Organ-specific and environmental control of accumulation of psychollatine, a major indole alkaloid glucoside from Psychotria umbellata

Biochemical Systematics and Ecology

Volumn 37, Issue 6, 2009, Pages 707-715

  Paranhos, Juçara T ^a   Fragoso, Variluska ^a   da Silveira, Vivian C ^a   Henriques, Amélia T ^a   Fett Neto, Arthur G ^a  

^a FEDERAL UNIVERSITY OF RIO GRANDE DO SUL   (Brazil)

Author keywords

Monoterpene indole alkaloid; Organ distribution; Psychollatine; Psychotria umbellata; Stress response

Indexed keywords

ALKALOID; ANTIOXIDANT; CHLOROPHYLL; DICOTYLEDON; HARVESTING; HORMONE; HYDROGEN PEROXIDE; LEAF; PHYTOCHEMISTRY; ROOT; SALICYLIC ACID; SEED; TROPICAL FOREST; ULTRAVIOLET RADIATION;

PSYCHOTRIA; PSYCHOTRIA UMBELLATA;

EID: 74349128302     PISSN: 03051978     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bse.2009.12.003     Document Type: Article

References (31)

1. Bartel B. Auxin biosynthesis. Ann. Rev. Plant Physiol. Plant Mol. Biol. 48 (1997) 51-66
2. Basso L.A., Silva L.H.P., Fett-Neto A.G., Azevedo Junior W.F., Moreira I.S., Palma M.S., Calixto J.B., Astolfi Filho S., Santos R.R., Soares M., and Santos D.S. The use of biodiversity as source of new chemical entities against defined molecular targets for treatment of malaria, tuberculosis, and T-cell mediated diseases: a Review. Mem. I Oswaldo Cruz 100 (2005) 475-506
3. Beyer W.F., and Fridovich I. Assaying for superoxide dismutase activity: some large consequences of minor changes in conditions. Anal. Biochem 161 (1987) 559-566
4. Both F.L., Kerber V.A., Henriques A.T., and Elisabetsky E. Analgesic properties of psychollatine from Psychotria umbellata. Pharm. Biol. 40 (2002) 336-341
5. Corrêa L.R., Soares G.L.G., and Fett-Neto A.G. Allelopathic potential of Psychotria leiocarpa, a dominant understorey species of subtropical forests. S. Afr. J. Bot. 74 (2008) 583-590
6. Facchini P.J. Alkaloid biosynthesis in plants: biochemistry, cell biology, molecular regulation, and metabolic engineering applications. Ann. Rev. Plant Physiol. Plant Mol. Biol. 52 (2001) 29-66
7. Fett-Neto A.G., and DiCosmo F. Distribution and amounts of taxol in different shoot parts of Taxus cuspidata. Planta Med. 58 (1992) 464-466
8. Fragoso V., Nascimento N.C., Moura D.J., Romano e Silva A.C., Richter M.F., Saffi J., and Fett-Neto A.G. Antioxidant and antimutagenic properties of the monoterpene indole alkaloid psychollatine and the crude foliar extract of Psychotria umbellata Vell. Toxicol. in Vitro 22 (2008) 559-566
9. Goddijn O.J.M., Dekam R.J., Zanetti A., Schilperoot R.A., and Hoge J.C.H. Auxin down-regulates transcription of the tryptophan decarboxylase gene from Catharanthus roseus. Plant Mol. Biol. 18 (1992) 1113-1120
10. Godoy H.G., and Loyola V.M.V. Effect of acetylsalicylic acid on secondary metabolism of Catharanthus roseus tumor suspension cultures. Plant Cell Rep. 16 (1997) 287-290
11. Gregianini T.S., Porto D.D., Nascimento N.C., Fett J.P., Henriques A.T., and Fett-Neto A.G. Environmental and ontogenetic control of accumulation of brachycerine, a bioactive indole alkaloid from Psychotria brachyceras. J. Chem. Ecol. 30 (2004) 2023-2036
12. Gregianini T.S., Silveira V.C., Porto D.D., Kerber V.A., Henriques A.T., and Fett-Neto A.G. The alkaloid brachycerine is induced by ultraviolet radiation and is a singlet oxygen quencher. Photochem. Photobiol. 78 (2003) 470-474
13. Grobe C.W., and Murphy T.M. Solar ultraviolet-B radiation effects on growth and pigment composition of the intertidal alga Ulva expansa (Setch.) S. & G. (Chlorophyta). J. Exp. Mar. Biol. Ecol. 225 (1998) 39-51
14. Heil M., and Ton J. Long distance signalling in plant defense. Trends Plant Sci. 13 (2008) 264-272
15. Henriques A.T., Lopes S.O., Paranhos J.T., Gregianini T.S., Von Poser G.L., Fett-Neto A.G., and Schripsema J. N,β-D-glucopyranosyl vincosamide, a light regulated alkaloid from the shoots of Psychotria leiocarpa. Phytochemistry 65 (2004) 449-454
16. Jansen M.A.K., Gaba V., and Greenberg B.M. Higher plants and UV-B radiation: balancing damage, repair and acclimation. Trends Plant Sci. 3 (1998) 131-135
17. Kerber V.A., Gregianini T.S., Paranhos J.T., Schwambach J., Farias F., Fett J.P., Fett-Neto A.G., Zuanazzi J.A., Quirion J., Elisabetsky E., and Henriques A.T. Brachycerine, a novel monoterpene indole alkaloid from Psychotria brachyceras. J Nat. Prod. 64 (2001) 677-679
18. Kerber V.A., Passos C., Verli H., Fett-Neto A.G., Quirion J., and Henriques A.T. Psychollatine, a glucosidic monoterpene indole alkaloid from Psychotria umbellata Vell. J. Nat. Prod. 71 (2008) 697-700
19. Monroe B.M. Quenching of singlet oxygen by aliphatic amines. J. Phys. Chem. 81 (1977) 1861-1864
20. Morellato P., and Haddad C.F.B. Introduction: the Brazilian Atlantic Forest. Biotropica 32 (2000) 786-792
21. Morrison R.T., and Boyd R.N. Organic Chemistry. sixth ed. (1992), Prentice Hall, Englewood Cliffs
22. Narine L.L., and Maxwell A.R. Monoterpenoid indole alkaloids from Palicourea crocea. Phytochem. Lett. (2009) 34-36
23. Nascimento N.C., Fragoso V., Moura D.J., Romano e Silva A.C., Fett-Neto A.G., and Saffi J. Antioxidant and antimutagenic effects of the crude extract and alkaloid brachycerine of Psychotria brachyceras. Environ. Mol. Mutag. 48 (2007) 728-734
24. Ouwerkerk P.B.F., Hallard D., Verpoorte R., and Memelink J. Identification of UV-B light responsive regions in the promoter of the tryptophan decarboxylase gene from Catharanthus roseus. Plant Mol. Biol. 41 (1999) 491-503
25. Paranhos J.T., Fragoso V., Henriques A.T., Ferreira A.G., and Fett-Neto A.G. Regeneration of Psychotria umbellata Vell. and production of the analgesic indole alkaloid umbellatine. Tree Physiol. 25 (2005) 251-255
26. Pasquali G., Porto D.D., and Fett-Neto A.G. Metabolic engineering of cell cultures versus whole plant complexity in production of bioactive monoterpene alkaloids: recent progress related to an old dilemma. J. Biosci. Bioeng. 101 (2006) 287-296
27. Rodrigues K.C.S., and Fett-Neto A.G. Oleoresin yield of Pinus elliottii in a subtropical climate: seasonal variation and effect of auxin and salicylic acid-based stimulant paste. Ind. Crop. Prod. 30 (2009) 316-320
28. Shinozaki K., and Dennis E.S. Cell signalling and gene regulation - global analyses of signal transduction and gene expression profiles. Curr. Opin. Plant Biol. 6 (2003) 405-409
29. Zárate R., Dirks C., Heijden R.V.D., and Verpoorte R. Terpenoid indole alkaloid profile changes in Catharanthus pusillus during development. Plant Sci. 160 (2001) 971-977
30. Zhao J., Davis L.C., and Verpoorte R. Elicitor signal transduction leading to production of plant secondary metabolites. Biotech. Adv. 23 (2005) 283-333
31. +2 influx and the oxidative burst. Plant Sci. 161 (2001) 423-431