Withanolides from three species of the genus Deprea (Solanaceae). Chemotaxonomical considerations

Phytochemistry

Volumn 110, Issue , 2015, Pages 83-90

  Casero, Carina N ^a   Oberti, Juan C ^a   Orozco, Clara I ^b   Cárdenas, Alejandro ^c,d   Brito, Iván ^c,d   Barboza, Gloria E ^a   Nicotra, Viviana E ^a  

^a UNIVERSIDAD NACIONAL DE CÓRDOBA   (Argentina)

^b UNIVERSIDAD NACIONAL DE COLOMBIA   (Colombia)

^c UNIVERSIDAD DE LA LAGUNA   (Spain)

^d UNIVERSIDAD DE ANTOFAGASTA   (Chile)

Author keywords

Chemotaxonomic markers; Deprea; Solanaceae; Withanolides

Indexed keywords

DEPREA; DEPREA BITTERIANA; SOLANACEAE;

WITHANOLIDE;

CHEMICAL STRUCTURE; CHEMISTRY; CLASSIFICATION; COLOMBIA; CONFORMATION; GENETICS; ISOLATION AND PURIFICATION; NUCLEAR MAGNETIC RESONANCE; PLANT; SOLANACEAE; X RAY CRYSTALLOGRAPHY;

COLOMBIA; CRYSTALLOGRAPHY, X-RAY; MOLECULAR CONFORMATION; MOLECULAR STRUCTURE; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; PLANT COMPONENTS, AERIAL; SOLANACEAE; WITHANOLIDES;

EID: 84921446116     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.phytochem.2014.11.015     Document Type: Article

References (26)

1. G.E. Barboza, S. Leiva González, C. Carrizo García, and C.I. Orozco Deprea zamorae (Physalideae, Solanoideae, Solanaceae): a new species from southern Ecuador Phytotaxa 116 2013 41 50
2. D. Cardona, W. Quiñones, F. Torres, S. Robledo, I.D. Vélez, V. Cruz, R. Notario, and F. Echeverri Leishmanicidal activity of withajardins and acnistins. An experimental and computational study Tetrahedron 62 2006 6822 6829
3. L. Chen, H. He, and F. Qiu Natural withanolides: an overview Nat. Prod. Rep. 28 2011 705 740
4. M.A. Cueva, and I.F. Treviño Una nueva especie de Deprea Raf. (Solanaceae) del Perú Rev. Peru. Biol. 19 2012 143 147
5. F. Echeverri, W. Quiñones, F. Torres, G. Cardona, R. Archbold, J.G. Luis, and A.G. González Withajardin E, a withanolide from Deprea orinocensis Phytochemistry 40 1995 923 925
6. M.E. García, G.E. Barboza, J.C. Oberti, C. Ríos-Luci, J.M. Padrón, V.E. Nicotra, A. Estévez-Braun, and A.G. Ravelo Antiproliferative activity of withanolide derivatives from Jaborosa cabrerae and J. reflexa. Chemotaxonomical considerations Phytochemistry 76 2012 150 157
7. E. Glotter, I. Kirson, A. Abraham, P.D. Sethi, and S.S. Subramanian Steroidal constituents of Physalis minima (Solanaceae) J. Chem. Soc. Perkin 1 14 1975 1370 1374
8. P.-W. Hsieh, Z.-Y. Huang, J.-H. Chen, F.-R. Chang, C.-C. Wu, Y.-L. Yang, M.Y. Chiang, M.-H. Yen, S.-L. Chen, H.-F. Yen, T. Lbken, W.-C. Hung, and Y.-C. Wu Cytotoxic withanolides from Tubocapsicum anomalum J. Nat. Prod. 70 2007 747 753
9. A.T. Hunziker Genera Solanacearum: The Genera of Solanaceae Illustrated, Arranged According to a New System 2001 Koeltz Scientific Books Königstein, Germany
10. I. Kirson, Z. Zaretskii, and E. Glotter Withaphysalin C, a naturally occurring 13,14-seco-steroid J. Chem. Soc. Perkin Trans. 1 1976 1244 1247
11. 28 steroidal glycosides from Tubocapsicum anomalum Chem. Pharm. Bull. 56 2008 1038 1040
12. J.C. Luis, F. Echeverri, W. Quiñones, F. Torres, G. Cardona, and F. Archbold Withajardins, withanolides with a new type of skeleton structure of withajardins A, B, C and D. Absolute configuration of withajardin C Tetrahedron 50 1994 1217 1226
13. L. Ma, X. Gan, Q. He, H. Bai, M. Arfan, F. Lou, and L. Hu Cytotoxic withaphysalins from Physalis minima Helv. Chim. Acta 90 2007 1406 1419
14. B. Makina, M. Kawai, Y. Iwata, H. Yamamura, Y. Butsugan, K. Ogawa, and M. Hayashi Physalins possessing an endoperoxy structure from Physalis alkekengi var. francheti. Structural revision of physalin K Bull. Chem. Soc. Jpn. 68 1995 219 226
15. R.I. Misico, R.R. Gil, J.C. Oberti, A.S. Veleiro, and G. Burton Withanolides from Vassobia lorentzii J. Nat. Prod. 63 2000 1329 1332
16. R.I. Misico, V. Nicotra, J.C. Oberti, G. Barboza, R.R. Gil, and G. Burton Withanolides and related steroids A.D. Kinghorn, H. Falk, J. Kobayashi, Progress in the chemistry of organic natural products vol. 94 2011 Springer-Verlag/Wien 128 229
17. R.G. Olmstead, L. Bohs, H. Abdel Migid, E. Santiago-Valentín, V.F. García, and S.M. Collier A molecular phylogeny of the Solanaceae Taxon 57 2008 1159 1181
18. N.S. Ramacciotti, and V.E. Nicotra Withanolides from Jaborosa kurtzii J. Nat. Prod. 70 2007 1513 1515
19. A.B. Ray, and M. Gupta Withasteroids, a growing group of naturally occurring steroidal lactones Prog. Chem. Org. Nat. Prod. 63 1994 1 106
20. T. Särkinen, L. Bohs, R.G. Olmstead, and S. Knapp A phylogenetic framework for evolutionary study of the nightshades (Solanaceae): a dated 1000-tip tree BMC Evol. Biol. 13 2013 214 228 http://www.biomedcentral.com/1471-2148/13/214
21. N. Sawyer Systematics of Deprea and Larnax (Solanaceae) based on morphological evidence R.C. Keating, V.C. Hollowell, T.B. Croat, A festschrift for William G. D'Arcy 2005 Missouri Botanical Garden Saint Louis 259 285
22. A.L. Spek Structure validation in chemical crystallography Acta Crystallogr. D65 2009 148 155
23. B.N. Su, E.J. Park, D. Nikolic, B.D. Santarsiero, A.D. Mesecar, J.S. Vigo, J.G. Graham, F. Cabieses, R.B. van Breemen, H.H.S. Fong, N.R. Farnsworth, J.M. Pezzuto, and A.D. Kinghorn Activity-guided isolation of novel norwithanolides from Deprea subtriflora with potential cancer chemopreventive activity J. Org. Chem. 68 2003 2350 2355
24. B.N. Su, E.J. Park, Nikolic, J.S. Vigo, J.G. Graham, F. Cabieses, R.B. van Breemen, H.H.S. Fong, N.R. Farnsworth, J.M. Pezzuto, and A.D. Kinghorn Isolation and characterization of miscellaneous secondary metabolites of Deprea subtriflora J. Nat. Prod. 66 2003 1089 1093
25. A.S. Veleiro, J.C. Oberti, and G. Burton Chemistry and bioactivity of withanolides from South American Solanaceae Atta-ur-Rahman Studies in Natural Products Chemistry, Bioactive Natural Products (Part L) vol. 32 2005 Elsevier Science Publishers Amsterdam 1019 1052
26. J. Zhuang, M.S. Mashuta, N.J. Stolowich, A.J. Vaisberg, N.S. Stivers, P.J. Bates, W.H. Lewis, and G.B. Hammond Physangulidines A, B, and C: three new antiproliferative withanolides from Physalis angulata L Org. Lett. 14 2012 1230 1233