-
3
-
-
0030813593
-
Porrigenins A and B, novel cytotoxic and antiproliferative sapogenins isolated from Allium porrum
-
Carotenuto A., Fattorusso E., Lanzotti V., Magno S., De Feo V., Carnuccio R., et al. Porrigenins A and B, novel cytotoxic and antiproliferative sapogenins isolated from Allium porrum. J Nat Prod 60 (1997) 1003-1007
-
(1997)
J Nat Prod
, vol.60
, pp. 1003-1007
-
-
Carotenuto, A.1
Fattorusso, E.2
Lanzotti, V.3
Magno, S.4
De Feo, V.5
Carnuccio, R.6
-
4
-
-
0031550830
-
12-Keto-porrigenin and the unique 2,3-seco-porrigenin, new antiproliferative sapogenins from Allium porrum
-
Carotenuto A., Fattorusso E., Lanzotti V., Magno S., Carnuccio R., and D'Acquisto F. 12-Keto-porrigenin and the unique 2,3-seco-porrigenin, new antiproliferative sapogenins from Allium porrum. Tetrahedron 53 (1997) 3401-3406
-
(1997)
Tetrahedron
, vol.53
, pp. 3401-3406
-
-
Carotenuto, A.1
Fattorusso, E.2
Lanzotti, V.3
Magno, S.4
Carnuccio, R.5
D'Acquisto, F.6
-
5
-
-
8844280276
-
Induction of antiproliferative effect by diosgenin through activation of p53, release of apoptosis-inducing factor (AIF) and modulation of caspase-3 activity in different human cancer cells
-
Corbiere C., Liagre B., Terro F., and Beneytout J.L. Induction of antiproliferative effect by diosgenin through activation of p53, release of apoptosis-inducing factor (AIF) and modulation of caspase-3 activity in different human cancer cells. Cell Res 14 (2004) 188-196
-
(2004)
Cell Res
, vol.14
, pp. 188-196
-
-
Corbiere, C.1
Liagre, B.2
Terro, F.3
Beneytout, J.L.4
-
6
-
-
0642348024
-
Different contribution of apoptosis to the antiproliferative effects of diosgenin and other plant steroids, hecogenin and tigogenin, on human 1547 osteosarcoma cells
-
Corbiere C., Liagre B., Bianchi A., Bordji K., Dauca M., Netter P., et al. Different contribution of apoptosis to the antiproliferative effects of diosgenin and other plant steroids, hecogenin and tigogenin, on human 1547 osteosarcoma cells. Int J Oncol 22 (2003) 899-905
-
(2003)
Int J Oncol
, vol.22
, pp. 899-905
-
-
Corbiere, C.1
Liagre, B.2
Bianchi, A.3
Bordji, K.4
Dauca, M.5
Netter, P.6
-
7
-
-
4043124898
-
Diosgenin, a steroid saponin of Trigonella foenum graecum (Fenugreek), inhibits azoxymethane-induced aberrant crypt foci formation in F344 rats and induces apoptosis in HT-29 human colon cancer cells
-
Raju J., Patlolla J.M.R., Swamy M.V., and Rao C.V. Diosgenin, a steroid saponin of Trigonella foenum graecum (Fenugreek), inhibits azoxymethane-induced aberrant crypt foci formation in F344 rats and induces apoptosis in HT-29 human colon cancer cells. Cancer Epidemiol Biomarkers Prev 13 (2004) 1392-1398
-
(2004)
Cancer Epidemiol Biomarkers Prev
, vol.13
, pp. 1392-1398
-
-
Raju, J.1
Patlolla, J.M.R.2
Swamy, M.V.3
Rao, C.V.4
-
8
-
-
12844273499
-
Diosgenin, a plant steroid, induces apoptosis in human rheumatoid arthritis synoviocytes with cyclooxygenase-2 overexpression
-
Liagre B., Vergne-Salle P., Corbiere C., Charissoux J.L., and Beneytout J.L. Diosgenin, a plant steroid, induces apoptosis in human rheumatoid arthritis synoviocytes with cyclooxygenase-2 overexpression. Arthtritis Res Ther 6 (2004) R373-R383
-
(2004)
Arthtritis Res Ther
, vol.6
-
-
Liagre, B.1
Vergne-Salle, P.2
Corbiere, C.3
Charissoux, J.L.4
Beneytout, J.L.5
-
10
-
-
0017235864
-
Stereospecific conversion of diosgenin to α-ecdysone
-
Lee E., Liu Y.T., Solomon P.H., and Nakanishi K. Stereospecific conversion of diosgenin to α-ecdysone. J Am Chem Soc 98 (1976) 1634-1635
-
(1976)
J Am Chem Soc
, vol.98
, pp. 1634-1635
-
-
Lee, E.1
Liu, Y.T.2
Solomon, P.H.3
Nakanishi, K.4
-
12
-
-
0035819726
-
Spirostanic analogues of teasterone. Synthesis, characterization and biological activity of laxogenin, (23S)-hydroxylaxogenin and 23-ketolaxogenin (23-oxolaxogenin)
-
Iglesias-Arteaga M.A., Pérez-Gil R., Pérez-Martínez C.S., and Coll-Manchado F. Spirostanic analogues of teasterone. Synthesis, characterization and biological activity of laxogenin, (23S)-hydroxylaxogenin and 23-ketolaxogenin (23-oxolaxogenin). J Chem Soc Perkin Trans 1 (2001) 261-266
-
(2001)
J Chem Soc Perkin Trans
, vol.1
, pp. 261-266
-
-
Iglesias-Arteaga, M.A.1
Pérez-Gil, R.2
Pérez-Martínez, C.S.3
Coll-Manchado, F.4
-
14
-
-
0000175382
-
(22R,25R)-5α-furostan-2α,3α,26-triol
-
Iglesias-Arteaga M.A., Pérez-Gil R., Leliebre-Lara V., Pérez-Martínez C.S., and Coll-Manchado F. (22R,25R)-5α-furostan-2α,3α,26-triol. J Chem Res (S) (1996) 504-505
-
(1996)
J Chem Res (S)
, pp. 504-505
-
-
Iglesias-Arteaga, M.A.1
Pérez-Gil, R.2
Leliebre-Lara, V.3
Pérez-Martínez, C.S.4
Coll-Manchado, F.5
-
15
-
-
0141779006
-
Synthesis of (22R,25R)-2α,3α, 26-trihydroxy-5α-furostan-6-one
-
Iglesias-Arteaga M.A., Pérez-Gil R., Leliebre-Lara V., Pérez-Martínez C.S., and Coll-Manchado F. Synthesis of (22R,25R)-2α,3α, 26-trihydroxy-5α-furostan-6-one. Synth Commun 28 (1998) 1779-1784
-
(1998)
Synth Commun
, vol.28
, pp. 1779-1784
-
-
Iglesias-Arteaga, M.A.1
Pérez-Gil, R.2
Leliebre-Lara, V.3
Pérez-Martínez, C.S.4
Coll-Manchado, F.5
-
16
-
-
2642679254
-
Synthesis of (22R,25R)-3β,26-dihydroxy-5α-furostan-6-one
-
Iglesias-Arteaga M.A., Pérez-Gil R., Leliebre-Lara V., Pérez-Martínez C.S., Rosado A., and Coll-Manchado F. Synthesis of (22R,25R)-3β,26-dihydroxy-5α-furostan-6-one. Synth Commun 28 (1998) 1381-1386
-
(1998)
Synth Commun
, vol.28
, pp. 1381-1386
-
-
Iglesias-Arteaga, M.A.1
Pérez-Gil, R.2
Leliebre-Lara, V.3
Pérez-Martínez, C.S.4
Rosado, A.5
Coll-Manchado, F.6
-
17
-
-
35348956450
-
Synthesis and biological activity of furostanic analogues of brassinosteroids bearing the 5α-hydroxy-6-oxo moiety
-
Romero-Avila M., de Dios-Bravo M.G., Mendez-Stivalet J.M., Rodríguez-Sotres R., and Iglesias-Arteaga M.A. Synthesis and biological activity of furostanic analogues of brassinosteroids bearing the 5α-hydroxy-6-oxo moiety. Steroids 72 (2007) 955-959
-
(2007)
Steroids
, vol.72
, pp. 955-959
-
-
Romero-Avila, M.1
de Dios-Bravo, M.G.2
Mendez-Stivalet, J.M.3
Rodríguez-Sotres, R.4
Iglesias-Arteaga, M.A.5
-
18
-
-
0038268820
-
Approaches towards the synthesis of cephalostatins, ritterazines and saponins from Ornithogalum saundersiae-new natural products with cytostatic activity
-
Gryszkiewicz-Wojtkielewicz A., Jastrzêbska I., Morzycki J.W., and Romanowska D.B. Approaches towards the synthesis of cephalostatins, ritterazines and saponins from Ornithogalum saundersiae-new natural products with cytostatic activity. Curr Org Chem 7 (2003) 1257-1267
-
(2003)
Curr Org Chem
, vol.7
, pp. 1257-1267
-
-
Gryszkiewicz-Wojtkielewicz, A.1
Jastrzêbska, I.2
Morzycki, J.W.3
Romanowska, D.B.4
-
20
-
-
37049069376
-
Lewis acid-mediated isomerisation of (25R)-3β-acetoxy-5α-spirostan-23-one, a C-22 spiroacetal: an approach to the synthesis of C-23 spiroacetal steroidal sapogenins
-
Hernández R., Marrero-Tellado J.J., Prout K., and Suárez E. Lewis acid-mediated isomerisation of (25R)-3β-acetoxy-5α-spirostan-23-one, a C-22 spiroacetal: an approach to the synthesis of C-23 spiroacetal steroidal sapogenins. J Chem Soc Chem Commun (1992) 275-277
-
(1992)
J Chem Soc Chem Commun
, pp. 275-277
-
-
Hernández, R.1
Marrero-Tellado, J.J.2
Prout, K.3
Suárez, E.4
-
21
-
-
0032483561
-
Stereospecific synthesis of 1,6-dioxadecalins and 2,2′-linked ditetrahydrofurans by rearrangement of steroidal spiroacetals
-
Betancor C., Dorta R.L., Freire R., Martin A., Prange T., and Suárez E. Stereospecific synthesis of 1,6-dioxadecalins and 2,2′-linked ditetrahydrofurans by rearrangement of steroidal spiroacetals. J Org Chem 63 (1998) 6355-6362
-
(1998)
J Org Chem
, vol.63
, pp. 6355-6362
-
-
Betancor, C.1
Dorta, R.L.2
Freire, R.3
Martin, A.4
Prange, T.5
Suárez, E.6
-
22
-
-
0033518065
-
Consequences of acid catalysis in concurrent ring opening and halogenation of spiroketals
-
LaCour T.G., Tong Z., and Fuchs P.L. Consequences of acid catalysis in concurrent ring opening and halogenation of spiroketals. Org Lett 1 (1999) 1815-1818
-
(1999)
Org Lett
, vol.1
, pp. 1815-1818
-
-
LaCour, T.G.1
Tong, Z.2
Fuchs, P.L.3
-
23
-
-
0037414499
-
Total synthesis of methyl protodioscin: a potent agent with antitumor activity
-
Cheng M.S., Wang Q.L., Tian Q., Song H.Y., Liu Y.X., Li Q., et al. Total synthesis of methyl protodioscin: a potent agent with antitumor activity. J Org Chem 68 (2003) 3658-3662
-
(2003)
J Org Chem
, vol.68
, pp. 3658-3662
-
-
Cheng, M.S.1
Wang, Q.L.2
Tian, Q.3
Song, H.Y.4
Liu, Y.X.5
Li, Q.6
-
24
-
-
0037325875
-
Regioselective cleavage of rings E and F in sarsasapogenin
-
Sandoval-Ramírez J., Meza-Reyes S., del Río R.E., Hernández-Linares G., Suárez-Rojas A., Rincón S., et al. Regioselective cleavage of rings E and F in sarsasapogenin. Steroids 68 (2003) 199-204
-
(2003)
Steroids
, vol.68
, pp. 199-204
-
-
Sandoval-Ramírez, J.1
Meza-Reyes, S.2
del Río, R.E.3
Hernández-Linares, G.4
Suárez-Rojas, A.5
Rincón, S.6
-
25
-
-
23944456408
-
β-Alkoxy-α,β-unsaturated ketone systems in steroidal frameworks, and their conversion to 23,24-bisnorcholane lactones
-
Meza-Reyes S., Sandoval-Ramírez J., Montiel-Smith S., Hernández-Linares G., Viñas-Bravo O., Martínez-Pascual R., et al. β-Alkoxy-α,β-unsaturated ketone systems in steroidal frameworks, and their conversion to 23,24-bisnorcholane lactones. Arkivoc VI (2005) 307-320
-
(2005)
Arkivoc
, vol.VI
, pp. 307-320
-
-
Meza-Reyes, S.1
Sandoval-Ramírez, J.2
Montiel-Smith, S.3
Hernández-Linares, G.4
Viñas-Bravo, O.5
Martínez-Pascual, R.6
-
26
-
-
28444499955
-
New bisfuran derivative from sarsasapogenin: an X-ray and NMR analysis
-
López L., Santillán R., and Farfán N. New bisfuran derivative from sarsasapogenin: an X-ray and NMR analysis. Steroids 71 (2006) 12-17
-
(2006)
Steroids
, vol.71
, pp. 12-17
-
-
López, L.1
Santillán, R.2
Farfán, N.3
-
27
-
-
3042588280
-
Rearrangement of 23-oxospirostanes to the 22-oxo-23-spiroketal isomers promoted by Lewis acids-X-ray crystal structure of (23R,25S)-3β-acetoxy-16β,23:23,26-diepoxy-5β-cholestan-22-one
-
Cyranski M.K., Frelek J., Jastrzebska I., and Morzycki J.W. Rearrangement of 23-oxospirostanes to the 22-oxo-23-spiroketal isomers promoted by Lewis acids-X-ray crystal structure of (23R,25S)-3β-acetoxy-16β,23:23,26-diepoxy-5β-cholestan-22-one. Steroids 69 (2004) 395-400
-
(2004)
Steroids
, vol.69
, pp. 395-400
-
-
Cyranski, M.K.1
Frelek, J.2
Jastrzebska, I.3
Morzycki, J.W.4
-
29
-
-
0035920749
-
Novel transformation of 23-bromosapogenins. Synthesis of (22S,23R)-22-hydroxy-23,26-epoxyfurostanes
-
Morzycki J.W., and Jastrzebska I. Novel transformation of 23-bromosapogenins. Synthesis of (22S,23R)-22-hydroxy-23,26-epoxyfurostanes. Tetrahedron Lett. 42 (2001) 5989-5991
-
(2001)
Tetrahedron Lett.
, vol.42
, pp. 5989-5991
-
-
Morzycki, J.W.1
Jastrzebska, I.2
-
30
-
-
0037019974
-
An assisted solvolysis of 23-spirostanyl bromides and tosylates. A new rearrangement of spirostanes to the bisfuran systems
-
Anulewicz-Ostrowska R., Morzycki J.W., Jastrzebska I., and Wojcik J. An assisted solvolysis of 23-spirostanyl bromides and tosylates. A new rearrangement of spirostanes to the bisfuran systems. J. Org. Chem. 67 (2002) 6916-6924
-
(2002)
J. Org. Chem.
, vol.67
, pp. 6916-6924
-
-
Anulewicz-Ostrowska, R.1
Morzycki, J.W.2
Jastrzebska, I.3
Wojcik, J.4
-
31
-
-
2942544735
-
Abnormal Beckmann rearrangement in 23-hydroxyiminodiosgenin acetate
-
Iglesias-Arteaga M.A., Sandoval-Ramírez J., Mata-Esma M.Y., Viñas-Bravo O., and Bernès S. Abnormal Beckmann rearrangement in 23-hydroxyiminodiosgenin acetate. Tetrahedron Lett. 45 (2004) 4921-4926
-
(2004)
Tetrahedron Lett.
, vol.45
, pp. 4921-4926
-
-
Iglesias-Arteaga, M.A.1
Sandoval-Ramírez, J.2
Mata-Esma, M.Y.3
Viñas-Bravo, O.4
Bernès, S.5
-
33
-
-
22944476753
-
Unusual Baeyer-Villiger oxidation of 23-oxosarsasapogenin acetate
-
Jastrzêbska I., and Morzycki J.W. Unusual Baeyer-Villiger oxidation of 23-oxosarsasapogenin acetate. Polish J Chem 79 (2005) 1245-1248
-
(2005)
Polish J Chem
, vol.79
, pp. 1245-1248
-
-
Jastrzêbska, I.1
Morzycki, J.W.2
-
34
-
-
35748947271
-
-
Morzycki J.W., López Y., Płoszyńska J., Santillan R., Siergiejczyk L., and Sobkowiak A. J Electroanal Chem 610 (2007) 205-210
-
(2007)
J Electroanal Chem
, vol.610
, pp. 205-210
-
-
Morzycki, J.W.1
López, Y.2
Płoszyńska, J.3
Santillan, R.4
Siergiejczyk, L.5
Sobkowiak, A.6
-
35
-
-
19944369761
-
The Baeyer-Villiger reaction of 23-oxosapogenins
-
Iglesias-Arteaga M.A., Velázquez-Huerta G.A., Méndez-Stivalet J.M., Galano A., and Álvarez-Idaboy J.R. The Baeyer-Villiger reaction of 23-oxosapogenins. Arkivoc VI (2005) 109-126
-
(2005)
Arkivoc
, vol.VI
, pp. 109-126
-
-
Iglesias-Arteaga, M.A.1
Velázquez-Huerta, G.A.2
Méndez-Stivalet, J.M.3
Galano, A.4
Álvarez-Idaboy, J.R.5
-
36
-
-
27744553024
-
Favorskii rearrangement of 23-oxo-3-epi-smilagenin acetate induced by iodosobenzene
-
Iglesias-Arteaga M.A., and Velázquez-Huerta G.A. Favorskii rearrangement of 23-oxo-3-epi-smilagenin acetate induced by iodosobenzene. Tetrahedron Lett. 46 (2005) 6897-6899
-
(2005)
Tetrahedron Lett.
, vol.46
, pp. 6897-6899
-
-
Iglesias-Arteaga, M.A.1
Velázquez-Huerta, G.A.2
-
37
-
-
33645990619
-
Reactions of sapogenins with m-chloroperoxybenzoic acid catalyzed by Lewis acids
-
Iglesias-Arteaga M.A., Jastrzêbska I., and Morzycki J.W. Reactions of sapogenins with m-chloroperoxybenzoic acid catalyzed by Lewis acids. Polish J Chem 80 (2006) 667-671
-
(2006)
Polish J Chem
, vol.80
, pp. 667-671
-
-
Iglesias-Arteaga, M.A.1
Jastrzêbska, I.2
Morzycki, J.W.3
-
38
-
-
33745213124
-
2O induced Beckmann rearrangement of 23-hydroxyiminosapogenins. A shortcut to bisnorcholanic lactones
-
2O induced Beckmann rearrangement of 23-hydroxyiminosapogenins. A shortcut to bisnorcholanic lactones. Tetrahedron Lett. 47 (2006) 5351-5353
-
(2006)
Tetrahedron Lett.
, vol.47
, pp. 5351-5353
-
-
Iglesias-Arteaga, M.A.1
Alvarado-Nuño, A.A.2
-
39
-
-
33749515227
-
One-step axial acetoxylation at C-23. A new method for the functionalization of the side chain of steroid sapogenins
-
Iglesias-Arteaga M.A., and Arcos-Ramos R.O. One-step axial acetoxylation at C-23. A new method for the functionalization of the side chain of steroid sapogenins. Tetrahedron Lett. 47 (2006) 8029-8031
-
(2006)
Tetrahedron Lett.
, vol.47
, pp. 8029-8031
-
-
Iglesias-Arteaga, M.A.1
Arcos-Ramos, R.O.2
-
41
-
-
0000026968
-
Carbon-13 NMR spectra of 5β-steroidal sapogenins. Reassignment of the F-ring carbon signals of (25S)-spirostans
-
Tori K., Seo S., Yoshihiro T., and Nishikawa J. Carbon-13 NMR spectra of 5β-steroidal sapogenins. Reassignment of the F-ring carbon signals of (25S)-spirostans. Tetrahedron Lett 22 (1981) 2405-2408
-
(1981)
Tetrahedron Lett
, vol.22
, pp. 2405-2408
-
-
Tori, K.1
Seo, S.2
Yoshihiro, T.3
Nishikawa, J.4
-
42
-
-
46549094776
-
Carbon-13 NMR spectroscopy of steroidal sapogenins and steroidal saponins
-
Agrawal P.K., Jain D.C., Gupta R.K., and Thakur R.S. Carbon-13 NMR spectroscopy of steroidal sapogenins and steroidal saponins. Phytochemistry 24 (1985) 2479-2496
-
(1985)
Phytochemistry
, vol.24
, pp. 2479-2496
-
-
Agrawal, P.K.1
Jain, D.C.2
Gupta, R.K.3
Thakur, R.S.4
-
43
-
-
84994936401
-
NMR Spectroscopy of steroidal sapogenins and steroidal saponins: an update
-
Agrawal P.K., Jain D.C., and Pathak A.K. NMR Spectroscopy of steroidal sapogenins and steroidal saponins: an update. Magn Reson Chem 33 (1995) 923-953
-
(1995)
Magn Reson Chem
, vol.33
, pp. 923-953
-
-
Agrawal, P.K.1
Jain, D.C.2
Pathak, A.K.3
-
45
-
-
0031594622
-
1H NMR chemical shifts of ring F resonances on the orientation of the 27-methyl group of spirostane-type steroidal sapogenins
-
1H NMR chemical shifts of ring F resonances on the orientation of the 27-methyl group of spirostane-type steroidal sapogenins. Phytochemistry 47 (1998) 255-257
-
(1998)
Phytochemistry
, vol.47
, pp. 255-257
-
-
Agrawal, P.K.1
Morris, G.A.2
Bunsawansong, D.3
-
47
-
-
0242522145
-
25R/25S stereochemistry of spirostane-type steroidal sapogenins and steroidal saponins via chemical shift of geminal protons of ring-F
-
Agrawal P.K. 25R/25S stereochemistry of spirostane-type steroidal sapogenins and steroidal saponins via chemical shift of geminal protons of ring-F. Magn Reson Chem 41 (2003) 965-968
-
(2003)
Magn Reson Chem
, vol.41
, pp. 965-968
-
-
Agrawal, P.K.1
-
48
-
-
41549083435
-
-
note
-
All NMR spectra were recorded at room temperature using a Varian Unity INOVA spectrometer operating at resonance frequencies of 400 and 100 MHz for 1H and 13C nuclei, respectively. Samples were prepared in 0.5 mm tubes by dissolving the steroid (50 mg) in CDCl3 (0.5 ml). The references employed were TMS for 1H experiments and the CDCl3 signal at 77.0 ppm for 13C experiments. 1H and 13C spectra were processed and displayed using the NMR processing system MestReC v. 4.9.9.6. www.mertrelab.com.
-
-
-
-
49
-
-
84988129057
-
Optimization of parameters for semiempirical methods. I. Method
-
Optimized geometries of the side chains fragment were obtained using PM3 implemented in, MOPAC 6.00, QCPE 455, 1990
-
Optimized geometries of the side chains fragment were obtained using PM3 implemented in, MOPAC 6.00, QCPE 455, 1990. Stewart J.J.P. Optimization of parameters for semiempirical methods. I. Method. J Comput Chem 10 (1989) 209-220
-
(1989)
J Comput Chem
, vol.10
, pp. 209-220
-
-
Stewart, J.J.P.1
-
50
-
-
41549130026
-
-
All molecular graphics displayed with HyperChem v. 5.02 for Windows 95/NT. HyperCube; 1997.
-
All molecular graphics displayed with HyperChem v. 5.02 for Windows 95/NT. HyperCube; 1997.
-
-
-
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