메뉴 건너뛰기




Volumn 10, Issue 4, 2011, Pages 459-469

Biosynthesis of saponins in the genus Medicago

Author keywords

Biosynthesis; Cytochrome P450; Medicagenic acid; Sapogenins; Triterpenes

Indexed keywords

AGLYCONE; BAYOGENIN; BETA AMYRIN; CARBOXYL GROUP; CAULOPHYLLOGENIN; CYTOCHROME P450; GLYCOSYLTRANSFERASE; HEDERAGENIN; HERBACEOUS AGENT; HYDROXYL GROUP; MEDICAGENIC ACID; OLEANOLIC ACID; QUERETAROIC ACID; SAPONIN; SOYASAPOGENOL A; SOYASAPOGENOL B; SOYASAPOGENOL E; UNCLASSIFIED DRUG; ZANHIC ACID;

EID: 79952898131     PISSN: 15687767     EISSN: 1572980X     Source Type: Journal    
DOI: 10.1007/s11101-010-9169-x     Document Type: Article
Times cited : (51)

References (49)
  • 1
    • 15544364507 scopus 로고    scopus 로고
    • Genomics-based selection and functional characterization of triterpene glycosyltransferases from the model legume Medicago truncatula
    • DOI 10.1111/j.1365-313X.2005.02344.x
    • Achnine L, Huhman DV, Farag MA, Sumner LW, Blount JW, Dixon RA (2005) Genomics-based selection and functional characterization of triterpene glycosyltransferases from the model legume Medicago truncatula. The Plant J 41:875-887 (Pubitemid 40398716)
    • (2005) Plant Journal , vol.41 , Issue.6 , pp. 875-887
    • Achnine, L.1    Huhman, D.V.2    Farag, M.A.3    Sumner, L.W.4    Blount, J.W.5    Dixon, R.A.6
  • 4
    • 1542287281 scopus 로고    scopus 로고
    • Triterpene saponins from aerial parts of Medicago arabica L
    • Bialy Z, Jurzysta M, Mella M, Tava A (2004) Triterpene saponins from aerial parts of Medicago arabica L. J Agric Food Chem 52:1095-1099
    • (2004) J Agric Food Chem , vol.52 , pp. 1095-1099
    • Bialy, Z.1    Jurzysta, M.2    Mella, M.3    Tava, A.4
  • 5
    • 33645959465 scopus 로고    scopus 로고
    • Triterpene saponins from the roots of Medicago hybrida
    • Bialy Z, Jurzysta M, Mella M, Tava A (2006) Triterpene saponins from the roots of Medicago hybrida. J Agric Food Chem 54:2520-2526
    • (2006) J Agric Food Chem , vol.54 , pp. 2520-2526
    • Bialy, Z.1    Jurzysta, M.2    Mella, M.3    Tava, A.4
  • 6
    • 47549107647 scopus 로고    scopus 로고
    • Molecular characterization of a β-amyrin synthase gene from Aster sedifolius L. and analysis of triterpenoid saponins
    • Cammareri M, Consiglio MF, Pecchia P, Corea G, Lanzotti V, Ibeas JI, Tava A, Conicella C (2008) Molecular characterization of a β-amyrin synthase gene from Aster sedifolius L. and analysis of triterpenoid saponins. Plant Sci 175:255-261
    • (2008) Plant Sci , vol.175 , pp. 255-261
    • Cammareri, M.1    Consiglio, M.F.2    Pecchia, P.3    Corea, G.4    Lanzotti, V.5    Ibeas, J.I.6    Tava, A.7    Conicella, C.8
  • 7
    • 58149391298 scopus 로고    scopus 로고
    • Enhanced triterpene sapogenin biosynthesis and root nodulation in transgenic barrel medic (Medicago truncatula Gaertn.) expressing a novel β-amyrin synthase (AsOXA1) gene
    • Confalonieri M, Cammareri M, Biazzi E, Pecchia P, Fevereiro MPS, Balestrazzi A, Tava A, Conicella C (2009) Enhanced triterpene sapogenin biosynthesis and root nodulation in transgenic barrel medic (Medicago truncatula Gaertn.) expressing a novel β-amyrin synthase (AsOXA1) gene. Plant Biotech J 7:172-182
    • (2009) Plant Biotech J , vol.7 , pp. 172-182
    • Confalonieri, M.1    Cammareri, M.2    Biazzi, E.3    Pecchia, P.4    Fevereiro, M.P.S.5    Balestrazzi, A.6    Tava, A.7    Conicella, C.8
  • 8
    • 70349694227 scopus 로고    scopus 로고
    • Nematicidal potential of materials from Medicago spp
    • D'Addabbo T, Avato P, Tava A (2009) Nematicidal potential of materials from Medicago spp. Eur J Plant Pathol 125:39-49
    • (2009) Eur J Plant Pathol , vol.125 , pp. 39-49
    • D'Addabbo, T.1    Avato, P.2    Tava, A.3
  • 10
    • 0036956250 scopus 로고    scopus 로고
    • The biological action of saponins in animal systems: A review
    • DOI 10.1079/BJN2002725
    • Francis G, Keem Z, Makkar HPS, Becker K (2002) The biological action of saponins in animal systems. A review. Brit J Nutr 88:587-605 (Pubitemid 36082888)
    • (2002) British Journal of Nutrition , vol.88 , Issue.6 , pp. 587-605
    • Francis, G.1    Kerem, Z.2    Makkar, H.P.S.3    Becker, K.4
  • 12
    • 0027144869 scopus 로고
    • Glycyrrhetinic acid 24-hydroxylase activity in microsomes of cultured licorice cells
    • DOI 10.1016/0031-9422(91)80020-2
    • Hayashi H, Hanaoka S, Tanaka S, Fukui H, Tabata M (1993) Glycyrrhetinic acid 24-hydroxylase activity in microsomes of cultured licorice cells. Phytochemistry 34:1303-1307 (Pubitemid 2019334)
    • (1993) Phytochemistry , vol.34 , Issue.5 , pp. 1303-1307
    • Hayashi, H.1    Hanaoka, S.2    Tanaka, S.3    Fukui, H.4    Tabata, M.5
  • 14
    • 0037138280 scopus 로고    scopus 로고
    • Metabolic profiling of saponins in Medicago sativa and Medicago truncatula using HPLC coupled to an electrospray ion-trap mass spectrometer
    • DOI 10.1016/S0031-9422(01)00432-0, PII S0031942201004320
    • Huhman DV, Sumner LW (2002) Metabolic profiling of saponins in Medicago sativa and Medicago truncatula using HPLC coupled to an electrospray ion-trap mass spectrometer. Phytochemistry 59:347-360 (Pubitemid 34145437)
    • (2002) Phytochemistry , vol.59 , Issue.3 , pp. 347-360
    • Huhman, D.V.1    Sumner, L.W.2
  • 15
    • 15444367665 scopus 로고    scopus 로고
    • Quantification of saponins in aerial and subterranean tissues of Medicago truncatula
    • DOI 10.1021/jf0482663
    • Huhman DV, Berhow MA, Sumner LW (2005) Quantification of saponins in aerial and subterranean tissues of Medicago truncatula. J Agric Food Chem 53:1914-1920 (Pubitemid 40395754)
    • (2005) Journal of Agricultural and Food Chemistry , vol.53 , Issue.6 , pp. 1914-1920
    • Huhman, D.V.1    Berhow, M.A.2    Sumner, L.W.3
  • 16
    • 0037356157 scopus 로고    scopus 로고
    • Molecular cloning and characterization of triterpene synthases from Medicago truncatula and Lotus japonicus
    • DOI 10.1023/A:1022519709298
    • Iturbe-Ormaetxe I, Haralampidis K, Papadopoulou K, Osburn AE (2003) Molecular cloning and characterization of terpene synthases from Medicago truncatula and Lotus japonicus. Plant Mol Biol 51:731-743 (Pubitemid 36408925)
    • (2003) Plant Molecular Biology , vol.51 , Issue.5 , pp. 731-743
    • Iturbe-Ormaetxe, I.1    Haralampidis, K.2    Papadopoulou, K.3    Osbourn, A.E.4
  • 17
    • 0030450386 scopus 로고    scopus 로고
    • Antifungal and hemolytic activity of aerial parts of alfalfa (Medicago) species in relation to saponin composition
    • Jurzysta M, Waller GR (1996) Antifungal and hemolytic activity of aerial parts of alfalfa (Medicago) species in relation to saponin composition. In: Waller GR, Yamasaky K (eds) Advances in experimental medicine and biology, vol 404, Saponins used in traditional and modern medicine. Plenum Press, New York, pp 565-574 (Pubitemid 26424117)
    • (1996) Advances in Experimental Medicine and Biology , vol.404 , pp. 565-574
    • Jurzysta, M.1    Waller, G.R.2
  • 18
    • 28644443926 scopus 로고    scopus 로고
    • The formation of sugar chains in triterpenoid saponins and glycoalkaloids
    • DOI 10.1007/s11101-005-1422-3
    • Kalinowska M, Zimowskim J, Paczkowski C, Zdzislaw A (2005) The formation of sugar chains in terpenoid saponins and glycoalkaloids. Phytochem Rev 4:237-257 (Pubitemid 41752179)
    • (2005) Phytochemistry Reviews , vol.4 , Issue.2-3 , pp. 237-257
    • Kalinowska, M.1    Zimowski, J.2    Paczkowski, C.3    Wojciechowski, Z.A.4
  • 21
    • 0006089011 scopus 로고
    • Saponin and sapogenol. XLVI. On the constituents of aerial part of American alfalfa, Medicago sativa L. The structure of dehydrosoyasaponin I
    • Kitagawa I, Taniyama T, Murakami T, Yoshihara M, Yoshikawa M (1988) Saponin and sapogenol. XLVI. On the constituents of aerial part of american alfalfa, Medicago sativa L. The structure of dehydrosoyasaponin I. Yakugaku Zasshi 108:547-551
    • (1988) Yakugaku Zasshi , vol.108 , pp. 547-551
    • Kitagawa, I.1    Taniyama, T.2    Murakami, T.3    Yoshihara, M.4    Yoshikawa, M.5
  • 22
    • 0036934814 scopus 로고    scopus 로고
    • UDP-glucuronic acid:soyasapogenol glucuronosyltransferase involved in saponin biosynthesis in germinating soybean seeds
    • DOI 10.1007/s00425-002-0781-x
    • Kurosawa Y, Takahara H, Shiraiwa M (2002) UDP-glucuronic acid: soyasapogenol glucuronosyltransferase involved in saponin biosynthesis in germinating soybean seeds. Planta 215:620-629 (Pubitemid 36064954)
    • (2002) Planta , vol.215 , Issue.4 , pp. 620-629
    • Kurosawa, Y.1    Takahara, H.2    Shiraiwa, M.3
  • 23
    • 77957123936 scopus 로고    scopus 로고
    • Bioactive saponins from plants: An update
    • Rahman A (ed) Elsevier, London
    • Lacaille-Dubois MA, Wagner H (2000) Bioactive saponins from plants: an update. In: Rahman A (ed) Studies in natural product chemistry, vol 21. Elsevier, London, pp 633-687
    • (2000) Studies in Natural Product Chemistry , vol.21 , pp. 633-687
    • Lacaille-Dubois, M.A.1    Wagner, H.2
  • 24
    • 0344938707 scopus 로고
    • Structure-biological activity relationshipin alfalfa anti-mycotic saponins: The relative activity of medicagenic acid and synthetic derivatives there of against plant pathogenic fungi
    • Levy M, Zehavi U, Naim M, Polacheck I, Evron R (1989) Structure-biological activity relationshipin alfalfa anti-mycotic saponins: the relative activity of medicagenic acid and synthetic derivatives there of against plant pathogenic fungi. J Phytopathol 125:209-216
    • (1989) J Phytopathol , vol.125 , pp. 209-216
    • Levy, M.1    Zehavi, U.2    Naim, M.3    Polacheck, I.4    Evron, R.5
  • 25
    • 34248524534 scopus 로고    scopus 로고
    • Genome-wide identification and characterization of putative cytochrome P450 genes in the model legume Medicago truncatula
    • DOI 10.1007/s00425-006-0473-z
    • Li L, Cheng H, Gai J, Yu D (2007) Genome-wide identification and characterization of putative cytochrome P450 genes in the model legume Medicago truncatula. Planta 226: 109-123 (Pubitemid 46763831)
    • (2007) Planta , vol.226 , Issue.1 , pp. 109-123
    • Li, L.1    Cheng, H.2    Gai, J.3    Yu, D.4
  • 26
    • 0026311001 scopus 로고
    • Triterpenoid saponins from Medicago hyspida
    • Mahato SB (1991) Triterpenoid saponins from Medicago hyspida. Phytochemistry 30:3389-3393
    • (1991) Phytochemistry , vol.30 , pp. 3389-3393
    • Mahato, S.B.1
  • 29
    • 0026656902 scopus 로고
    • Soyasaponin VI, a new maltol conjugate from alfalfa and soyabean
    • Massiot G, Lavaud C, Benkhaled M, Le Men-Olivier L (1992) Soyasaponin VI, a new maltol conjugate from alfalfa and soyabean. J Nat Prod 55:1339-1341
    • (1992) J Nat Prod , vol.55 , pp. 1339-1341
    • Massiot, G.1    Lavaud, C.2    Benkhaled, M.3    Le Men-Olivier, L.4
  • 30
    • 0029166358 scopus 로고
    • The nutritional and biological significance of saponins
    • Milgate J, Roberts DCK (1995) The nutritional and biological significance of saponins. Nutr Res 8:1223-1249
    • (1995) Nutr Res , vol.8 , pp. 1223-1249
    • Milgate, J.1    Roberts, D.C.K.2
  • 31
    • 8044246931 scopus 로고
    • The synthesis of the β-D-glucoside of medicagenic acid, an alfalfa root saponin
    • Morris RJ, Tankersley DL (1963) The synthesis of the β-D-glucoside of medicagenic acid, an alfalfa root saponin. J Org Chem 28:240-242
    • (1963) J Org Chem , vol.28 , pp. 240-242
    • Morris, R.J.1    Tankersley, D.L.2
  • 33
    • 0029802351 scopus 로고    scopus 로고
    • Alfalfa saponins: Structure, biological activity, and chemotaxonomy
    • Oleszek W (1996) Alfalfa saponins: structure, biological activity and chemotaxonomy. In: Waller GR, Yamasaky K (eds) Advances in experimental medicine and biology, vol 405, saponins used in food and agriculture. Plenum Press, New York, pp 155-170 (Pubitemid 26360312)
    • (1996) Advances in Experimental Medicine and Biology , vol.405 , pp. 155-170
    • Oleszek, W.1
  • 34
    • 84986841364 scopus 로고
    • Triterpene saponins from the roots of Medicago lupulina L. (black medic trefoil)
    • Oleszek W, Price KR, Fenwick GR (1988) Triterpene saponins from the roots of Medicago lupulina L. (black medic trefoil). J Sci Food Agric 43:289-297
    • (1988) J Sci Food Agric , vol.43 , pp. 289-297
    • Oleszek, W.1    Price, K.R.2    Fenwick, G.R.3
  • 35
    • 0001185050 scopus 로고
    • Isolation and identification of alfalfa (Medicago sativa L.) root saponins: Their activity in relation to a fungal bioassay
    • Oleszek W, Price KR, Colquhoun IJ, Jurzysta M, Ploszynski M, Fenwick GR (1990) Isolation and identification of alfalfa (Medicago sativa L.) root saponins: their activity in relation to a fungal bioassay. J Agric Food Chem 38:1810-1817
    • (1990) J Agric Food Chem , vol.38 , pp. 1810-1817
    • Oleszek, W.1    Price, K.R.2    Colquhoun, I.J.3    Jurzysta, M.4    Ploszynski, M.5    Fenwick, G.R.6
  • 37
    • 0345370036 scopus 로고
    • Biosynthesis of triterpenoid sapogenols in soybean and alfalfa seedlings
    • Peri I, Mor U, Heftmann E, Bondi A, Tencer Y (1979) Biosynthesis of triterpenoid sapogenols in soybean and alfalfa seedlings. Phytochemistry 18:1671-1674
    • (1979) Phytochemistry , vol.18 , pp. 1671-1674
    • Peri, I.1    Mor, U.2    Heftmann, E.3    Bondi, A.4    Tencer, Y.5
  • 39
    • 33644949950 scopus 로고    scopus 로고
    • Identification of b-amyrin and sophoradiol 24-hydroxylase by expressed sequence tag mining and functional expression assay
    • Shibuya M, Hoshino M, Katsube Y, Hayashi H, Kushiro T, Ebizuka Y (2006) Identification of b-amyrin and sophoradiol 24-hydroxylase by expressed sequence tag mining and functional expression assay. FEBS J 273:948-959
    • (2006) FEBS J , vol.273 , pp. 948-959
    • Shibuya, M.1    Hoshino, M.2    Katsube, Y.3    Hayashi, H.4    Kushiro, T.5    Ebizuka, Y.6
  • 40
    • 4344587843 scopus 로고    scopus 로고
    • Biological activities and distribution of plant saponins
    • DOI 10.1016/j.jep.2004.05.016, PII S0378874104002557
    • Sprag SG, Light ME, van Staden J (2004) Biological activities and distribution of plant saponins. J Ethnopharm 94:219-243 (Pubitemid 39119924)
    • (2004) Journal of Ethnopharmacology , vol.94 , Issue.2-3 , pp. 219-243
    • Sparg, S.G.1    Light, M.E.2    Van Staden, J.3
  • 41
    • 0036959970 scopus 로고    scopus 로고
    • A genomics approach to the early stages of triterpene saponin biosynthesis in Medicago truncatula
    • DOI 10.1046/j.1365-313X.2002.01497.x
    • Suzuki H, Achnine L, Xu R, Matsuda SP, Dixon RA (2002) A genomic approach to the early stages of triterpene saponin biosynthesis in M. truncatula. The Plant J 32: 1033-1048 (Pubitemid 36111112)
    • (2002) Plant Journal , vol.32 , Issue.6 , pp. 1033-1048
    • Suzuki, H.1    Achnine, L.2    Xu, R.3    Matsuda, S.P.T.4    Dixon, R.A.5
  • 42
    • 38149117898 scopus 로고    scopus 로고
    • Chemical and biological activity of triterpene saponins from Medicago species
    • Tava A, Avato P (2006) Chemical and biological activity of triterpene saponins from Medicago species. Nat Prod Comm 1:1159-1180
    • (2006) Nat Prod Comm , vol.1 , pp. 1159-1180
    • Tava, A.1    Avato, P.2
  • 45
    • 0029825284 scopus 로고    scopus 로고
    • Chemistry and biological activity of triterpenoid glycosides from Medicago sativa
    • Timbekova AE, Isaev MI, Abubakirov NK (1996) Chemistry and biological activity of triterpenoid glycosides from Medicago sativa. In: Waller GR, Yamasaki K (eds) Advances in experimental medicine and biology, Saponins used in food and agriculture, vol 405. Plenum Press, New York, pp 171-182 (Pubitemid 26360313)
    • (1996) Advances in Experimental Medicine and Biology , vol.405 , pp. 171-182
    • Timbekova, A.E.1    Isaev, M.I.2    Abubakirov, N.K.3
  • 46
    • 84855864410 scopus 로고    scopus 로고
    • Saponins, classification and occurrence in the plant kingdom
    • Vincken JP, Heng L, de Groot A, Gruppen H (2007) Saponins, classification and occurrence in the plant kingdom. Phytochemistry 65:261-291
    • (2007) Phytochemistry , vol.65 , pp. 261-291
    • Vincken, J.P.1    Heng, L.2    De Groot, A.3    Gruppen, H.4
  • 47
    • 77954085198 scopus 로고    scopus 로고
    • Glycosyltransferases: Key players involved in the modification of plant secondary metabolites
    • Wang J, Hou B (2009) Glycosyltransferases: key players involved in the modification of plant secondary metabolites. Front Biol China 4:39-46
    • (2009) Front Biol China , vol.4 , pp. 39-46
    • Wang, J.1    Hou, B.2
  • 48
    • 0742307297 scopus 로고    scopus 로고
    • On the origin of triterpenoid skeletal diversity
    • Xu R, Fazio GC, Matsuda SPT (2004) On the origin of triterpenoid skeletal diversity. Phytochemistry 65:261-291
    • (2004) Phytochemistry , vol.65 , pp. 261-291
    • Xu, R.1    Fazio, G.C.2    Matsuda, S.P.T.3
  • 49
    • 0027590950 scopus 로고
    • Synthesis and antifungal activity of medicagenic acid saponins on plant pathogens: Modification of the saccharide moiety and the 23α substitution
    • DOI 10.1016/0008-6215(93)80012-4
    • Zehavi U, Ziv-Fecht O, Levy M, Naim M, Polacheck I, Evron R (1993) Synthesis and antifungal activity of medicagenic acid saponins on plant pathogens: modification of the saccharide moiety and the 23α-substitution. Carbohydr Res 244:161-169 (Pubitemid 23167666)
    • (1993) Carbohydrate Research , vol.244 , Issue.1 , pp. 161-169
    • Zehavi, U.1    Ziv-Fecht, O.2    Levy, M.3    Naim, M.4    Evron, R.5    Polacheck, I.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.