Phytochemical Study of the Genus Salpichroa (Solanaceae), Chemotaxonomic Considerations, and Biological Evaluation in Prostate and Breast Cancer Cells
Twelve Salpichroa taxa have been phytochemically analyzed. From the aerial parts of S. scandens, four known salpichrolides A, C, I, S, and an unreported withanolide named salpichrolide V (1), were isolated. In S. dependens, S. gayi, S. glandulosa subsp. glandulosa, S. glandulosa subps. weddellii, S....
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Wiley-VCH Verlag
2017
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| 001 | PAPER-17645 | ||
| 003 | AR-BaUEN | ||
| 005 | 20230518204859.0 | ||
| 008 | 190410s2017 xx ||||fo|||| 00| 0 eng|d | ||
| 024 | 7 | |2 scopus |a 2-s2.0-85027373912 | |
| 024 | 7 | |2 cas |a doxorubicin, 23214-92-8, 25316-40-9; Phytochemicals | |
| 040 | |a Scopus |b spa |c AR-BaUEN |d AR-BaUEN | ||
| 030 | |a CBHIA | ||
| 100 | 1 | |a Basso, A.V. | |
| 245 | 1 | 0 | |a Phytochemical Study of the Genus Salpichroa (Solanaceae), Chemotaxonomic Considerations, and Biological Evaluation in Prostate and Breast Cancer Cells |
| 260 | |b Wiley-VCH Verlag |c 2017 | ||
| 506 | |2 openaire |e Política editorial | ||
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| 504 | |a Misico, R.I., Nicotra, V., Oberti, J.C., Barboza, G., Gil, R.R., Burton, G., Withanolides and Related Steroids (2011) Prog. Chem. Org. Nat. Prod., 94, pp. 127-229 | ||
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| 504 | |a Nicotra, V.E., Basso, A.V., Ramacciotti, N.S., Misico, R.I., Withanolides with Phytotoxic Activity from Two Species of the Genus Salpichroa: S. origanifolia and S. tristis var. lehmannii (2013) J. Nat. Prod., 76, pp. 2219-2225 | ||
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| 504 | |a Tettamanzi, M.C., Veleiro, A.S., Oberti, J.C., Burton, G., New Hydroxylated Withanolides from Salpichroa origanifolia (1998) J. Nat. Prod., 61, pp. 338-342 | ||
| 504 | |a Tettamanzi, M.C., Veleiro, A.S., de la Fuente, J.R., Burton, G., Withanolides from Salpichroa origanifolia (2001) J. Nat. Prod., 64, pp. 783-786 | ||
| 504 | |a Veleiro, A.S., Oberti, J.C., Burton, G., A Ring-D Aromatic Withanolide from Salpichroa origanifolia (1992) Phytochemistry, 31, pp. 935-937 | ||
| 504 | |a Veleiro, A.S., Burton, G., Bonetto, G.M., Gil, R.R., Oberti, J.C., New Withanolides from Salpichroa origanifolia (1994) J. Nat. Prod., 57, pp. 1741-1745 | ||
| 504 | |a Bado, S., Mareggiani, G., Amiano, N., Burton, G., Veleiro, A.S., Lethal and Sublethal Effects of Withanolides from Salpichroa origanifolia and Analogues on Ceratitis capitata (2004) J. Agric. Food Chem., 52, pp. 2875-2878 | ||
| 504 | |a Mareggiani, G., Picollo, M.I., Zerba, E., Burton, G., Tettamanzi, M.C., Benedetti-Doctorovich, M.O., Veleiro, A.S., Antifeedant Activity of Withanolides from Salpichroa origanifolia on Musca domestica (2000) J. Nat. Prod., 63, pp. 1113-1116 | ||
| 504 | |a Mareggiani, G., Picollo, M.I., Veleiro, A.S., Tettamanzi, M.C., Benedetti-Doctorovich, M.O., Burton, G., Zerba, E., Response of Tribolium castaneum (Coleoptera, Tenebrionidae) to Salpichroa origanifolia Withanolides (2002) J. Agric. Food Chem., 50, pp. 104-107 | ||
| 504 | |a Machin, R.P., Veleiro, A.S., Nicotra, V.E., Oberti, J.C., Padrón, J.M., Antiproliferative Activity of Withanolides Against Human Breast Cancer Cell Lines (2010) J. Nat. Prod., 73, pp. 966-968 | ||
| 504 | |a Misico, R.I., Song, L.L., Veleiro, A.S., Cirigliano, A.M., Tettamanzi, M.C., Burton, G., Bonetto, G.M., Pezzuto, J.M., Induction of Quinone Reductase by Withanolides (2002) J. Nat. Prod., 65, pp. 677-680 | ||
| 504 | |a Gutiérrez Nicolás, F., Reyes, G., Audisio, M.C., Uriburu, M.L., Leiva González, S., Barboza, G.E., Nicotra, V.E., Withanolides with Antibacterial Activity from Nicandra john-tyleriana (2015) J. Nat. Prod., 78, pp. 250-257 | ||
| 504 | |a Niero, R., da Silva, I.T., Tonial, G.C., Camacho, B.D., Gacs-Baitz, E., Delle Monache, G., Delle Monache, F., Cilistepoxide and Cilistadiol, two New Withanolides from Solanum sisymbriifolium (2006) Nat. Prod. Res., Part A, 20, pp. 1164-1168 | ||
| 504 | |a Zhu, X.-H., Ando, J., Takagi, M., Ikeda, T., Nohara, T., Six New Withanolide-type Steroids from the Leaves of Solanum cilistum (2001) Chem. Pharm. Bull., 49, pp. 161-164 | ||
| 504 | |a Zhu, X.-H., Ando, J., Takagi, M., Ikeda, T., Yoshimitsu, A.T., Nohara, T., Four Novel Withanolide-type Steroids from the Leaves of Solanum cilistum (2001) Chem. Pharm. Bull., 49, pp. 1440-1443 | ||
| 504 | |a Zhu, X.-H., Takagi, M., Ikeda, T., Midzuki, K., Nohara, T., Withanolide-Type Sterois from Solanum cilistum (2001) Phytochemistry, 56, pp. 741-745 | ||
| 504 | |a (2008) Unpublished data: The species Solanum comptum C.V. Morton and Solanum atropurpureum Schrank were studied by, , Juan C. Oberti and Viviana E. Nicotr | ||
| 504 | |a Hunziker, A.T., Barboza, G., Tribe Jaboroseae (1998) Flora Fanerogámica Argentina, 54, p. 3 | ||
| 504 | |a Moré, M., Cocucci, A.A., Sérsic, A.N., Barboza, G.E., Phylogeny and Floral Trait Evolution in Jaborosa (Solanaceae) (2015) Taxon, 64, pp. 523-534 | ||
| 504 | |a Gill, H.K., Smith, R.W., Whiting, D.A., Ring D Expansion and Aromatization in the Biosynthesis of Nic-1, an Antifeedant Steroid from Nicandra physaloides (1990) J. Chem. Soc., Perkin Trans. 1, pp. 2989-2993 | ||
| 504 | |a Basso, A.V., Nicotra, V.E., Parra, A., Martínez, A., Fernández-Vivas, A., Biotransformation of Salpichrolides A, C, and G by Three Filamentous Fungi (2016) J. Nat. Prod., 79, pp. 1658-1667 | ||
| 504 | |a Damu, A.G., Kuo, P.-C., Su, C.-R., Kuo, T.-H., Chen, T.-H., Bastow, K.F., Lee, K.-H., Wu, T.-S., Isolation, Structures, and Structure-Cytotoxic Activity Relationships of Withanolides and Physalins from Physalis angulata (2007) J. Nat. Prod., 70, pp. 1146-1152 | ||
| 504 | |a Roumy, V., Biabiany, M., Hennebelle, T., Aliouat, E.M., Pottier, M., Joseph, H., Joha, S., Bailleul, F., Antifungal and Cytotoxic Activity of Withanolides from Acnistus arborescens (2010) J. Nat. Prod., 73, pp. 1313-1317 | ||
| 504 | |a Cao, C.-M., Zhang, H., Gallagher, R.J., Day, V.W., Kindscher, K., Grogan, P., II, Cohen, M.S., Timmermann, B.N., Withanolides from Physalis hispida (2014) J. Nat. Prod., 77, pp. 631-639 | ||
| 504 | |a Richmond, V., P Careaga, V., Sacca, P., Calvo, J.C., Maier, M.S., Synthesis and cytotoxic evaluation of four new 6E-hydroximinosteroids (2014) Steroids, 84, pp. 7-10 | ||
| 520 | 3 | |a Twelve Salpichroa taxa have been phytochemically analyzed. From the aerial parts of S. scandens, four known salpichrolides A, C, I, S, and an unreported withanolide named salpichrolide V (1), were isolated. In S. dependens, S. gayi, S. glandulosa subsp. glandulosa, S. glandulosa subps. weddellii, S. leucantha, S. micrantha, S. microloba, S. proboscidea, S. ramosissima, S. tristis var. tristis, and S. weberbauerii, no withanolides were found. The chemical content of ca. 85% of the Salpichroa taxa is in agreement with molecular studies, which suggest that Salpichroa and Jaborosa, a genus considered morphologically close to Salpichroa, are distant in the systematic of the Solanoideae subfamily. Moreover, the in vitro cytotoxic activity of a set of natural salpichrolides and derivatives was examined against two prostate carcinoma cell lines (PC3 and LNCaP) and two human breast cancer cell lines (MCF-7 and T47D). Several compounds showed moderate activity (IC50 = 64.91 – 29.97 μm). © 2017 Wiley-VHCA AG, Zurich, Switzerland |l eng | |
| 593 | |a Facultad de Ciencias Químicas, Instituto Multidisciplinario de Biología Vegetal (IMBIV-CONICET), Universidad Nacional de Córdoba, CC 495, Córdoba, 5000, Argentina | ||
| 593 | |a Museo de Historia Natural, Universidad Privada Antenor Orrego, Trujillo, CC 1075, Peru | ||
| 593 | |a Departamento de Química Orgánica, Unidad de Microanálisis y Métodos Físicos Aplicados a la Química Orgánica (UMYMFOR-CONICET), Facultad de Ciencias, Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria S/N Piso: 3, Ciudad Autónoma de Buenos Aires, C1428EHA, Argentina | ||
| 593 | |a Instituto de Biología y Medicina Experimental (IBYME-CONICET), Vuelta de Obligado 2490, Ciudad Autónoma de Buenos Aires, C1428ADN, Argentina | ||
| 690 | 1 | 0 | |a CHEMOTAXONOMIC MARKERS |
| 690 | 1 | 0 | |a CYTOTOXIC ACTIVITIES |
| 690 | 1 | 0 | |a SALPICHROA |
| 690 | 1 | 0 | |a STRUCTURE ELUCIDATION |
| 690 | 1 | 0 | |a WITHANOLIDES |
| 690 | 1 | 0 | |a 2,3 DIHYDROSALPICROLIDE B |
| 690 | 1 | 0 | |a ANTINEOPLASTIC AGENT |
| 690 | 1 | 0 | |a DOXORUBICIN |
| 690 | 1 | 0 | |a PLANT MEDICINAL PRODUCT |
| 690 | 1 | 0 | |a SALPICHROLIDE A |
| 690 | 1 | 0 | |a SALPICHROLIDE C |
| 690 | 1 | 0 | |a SALPICHROLIDE D |
| 690 | 1 | 0 | |a SALPICHROLIDE G |
| 690 | 1 | 0 | |a SALPICHROLIDE M |
| 690 | 1 | 0 | |a SALPICHROLIDE S |
| 690 | 1 | 0 | |a SALPICHROLIDE T |
| 690 | 1 | 0 | |a SALPICHROLIDE V |
| 690 | 1 | 0 | |a UNCLASSIFIED DRUG |
| 690 | 1 | 0 | |a PLANT MEDICINAL PRODUCT |
| 690 | 1 | 0 | |a ANTINEOPLASTIC ACTIVITY |
| 690 | 1 | 0 | |a ARTICLE |
| 690 | 1 | 0 | |a BREAST CANCER |
| 690 | 1 | 0 | |a CANCER CELL |
| 690 | 1 | 0 | |a CANCER CHEMOTHERAPY |
| 690 | 1 | 0 | |a CELL DENSITY |
| 690 | 1 | 0 | |a CHEMOTAXONOMY |
| 690 | 1 | 0 | |a COLUMN CHROMATOGRAPHY |
| 690 | 1 | 0 | |a COMPARATIVE STUDY |
| 690 | 1 | 0 | |a CONTROLLED STUDY |
| 690 | 1 | 0 | |a CYTOTOXICITY |
| 690 | 1 | 0 | |a DRUG ISOLATION |
| 690 | 1 | 0 | |a HETERONUCLEAR MULTIPLE BOND CORRELATION |
| 690 | 1 | 0 | |a HETERONUCLEAR SINGLE QUANTUM COHERENCE |
| 690 | 1 | 0 | |a HUMAN |
| 690 | 1 | 0 | |a HUMAN CELL |
| 690 | 1 | 0 | |a IN VITRO STUDY |
| 690 | 1 | 0 | |a NUCLEAR OVERHAUSER EFFECT |
| 690 | 1 | 0 | |a PROSTATE CARCINOMA |
| 690 | 1 | 0 | |a PROTON NUCLEAR MAGNETIC RESONANCE |
| 690 | 1 | 0 | |a SALPICHROA |
| 690 | 1 | 0 | |a SALPICHROA DEPENDENS |
| 690 | 1 | 0 | |a SALPICHROA GAYI |
| 690 | 1 | 0 | |a SALPICHROA GLANDULOSA |
| 690 | 1 | 0 | |a SALPICHROA LEUCANTHA |
| 690 | 1 | 0 | |a SALPICHROA MICRANTHA |
| 690 | 1 | 0 | |a SALPICHROA MICROLOBA |
| 690 | 1 | 0 | |a SALPICHROA PROBOSCIDEA |
| 690 | 1 | 0 | |a SALPICHROA RAMOSISSIMA |
| 690 | 1 | 0 | |a SALPICHROA SCANDENS |
| 690 | 1 | 0 | |a SALPICHROA TRISTIS |
| 690 | 1 | 0 | |a SALPICHROA WEBERBAUERII |
| 690 | 1 | 0 | |a SOLANACEAE |
| 690 | 1 | 0 | |a THIN LAYER CHROMATOGRAPHY |
| 690 | 1 | 0 | |a ULTRAVIOLET SPECTROPHOTOMETRY |
| 690 | 1 | 0 | |a BREAST TUMOR |
| 690 | 1 | 0 | |a CELL SURVIVAL |
| 690 | 1 | 0 | |a CHEMISTRY |
| 690 | 1 | 0 | |a DRUG EFFECTS |
| 690 | 1 | 0 | |a DRUG SCREENING |
| 690 | 1 | 0 | |a FEMALE |
| 690 | 1 | 0 | |a ISOLATION AND PURIFICATION |
| 690 | 1 | 0 | |a MALE |
| 690 | 1 | 0 | |a MCF-7 CELL LINE |
| 690 | 1 | 0 | |a METABOLISM |
| 690 | 1 | 0 | |a PATHOLOGY |
| 690 | 1 | 0 | |a PROSTATE TUMOR |
| 690 | 1 | 0 | |a SOLANACEAE |
| 690 | 1 | 0 | |a TUMOR CELL LINE |
| 690 | 1 | 0 | |a BREAST NEOPLASMS |
| 690 | 1 | 0 | |a CELL LINE, TUMOR |
| 690 | 1 | 0 | |a CELL SURVIVAL |
| 690 | 1 | 0 | |a CHROMATOGRAPHY, THIN LAYER |
| 690 | 1 | 0 | |a DRUG SCREENING ASSAYS, ANTITUMOR |
| 690 | 1 | 0 | |a FEMALE |
| 690 | 1 | 0 | |a HUMANS |
| 690 | 1 | 0 | |a MALE |
| 690 | 1 | 0 | |a MCF-7 CELLS |
| 690 | 1 | 0 | |a PHYTOCHEMICALS |
| 690 | 1 | 0 | |a PROSTATIC NEOPLASMS |
| 690 | 1 | 0 | |a SOLANACEAE |
| 700 | 1 | |a Leiva González, S. | |
| 700 | 1 | |a Barboza, G.E. | |
| 700 | 1 | |a Careaga, V.P. | |
| 700 | 1 | |a Calvo, J.C. | |
| 700 | 1 | |a Sacca, P.A. | |
| 700 | 1 | |a Nicotra, V.E. | |
| 773 | 0 | |d Wiley-VCH Verlag, 2017 |g v. 14 |k n. 8 |p Chem. Biodiversity |x 16121872 |t Chemistry and Biodiversity | |
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