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0025181375
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Digitalis: Its mode of action, receptor and structure activity relationships
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Academic Press: New York
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0002877757
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+-ATPase
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3
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0029832375
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In search of ideal inotropic steroids: Recent progress
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Status and prospect of current inotropic agents
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Synthesis and biological activity of semisynthetic digitalis analogs
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7
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15444354114
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note
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1a
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8
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0030969923
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Synthesis and structure - Activity relationships of 17β-substituted 14β-hydroxysteroid 3-(α-L-rhamnopyranoside)s: Steroids that bind to the digitalis receptor
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Templeton, J. F.; Ling Y.; Marat, K.; La Bella, F. S. Synthesis and structure - activity relationships of 17β-substituted 14β-hydroxysteroid 3-(α-L-rhamnopyranoside)s: steroids that bind to the digitalis receptor. J. Med. Chem 1997, 40, 1439-1446.
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Templeton, J.F.1
Ling, Y.2
Marat, K.3
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9
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0021828722
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The lead structure in cardiac glycosides is 5β,14β-androstane-3β,14-diol
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(a) Schönfeld, W.; Weiland, J.; Lindig, C.; Masnyk, M.; Kabat, M. M.; Kurek, A.; Wicha, J.; Repke, K. R. H. The lead structure in cardiac glycosides is 5β,14β-androstane-3β,14-diol. Naunyn-Schmiedeberg's Arch. Pharmacol. 1985, 329, 414-426.
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Schönfeld, W.1
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Kabat, M.M.5
Kurek, A.6
Wicha, J.7
Repke, K.R.H.8
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11
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0025736572
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Chemical models for the chemical nature of endogenous digitalis
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Repke, K. R. H.; Weiland, J.; Menkes, K. H. Chemical models for the chemical nature of endogenous digitalis. J. Enzyme Inhib. 1991, 5, 25-32.
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Repke, K.R.H.1
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12
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0029761594
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+-ATPase receptor
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+-ATPase receptor. J. Med. Chem. 1996, 39, 3385-3393.
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Quadri, L.1
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Folpini, E.4
Mabilia, M.5
Melloni, P.6
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13
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15444357638
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+-ATPase and positive inotropic activity
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Turin, Italy, Sept. 23-26, Poster no. A63
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+-ATPase and positive inotropic activity. First Italian-Swiss Meeting on Medicinal Chemistry, Turin, Italy, Sept. 23-26, 1997, Poster no. A63.
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First Italian-Swiss Meeting on Medicinal Chemistry
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Cerri, A.1
Benicchio, A.2
Ferrari, P.3
Folpini, E.4
Micheletti, R.5
Melloni, P.6
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14
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0030808707
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+-ATPase receptor
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+-ATPase receptor. J. Med. Chem. 1997, 40, 3484-3488.
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Cerri, A.1
Serra, F.2
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Padoani, G.5
Melloni, P.6
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17
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0022632827
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+-ATPase?
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+-ATPase? Mol. Pharm. 1986, 29, 270-274.
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Griffin, D.J.1
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Ahmed, K.3
From, A.H.L.4
Hashimoto, T.5
Rathore, H.6
Fullerton, D.S.7
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18
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0030273211
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Digitalis-like compounds: Synthesis and biological evaluation of seco-D and D-homo derivatives
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Gobbini, M.; Benicchio, A.; Marazzi, G.; Padoani, G.; Torri, M.; Melloni, P. Digitalis-like compounds: synthesis and biological evaluation of seco-D and D-homo derivatives. Steroids 1996, 61, 572-582.
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Gobbini, M.1
Benicchio, A.2
Marazzi, G.3
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Melloni, P.6
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19
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15444343127
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note
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50 = 100 μM).
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20
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0016130950
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Cardenolide analogs. V. Cardiotonic activity of semisynthetic analogs of digitoxigenin
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(a) Thomas, R.; Boutagy, J.; Gelbart, A. Cardenolide analogs. V. Cardiotonic activity of semisynthetic analogs of digitoxigenin. J. Pharmacol. Exp. Ther. 1974, 191, 219-231. In this paper, the 17α-acrylonitrile is reported to be a weak positive inotropic compound (0.04 relative potency vs digitoxigenin).
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Thomas, R.1
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21
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0006496032
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Cardenolide analogues III. Synthesis of C17α- and C17β-(α,β-unsaturated) esters, ketones, nitriles and related derivatives from digitoxigenin
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(b) Thomas, R.; Boutagy, J.; Gelbart, A. Cardenolide analogues III. Synthesis of C17α-and C17β-(α,β-unsaturated) esters, ketones, nitriles and related derivatives from digitoxigenin. Aust. J. Pharm. Sci. 1973, NS2, 9-20.
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Thomas, R.1
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22
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0017102951
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Cardenolide analogues. 1. a 17β-unsaturated aldehyde
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Fullerton, D. S.; Pankaskie, M. C.; Ahmed, K.; From, A. H. L. Cardenolide analogues. 1. A 17β-unsaturated aldehyde. J. Med. Chem 1976, 19, 1330-1333.
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Fullerton, D.S.1
Pankaskie, M.C.2
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From, A.H.L.4
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23
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0016746023
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Cardiotonic steroids: Correlation of sodium-potassium adenosine triphosphate inhibition and ionic transport in vitro with inotropic activity and toxicity in dogs
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Some biological properties of compound 5 have already been reported in the literature, but, to the best of our knowledge, its preparation and chemical properties have not appeared yet. Beard, N. A.; Rouse, W.; Somerville, A. R. Cardiotonic steroids: correlation of sodium-potassium adenosine triphosphate inhibition and ionic transport in vitro with inotropic activity and toxicity in dogs. Br. J. Pharm. 1975, 54, 65-74.
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Beard, N.A.1
Rouse, W.2
Somerville, A.R.3
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24
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0030990878
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An expeditious route to 3β,14β-dihydroxy-5β-androstane-17β-carboxaldehyde
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Gobbini, M.; Torri, M. An expeditious route to 3β,14β-dihydroxy-5β-androstane-17β-carboxaldehyde. Synth. Commun. 1997, 27, 1115-22.
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Gobbini, M.1
Torri, M.2
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25
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37049080243
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Synthesis of 3β,14-dihydroxy-5β,14β-pregnan-20-one C3-derivatives: Ozonolysis of digitoxin and digitoxigenin and their derivatives followed by zinc-acetic acid reduction to the C-21 methyl ketone
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Templeton, J. F.; Ling Y.; Jin, J.; Boehmer, M. A., Zeglam, T. H.; La Bella, F. S. Synthesis of 3β,14-dihydroxy-5β,14β-pregnan-20-one C3-derivatives: ozonolysis of digitoxin and digitoxigenin and their derivatives followed by zinc-acetic acid reduction to the C-21 methyl ketone. J. Chem. Soc., Perkin Trans. 1 1991, 4, 823-29.
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Templeton, J.F.1
Ling, Y.2
Jin, J.3
Boehmer, M.A.4
Zeglam, T.H.5
La Bella, F.S.6
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26
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0013947215
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The synthesis of digitoxigenin
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Danieli, N.; Mazur, Y.; Sondheimer, F. The synthesis of digitoxigenin. Tetrahedron 1966, 22, 3189-3193.
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Tetrahedron
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Danieli, N.1
Mazur, Y.2
Sondheimer, F.3
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27
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15444338822
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note
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2
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28
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0021961858
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1H-NMR method
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1H-NMR method. Eur. J. Med. Chem. 1985, 20, 9-15.
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Hintsche, R.1
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Repke, K.R.H.6
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29
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0003942864
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J. Wiley & Sons: New York
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2 = +82°), due to the significantly lower population, a decrease in potency compared to digitoxigenin could have been anticipated. Also the favored s-trans conformation of the (C=C-C=O) fragment is consistent with experimental data. See: Eliel, E. L.; Wilen, S. H. Stereochemistry of Organic Compounds; J. Wiley & Sons: New York, 1994; p 622.
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Stereochemistry of Organic Compounds
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Eliel, E.L.1
Wilen, S.H.2
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30
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15444352434
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note
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11,26
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-
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31
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0016184723
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+-ATPase. III. Purification from the outer medula of mammalian kidney after selective removal of membrane components by sodium dodecylsulphate
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+-ATPase. III. Purification from the outer medula of mammalian kidney after selective removal of membrane components by sodium dodecylsulphate. Biochim. Biophys. Acta 1974, 356, 36-52.
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Jørghensen, P.L.1
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32
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0021232444
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+-ATPaSe for different digitalis derivatives
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+-ATPaSe for different digitalis derivatives. Arzneim. Forsch. 1984, 34, 1314.
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Brown, L.1
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34
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15444340719
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Synthesis and biological evaluation of seco-D digitalis-like compounds
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Las Vegas, Nevada, Sept. 7-11, Abstracts of Papers, Part 1, MEDI 033
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Gobbini, M.; De Munari, S.; Fedrizzi, G.; Padoani, G.; Santagostino, M.; Torri, M.; Melloni, P. Synthesis and biological evaluation of seco-D digitalis-like compounds. 214th ACS National Meeting, Las Vegas, Nevada, Sept. 7-11, 1997, Abstracts of Papers, Part 1, MEDI 033.
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214th ACS National Meeting
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Gobbini, M.1
De Munari, S.2
Fedrizzi, G.3
Padoani, G.4
Santagostino, M.5
Torri, M.6
Melloni, P.7
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35
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0000440488
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Steroids and related products. XXV. Cardiotonic steroids. II. The synthesis of 17β-substituted 14(15)-unsaturated steroids of the A/B-cis series. Part I
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Bach, G.; Capitaine, J.; Engel, C. H. Steroids and related products. XXV. Cardiotonic steroids. II. The synthesis of 17β-substituted 14(15)-unsaturated steroids of the A/B-cis series. Part I. Can. J. Chem. 1968, 46, 733-749.
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Bach, G.1
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36
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33845378961
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Zinc-modified cyanoborohydride as a selective reducing agent
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Kim, S.1
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