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Volumn 107, Issue 34, 2010, Pages 15287-15292

Vinca drug components accumulate exclusively in leaf exudates of Madagascar periwinkle

Author keywords

Catharanthine; Catharanthus roseus; Surface secretion; Vindoline

Indexed keywords

ANTINEOPLASTIC AGENT; CATHARANTHINE; DIMER; INDOLE ALKALOID; VINCA ALKALOID; VINDOLINE; WAX; ANTIFUNGAL AGENT; DRUG DERIVATIVE; PESTICIDE; VINBLASTINE;

EID: 77956985981     PISSN: 00278424     EISSN: 10916490     Source Type: Journal    
DOI: 10.1073/pnas.0911451107     Document Type: Article
Times cited : (151)

References (30)
  • 1
    • 0018388614 scopus 로고
    • Preparation of vinblastine, vincristine, and leurosidine, antitumor alkaloids from Catharanthus spp. (Apocynaceae)
    • DOI 10.1021/ja00502a072
    • Mangeney P, Andriamialisoa RZ, Langlois N, Langlois Y, Potier P (1979) Preparation of vinblastine, vincristine, and leurosidine, antitumor alkaloids from Catharanthus species (Apocynaceae). J Am Chem Soc 101:2243-2245. (Pubitemid 9201524)
    • (1979) Journal of the American Chemical Society , vol.101 , Issue.8 , pp. 2243-2245
    • Mangeney, P.1    Andriamialisoa Zo, R.2    Langlois, N.3
  • 2
    • 0000352444 scopus 로고
    • A highly efficient and commercially important synthesis of the antitumor catharanthus alkaloids vinblastine and leurosidine from catharanthine and vindoline
    • Kutney JP, et al. (1988) A highly efficient and commercially important synthesis of the antitumor catharanthus alkaloids vinblastine and leurosidine from catharanthine and vindoline. Heterocycles 27:1845-1853.
    • (1988) Heterocycles , vol.27 , pp. 1845-1853
    • Kutney, J.P.1
  • 3
    • 0025980121 scopus 로고
    • Enantioselective syntheses of vinblastine, leurosidine, vincovaline and 20′-epi-vincovaline
    • Kuehne ME, Matson PA, Bornmann WG (1991) Enantioselective syntheses of vinblastine, leurosidine, vincovaline and 20′-epi-vincovaline. J Org Chem 56:513-528.
    • (1991) J Org Chem , vol.56 , pp. 513-528
    • Kuehne, M.E.1    Matson, P.A.2    Bornmann, W.G.3
  • 4
    • 0027077957 scopus 로고
    • Nonoxidative coupling methodology for the synthesis of the antitumor bisindole alkaloid vinblastine and a lower-half analogue: Solvent effects on the stereochemistry of the crucial C-15/C-18' bond
    • DOI 10.1021/ja00052a020
    • Magnus P, Mendoza JS, Stamford A, Ladlow M, Willis P (1992) Nonoxidative coupling methodology for the synthesis of the antitumor bisindole alkaloid vinblastine and a lower-half analog: Solvent effect on the stereochemistry of the crucial C-15/C-18′ bond. J Am Chem Soc 114:10232-10245. (Pubitemid 23032645)
    • (1992) Journal of the American Chemical Society , vol.114 , Issue.26 , pp. 10232-10245
    • Magnus, P.1    Mendoza, J.S.2    Stamford, A.3    Ladlow, M.4    Willis, P.5
  • 5
    • 0037070544 scopus 로고    scopus 로고
    • Stereocontrolled total synthesis of (+)-vinblastine
    • Yokoshima S, et al. (2002) Stereocontrolled total synthesis of (+)-vinblastine. J Am Chem Soc 124:2137-2139.
    • (2002) J Am Chem Soc , vol.124 , pp. 2137-2139
    • Yokoshima, S.1
  • 6
    • 43549115911 scopus 로고    scopus 로고
    • Opium poppy and Madagascar periwinkle: Model non-model systems to investigate alkaloid biosynthesis in plants
    • Facchini PJ, De Luca V (2008) Opium poppy and Madagascar periwinkle: Model non-model systems to investigate alkaloid biosynthesis in plants. Plant J 54:763-784.
    • (2008) Plant J , vol.54 , pp. 763-784
    • Facchini, P.J.1    De Luca, V.2
  • 7
    • 0035140938 scopus 로고    scopus 로고
    • Molecular and biochemical analysis of a Madagascar periwinkle root-specific minovincinine-19-hydroxy-O-acetyltransferase
    • Laflamme P, St-Pierre B, De Luca V (2001) Molecular and biochemical analysis of a Madagascar periwinkle root-specific minovincinine-19-hydroxy-O- acetyltransferase. Plant Physiol 125:189-198.
    • (2001) Plant Physiol , vol.125 , pp. 189-198
    • Laflamme, P.1    St-Pierre, B.2    De Luca, V.3
  • 8
    • 0032720893 scopus 로고    scopus 로고
    • Multicellular compartmentation of Catharanthus roseus alkaloid biosynthesis predicts intercellular translocation of a pathway intermediate
    • St-Pierre B, Vazquez-Flota FA, De Luca V (1999) Multicellular compartmentation of Catharanthus roseus alkaloid biosynthesis predicts intercellular translocation of a pathway intermediate. Plant Cell 11:887-900.
    • (1999) Plant Cell , vol.11 , pp. 887-900
    • St-Pierre, B.1    Vazquez-Flota, F.A.2    De Luca, V.3
  • 9
    • 0032423802 scopus 로고    scopus 로고
    • The iridoid glucoside secologanin is derived from the novel triose phosphate/pyruvate pathway in a Catharanthus roseus cell culture
    • Contin A, van der Heijden R, Lefeber AW, Verpoorte R (1998) The iridoid glucoside secologanin is derived from the novel triose phosphate/pyruvate pathway in a Catharanthus roseus cell culture. FEBS Lett 434:413-416.
    • (1998) FEBS Lett , vol.434 , pp. 413-416
    • Contin, A.1    Van Der Heijden, R.2    Lefeber, A.W.3    Verpoorte, R.4
  • 10
    • 1842430598 scopus 로고    scopus 로고
    • Co-expression of three MEP pathway genes and geraniol 10-hydroxylase in internal phloem parenchyma of Catharanthus roseus implicates multicellular translocation of intermediates during the biosynthesis of monoterpene indole alkaloids and isoprenoid-derived primary metabolites
    • Burlat V, Oudin A, Courtois M, Rideau M, St-Pierre B (2004) Co-expression of three MEP pathway genes and geraniol 10-hydroxylase in internal phloem parenchyma of Catharanthus roseus implicates multicellular translocation of intermediates during the biosynthesis of monoterpene indole alkaloids and isoprenoid-derived primary metabolites. Plant J 38:131-141.
    • (2004) Plant J , vol.38 , pp. 131-141
    • Burlat, V.1    Oudin, A.2    Courtois, M.3    Rideau, M.4    St-Pierre, B.5
  • 11
    • 33947418152 scopus 로고    scopus 로고
    • Cellular and sub-cellular organisation of the monoterpenoid indole alkaloid pathway in Catharanthus roseus
    • DOI 10.1007/s11101-006-9017-1, Biology and Biochemistry of Catharanthus Roseus (L.) G. Don
    • Mahroug S, Burlat V, St-Pierre B (2007) Cellular and sub-cellular organisation of the monoterpenoid indole alkaloid pathway in Catharanthus roseus. Phytochem Rev 6:363-381. (Pubitemid 46870965)
    • (2007) Phytochemistry Reviews , vol.6 , Issue.2-3 , pp. 363-381
    • Mahroug, S.1    Burlat, V.2    St-Pierre, B.3
  • 12
    • 34547838647 scopus 로고    scopus 로고
    • Spatial distribution and hormonal regulation of gene products from methyl erythritol phosphate and monoterpene-secoiridoid pathways in Catharanthus roseus
    • Oudin A, et al. (2007) Spatial distribution and hormonal regulation of gene products from methyl erythritol phosphate and monoterpene-secoiridoid pathways in Catharanthus roseus. Plant Mol Biol 65:13-30.
    • (2007) Plant Mol Biol , vol.65 , pp. 13-30
    • Oudin, A.1
  • 13
    • 48249155450 scopus 로고    scopus 로고
    • The leaf epidermome of Catharanthus roseus reveals its biochemical specialization
    • Murata J, Roepke J, Gordon H, De Luca V (2008) The leaf epidermome of Catharanthus roseus reveals its biochemical specialization. Plant Cell 20:524-542.
    • (2008) Plant Cell , vol.20 , pp. 524-542
    • Murata, J.1    Roepke, J.2    Gordon, H.3    De Luca, V.4
  • 14
    • 33644674347 scopus 로고    scopus 로고
    • Localization of tabersonine 16-hydroxylase and 16-OH tabersonine-16-O- Methyltransferase to leaf epidermal cells defines them as a major site of precursor biosynthesis in the vindoline pathway in Catharanthus roseus
    • DOI 10.1111/j.1365-313X.2005.02557.x
    • Murata J, De Luca V (2005) Localization of tabersonine 16-hydroxylase and 16-OH tabersonine-16-O-methyltransferase to leaf epidermal cells defines them as a major site of precursor biosynthesis in the vindoline pathway in Catharanthus roseus. Plant J 44:581-594. (Pubitemid 43919857)
    • (2005) Plant Journal , vol.44 , Issue.4 , pp. 581-594
    • Murata, J.1    Luca, V.D.2
  • 15
    • 37749042422 scopus 로고    scopus 로고
    • Application of carborundum abrasion for investigating the leaf epidermis: Molecular cloning of Catharanthus roseus 16-hydroxytabersonine-16-O- methyltransferase
    • Levac D, Murata J, Kim WS, De Luca V (2008) Application of carborundum abrasion for investigating the leaf epidermis: Molecular cloning of Catharanthus roseus 16-hydroxytabersonine-16-O-methyltransferase. Plant J 53:225-236.
    • (2008) Plant J , vol.53 , pp. 225-236
    • Levac, D.1    Murata, J.2    Kim, W.S.3    De Luca, V.4
  • 16
    • 43049180903 scopus 로고    scopus 로고
    • Sealing plant surfaces: Cuticular wax formation by epidermal cells
    • Samuels L, Kunst L, Jetter R (2008) Sealing plant surfaces: Cuticular wax formation by epidermal cells. Annu Rev Plant Biol 59:683-707.
    • (2008) Annu Rev Plant Biol , vol.59 , pp. 683-707
    • Samuels, L.1    Kunst, L.2    Jetter, R.3
  • 17
    • 33747344676 scopus 로고    scopus 로고
    • Identification of a low vindoline accumulating cultivar of Catharanthus roseus (L.) G. Don by alkaloid and enzymatic profiling
    • Magnotta M, Murata J, Chen J, De Luca V (2006) Identification of a low vindoline accumulating cultivar of Catharanthus roseus (L.) G. Don by alkaloid and enzymatic profiling. Phytochemistry 67:1758-1764.
    • (2006) Phytochemistry , vol.67 , pp. 1758-1764
    • Magnotta, M.1    Murata, J.2    Chen, J.3    De Luca, V.4
  • 18
    • 0006920208 scopus 로고
    • Growth-related dimerization of vindoline and catharanthine in Catharanthus roseus and effect of wounding on the process
    • Naaranlahti T, Auriola S, Lapinjoki SP (1991) Growth-related dimerization of vindoline and catharanthine in Catharanthus roseus and effect of wounding on the process. Phytochemistry 30:1451-1453.
    • (1991) Phytochemistry , vol.30 , pp. 1451-1453
    • Naaranlahti, T.1    Auriola, S.2    Lapinjoki, S.P.3
  • 19
    • 77957147780 scopus 로고    scopus 로고
    • US Patent 5491285
    • Bowman RN (1996) US Patent 5491285.
    • (1996)
    • Bowman, R.N.1
  • 20
    • 21244444294 scopus 로고    scopus 로고
    • Ibogaine reduces organ colonization in murine systemic and gastrointestinal Candida albicans infections
    • Yordanov M, et al. (2005) Ibogaine reduces organ colonization in murine systemic and gastrointestinal Candida albicans infections. J Med Microbiol 54:647-653.
    • (2005) J Med Microbiol , vol.54 , pp. 647-653
    • Yordanov, M.1
  • 21
    • 0026024408 scopus 로고
    • Mechanism of interaction of vinca alkaloids with tubulin: Catharanthine and vindoline
    • Prakash V, Timasheff SN (1991) Mechanism of interaction of vinca alkaloids with tubulin: Catharanthine and vindoline. Biochemistry 30:873-880.
    • (1991) Biochemistry , vol.30 , pp. 873-880
    • Prakash, V.1    Timasheff, S.N.2
  • 22
    • 21144433517 scopus 로고    scopus 로고
    • Cytochrome P450 2D6 (CYP2D6) inhibitory constituents of Catharanthus roseus
    • DOI 10.1248/bpb.28.1021
    • Usia T, Watabe T, Kadota S, Tezuka Y (2005) Cytochrome P450 2D6 (CYP2D6) inhibitory constituents of Catharanthus roseus. Biol Pharm Bull 28:1021-1024. (Pubitemid 40880308)
    • (2005) Biological and Pharmaceutical Bulletin , vol.28 , Issue.6 , pp. 1021-1024
    • Usia, T.1    Watabe, T.2    Kadota, S.3    Tezuka, Y.4
  • 23
    • 0013568939 scopus 로고
    • Secreted oleanolic acid on the cuticle Olea europaea (Oleaceae); a chemical barrier to fungal attack
    • Kubo I, Matsumoto A (1984) Secreted oleanolic acid on the cuticle Olea europaea (Oleaceae); a chemical barrier to fungal attack. Experientia 40:937-938.
    • (1984) Experientia , vol.40 , pp. 937-938
    • Kubo, I.1    Matsumoto, A.2
  • 24
    • 77954217651 scopus 로고    scopus 로고
    • Chemodiversity of exudate flavonoids as highlighted by publications of Eckhard Wollenweber
    • Valant-Vetschera KM, Brem B (2006) Chemodiversity of exudate flavonoids as highlighted by publications of Eckhard Wollenweber. Nat Prod Comm 1:921-926.
    • (2006) Nat Prod Comm , vol.1 , pp. 921-926
    • Valant-Vetschera, K.M.1    Brem, B.2
  • 25
    • 0344011028 scopus 로고    scopus 로고
    • Pyrrolizidine alkaloids in and on the leaf surface of Senecio jacobaea L
    • DOI 10.1016/j.phytochem.2003.08.024
    • Vrieling K, Derridj S (2003) Pyrrolizidine alkaloids in and on the leaf surface of Senecio jacobaea L. Phytochemistry 64:1223-1228. (Pubitemid 37442430)
    • (2003) Phytochemistry , vol.64 , Issue.7 , pp. 1223-1228
    • Vrieling, K.1    Derridj, S.2
  • 26
    • 38949166148 scopus 로고    scopus 로고
    • Molecular cloning and characterization of a vacuolar class III peroxidase from Catharanthus roseus
    • Costa MMR, et al. (2008) Molecular cloning and characterization of a vacuolar class III peroxidase from Catharanthus roseus. Plant Physiol 146:403-417.
    • (2008) Plant Physiol , vol.146 , pp. 403-417
    • Costa, M.M.R.1
  • 27
    • 0005347443 scopus 로고
    • Phagodeterrency induced by leaves and leaf extracts of Catharanthus roseus in the larva of Spodoptera littoralis
    • Meisner J, Weissenberg M, Palevitch D, Aharonson N (1981) Phagodeterrency induced by leaves and leaf extracts of Catharanthus roseus in the larva of Spodoptera littoralis. J Econ Entomol 74:131-135.
    • (1981) J Econ Entomol , vol.74 , pp. 131-135
    • Meisner, J.1    Weissenberg, M.2    Palevitch, D.3    Aharonson, N.4
  • 28
    • 0029795353 scopus 로고    scopus 로고
    • Involvement of strictosidine as a defensive chemical in Catharanthus roseus
    • Luijendijk TJC, van de Meijden E, Verpoorte R (1996) Involvement of strictosidine as a defensive chemical in Catharanthus roseus. J Chem Ecol 22:1355-1366.
    • (1996) J Chem Ecol , vol.22 , pp. 1355-1366
    • Luijendijk, T.J.C.1    Van De Meijden, E.2    Verpoorte, R.3
  • 29
    • 0037900627 scopus 로고
    • Insect growth and development inhibition properties of Catharanthus roseus
    • Deshpande SG, Joseph M, Sharma RN (1988) Insect growth and development inhibition properties of Catharanthus roseus. Int J Trop Agric 6:287-290.
    • (1988) Int J Trop Agric , vol.6 , pp. 287-290
    • Deshpande, S.G.1    Joseph, M.2    Sharma, R.N.3
  • 30
    • 33644795083 scopus 로고    scopus 로고
    • What do microbes encounter at the plant surface? Chemical composition of pea leaf cuticular waxes
    • Gniwotta F, et al. (2005) What do microbes encounter at the plant surface? Chemical composition of pea leaf cuticular waxes. Plant Physiol 139:519-530.
    • (2005) Plant Physiol , vol.139 , pp. 519-530
    • Gniwotta, F.1


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