Kauf N, Kuzma M, Zych M, Lamshoft M, Furmanowa M, Knoop V, Drewke C, Leistner E (2006) Molecular characterization of a seed transmitted clavicipitaceous fungus occurring on dicotyledoneous plants (Convolvulaceae). Planta 224(3):533–544. https://doi.org/10.1007/s00425-006-0241-0

    Article  CAS  PubMed  Google Scholar 

  • Thomas BF, Adams IB, Mascarella SW, Martin BR, Razdan RK (1996) Structure-activity analysis of anandamide analogs: relationship to a cannabinoid pharmacophore. J Med Chem 39(2):471–479

    Article  CAS  PubMed  Google Scholar 

  • Ukers WH (1922) All about coffee. New York The Tea and Coffee Trade Journal Co, New York

    Google Scholar 

  • Valdés LJ, Hatheld GM, Koreeda M, Paul AG (1987) Studies of Salvia divinorum (Lamiaceae), an Hallucinogenic mint from the Sierra Mazateca in Oaxaca, Central Mexico. Econ Bot 41(2):283–291. https://doi.org/10.1007/bf02858975

    Article  Google Scholar 

  • Van Alstyne KL, Harvey EL, Cataldo M (2014) Effects of dopamine, a compound released by the green-tide macroalga Ulvaria obscura (Chlorophyta), on marine algae and invertebrate larvae and juveniles. Phycologia 53(2):195–202

    Article  CAS  Google Scholar 

  • Vincent PG, Bare CE, Gentner WA (1977) Thebaine content of selections of Papaver bracteatum Lindl. at different ages. J Pharm Sci 66(12):1716–1719

    Article  CAS  PubMed  Google Scholar 

  • Weid M, Ziegler J, Kutchan TM (2004) The roles of latex and the vascular bundle in morphine biosynthesis in the opium poppy, Papaver somniferum. Proc Natl Acad Sci U S A 101(38):13957–13962. https://doi.org/10.1073/pnas.0405704101

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Weinberg BA, Bealer BK (2001) The world of caffeine: the science and culture of the world’s most popular drug. Psychology Press, New York

    Google Scholar 

  • Wright GA, Baker DD, Palmer MJ, Stabler D, Mustard JA, Power EF, Borland AM, Stevenson PC (2013) Caffeine in floral nectar enhances a Pollinator’s memory of reward. Science 339(6124):1202–1204

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Yi Z, Wang X-X, Zhang Z-F, Chen N, Zhu J-Y, Tian H-G, Fan Y-L, Liu T-X Pea aphid Acyrthosiphon pisum sequesters plant-derived secondary metabolite L-DOPA for wound healing and UVA resistance. Sci Rep 6. https://doi.org/10.1038/srep2361

  • Zhang N, Lian Z, Peng X, Li Z, Zhu H (2017) Applications of higenamine in pharmacology and medicine. J Ethnopharmacol 196:242–252. https://doi.org/10.1016/j.jep.2016.12.033

    Article  CAS  PubMed  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Department Biology II, LMU Munich, Planegg-Martinsried, Germany

    Angelika Böttger

  2. IZMB-Plant Cell Biology, University of Bonn, Bonn, Germany

    Ute Vothknecht

  3. Department Biology I, LMU Munich, Planegg-Martinsried, Germany

    Cordelia Bolle

  4. Inst. Molecular Toxicology/Pharmacology, Helmholtz Zentrum Münich, Neuherberg, Germany

    Alexander Wolf

Authors
  1. Angelika Böttger
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Ute Vothknecht
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Cordelia Bolle
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Alexander Wolf
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Angelika Böttger .

Rights and permissions

Reprints and permissions

Copyright information

© 2018 Springer Nature Switzerland AG

About this chapter

Check for updates. Verify currency and authenticity via CrossMark

Cite this chapter

Böttger, A., Vothknecht, U., Bolle, C., Wolf, A. (2018). Plant-Derived Drugs Affecting GPRCs. In: Lessons on Caffeine, Cannabis & Co. Learning Materials in Biosciences. Springer, Cham. https://doi.org/10.1007/978-3-319-99546-5_7

Download citation

Publish with us

Policies and ethics

Search

Navigation