-
1
-
-
77956844792
-
Design and Synthesis of S-Adenosylhomocysteine Hydrolase Inhibitors as Broad-Spectrum Antiviral Agents
-
De Clercq, E., Ed; JAI Press: Greenwich, CT
-
(a) Yuan, C.-S.; Liu, S.; Wnuk, S. F.; Robins, M. J.; Borchardt, R. T. Design and Synthesis of S-Adenosylhomocysteine Hydrolase Inhibitors as Broad-Spectrum Antiviral Agents. In Advances in Antiviral Drug Design; De Clercq, E., Ed; JAI Press: Greenwich, CT, 1996; Vol. 2, pp 41-88.
-
(1996)
Advances in Antiviral Drug Design
, vol.2
, pp. 41-88
-
-
Yuan, C.-S.1
Liu, S.2
Wnuk, S.F.3
Robins, M.J.4
Borchardt, R.T.5
-
2
-
-
0034570259
-
Structure and function of S-adenosylhomocysteine hydrolase
-
(b) Turner, M. A.; Yang, X.; Yin, D.; Kuczera, K.; Borchardt, R. T.; Howell, P. L. Structure and function of S-adenosylhomocysteine hydrolase. Cell Biochem. Biophys. 2000, 33, 101-125.
-
(2000)
Cell Biochem. Biophys.
, vol.33
, pp. 101-125
-
-
Turner, M.A.1
Yang, X.2
Yin, D.3
Kuczera, K.4
Borchardt, R.T.5
Howell, P.L.6
-
3
-
-
0032872067
-
Recent advances in S-adenosyl-L-homocysteine hydrolase inhibitors and their potential clinical applications
-
Yuan, C.-S.; Saso, Y.; Lazarides, E.; Borchardt, R. T.; Robins, M. J. Recent advances in S-adenosyl-L-homocysteine hydrolase inhibitors and their potential clinical applications. Expert Opin. Ther. Pat. 1999, 9, 1197-1206.
-
(1999)
Expert Opin. Ther. Pat.
, vol.9
, pp. 1197-1206
-
-
Yuan, C.-S.1
Saso, Y.2
Lazarides, E.3
Borchardt, R.T.4
Robins, M.J.5
-
4
-
-
0035969545
-
Decreased rate of coronary restenosis after lowering of plasma homocysteine levels
-
(a) Schneyder, G.; Roffi, M.; Pin, R.; Flammer, Y.; Lange, H.; Eberli, F. R.; Meier, B.; Turi, Z. G.; Hess, O. M. Decreased rate of coronary restenosis after lowering of plasma homocysteine levels. N. Engl. J. Med. 2001, 345, 1593-1600.
-
(2001)
N. Engl. J. Med.
, vol.345
, pp. 1593-1600
-
-
Schneyder, G.1
Roffi, M.2
Pin, R.3
Flammer, Y.4
Lange, H.5
Eberli, F.R.6
Meier, B.7
Turi, Z.G.8
Hess, O.M.9
-
5
-
-
0344896674
-
Effects of 3-deazaadenosines on homocysteine and atherosclerosis in apolipoprotein E-deficient mice
-
(b) Langheinrich, A. C.; Braun-Dullaeus, R. C.; Walker, G.; Jeide, I.; Schiling, R.; Tammoscheit, K.; Dreyer, T.; Fink, L.; Bohle, R. M.; Haberbosch, W. Effects of 3-deazaadenosines on homocysteine and atherosclerosis in apolipoprotein E-deficient mice. Atherosclerosis 2003, 171, 181-192.
-
(2003)
Atherosclerosis
, vol.171
, pp. 181-192
-
-
Langheinrich, A.C.1
Braun-Dullaeus, R.C.2
Walker, G.3
Jeide, I.4
Schiling, R.5
Tammoscheit, K.6
Dreyer, T.7
Fink, L.8
Bohle, R.M.9
Haberbosch, W.10
-
6
-
-
0035469487
-
Targeting "hydrolytic" activity of the S-adenosyl-L- homocysteine hydrolase
-
Wnuk, S. F. Targeting "hydrolytic" activity of the S-adenosyl-L-homocysteine hydrolase. Mini-Rev. Med. Chem. 2001, 1, 307-316.
-
(2001)
Mini-Rev. Med. Chem.
, vol.1
, pp. 307-316
-
-
Wnuk, S.F.1
-
7
-
-
0018800321
-
The mechanism of action S-adenosylhomocysteine hydrolase
-
Palmer, J. L.; Abeles, R. H. The mechanism of action S- adenosylhomocysteine hydrolase. J. Biol. Chem. 1979, 254, 1217-1226.
-
(1979)
J. Biol. Chem.
, vol.254
, pp. 1217-1226
-
-
Palmer, J.L.1
Abeles, R.H.2
-
8
-
-
0024546618
-
4′,5′-Unsaturated 5′-fluoroadenosine nucleosides: Potent mechanism-based inhibitors of S-adenosyl-L-homocysteine hydrolase
-
(a) McCarthy, J. R.; Jarvi, E. T.; Matthews, D. P.; Edwards, M. L.; Prakash, N. J.; Bowlin, T. L.; Mehdi, S.; Sunkara, P. S.; Bey, P. 4′,5′-Unsaturated 5′-fluoroadenosine nucleosides: Potent mechanism-based inhibitors of S-adenosyl-L-homocysteine hydrolase. J. Am. Chem. Soc. 1989, 111, 1127-1128.
-
(1989)
J. Am. Chem. Soc.
, vol.111
, pp. 1127-1128
-
-
McCarthy, J.R.1
Jarvi, E.T.2
Matthews, D.P.3
Edwards, M.L.4
Prakash, N.J.5
Bowlin, T.L.6
Mehdi, S.7
Sunkara, P.S.8
Bey, P.9
-
9
-
-
0027209984
-
Mechanism of inactivation of S-adenosyl-L-homocysteine hydrolase by fluorine-containing adenosine analogs
-
(b) Yuan, C.-S.; Yeh, J.; Liu, S.; Borchardt, R. T. Mechanism of inactivation of S-adenosyl-L-homocysteine hydrolase by fluorine-containing adenosine analogs. J. Biol. Chem. 1993, 268, 17030-17037.
-
(1993)
J. Biol. Chem.
, vol.268
, pp. 17030-17037
-
-
Yuan, C.-S.1
Yeh, J.2
Liu, S.3
Borchardt, R.T.4
-
10
-
-
0027460256
-
Adenosine 5′-carboxaldehyde: A potent inhibitor of S-adenosyl-L-homocysteine hydrolase
-
(c) Liu, S.; Wnuk, S. F.; Yuan, C.; Robins, M. J.; Borchardt, R. T. Adenosine 5′-carboxaldehyde: A potent inhibitor of S-adenosyl-L- homocysteine hydrolase. J. Med. Chem. 1993, 36, 883-887.
-
(1993)
J. Med. Chem.
, vol.36
, pp. 883-887
-
-
Liu, S.1
Wnuk, S.F.2
Yuan, C.3
Robins, M.J.4
Borchardt, R.T.5
-
11
-
-
0028104514
-
Nucleic acid related compounds. 84. Synthesis of 6′(E and Z)-halohomovinyl derivatives of adenosine, inactivation of S-adenosyl-L- homocysteine hydrolase, and correlation of anticancer and antiviral potencies with enzyme inhibition
-
(a) Wnuk, S. F.; Yuan, C.-S.; Borchardt, R. T.; Balzarini, J.; De Clercq, E.; Robins, M. J. Nucleic acid related compounds. 84. Synthesis of 6′(E and Z)-halohomovinyl derivatives of adenosine, inactivation of S-adenosyl-L-homocysteine hydrolase, and correlation of anticancer and antiviral potencies with enzyme inhibition. J. Med. Chem. 1994, 37, 3579-3587.
-
(1994)
J. Med. Chem.
, vol.37
, pp. 3579-3587
-
-
Wnuk, S.F.1
Yuan, C.-S.2
Borchardt, R.T.3
Balzarini, J.4
De Clercq, E.5
Robins, M.J.6
-
12
-
-
0032540945
-
A Novel mechanism-based inhibitor (6′-bromo-5′, 6′-didehydro-6′-deoxy-6′-fluorohomoadenosine) that covalently modifies human placental S-adenosylhomocysteine hydrolase
-
(b) Yuan, C.-S.; Wnuk, S. F.; Robins, M. J.; Borchardt, R. T. A Novel mechanism-based inhibitor (6′-bromo-5′, 6′-didehydro-6′- deoxy-6′-fluorohomoadenosine) that covalently modifies human placental S-adenosylhomocysteine hydrolase. J. Biol. Chem. 1998, 273, 18191-18197.
-
(1998)
J. Biol. Chem.
, vol.273
, pp. 18191-18197
-
-
Yuan, C.-S.1
Wnuk, S.F.2
Robins, M.J.3
Borchardt, R.T.4
-
13
-
-
0034642244
-
Mechanism of Inactivation of human S-adenosyl-L-homocysteine hydrolase by 5′,5′,6′,6′-tetrahydro-6′-deoxy-6′- halohomoadenosines
-
(a) Yang, X.; Yin, D.; Wnuk, S. F.; Robins, M. J.; Borchardt, R. T. Mechanism of Inactivation of human S-adenosyl-L-homocysteine hydrolase by 5′,5′,6′,6′-tetrahydro-6′-deoxy-6′- halohomoadenosines. Biochemistry 2000, 39, 15234-15241.
-
(2000)
Biochemistry
, vol.39
, pp. 15234-15241
-
-
Yang, X.1
Yin, D.2
Wnuk, S.F.3
Robins, M.J.4
Borchardt, R.T.5
-
14
-
-
4744363625
-
Stereoselective synthesis of sugar-modified enyne analogues of adenosine and uridine. Interaction with S-adenosyl-L-homocysteine hydrolase, and antiviral and cytotoxic effects
-
(b) Wnuk, S. F.; Lewandowska, E.; Sacasa, P. R.; Crain, L. N.; Zhang, J.; Borchardt, R. T.; De Clercq, E. Stereoselective synthesis of sugar-modified enyne analogues of adenosine and uridine. Interaction with S-adenosyl-L- homocysteine hydrolase, and antiviral and cytotoxic effects. J. Med. Chem. 2004, 47, 5251-5257.
-
(2004)
J. Med. Chem.
, vol.47
, pp. 5251-5257
-
-
Wnuk, S.F.1
Lewandowska, E.2
Sacasa, P.R.3
Crain, L.N.4
Zhang, J.5
Borchardt, R.T.6
De Clercq, E.7
-
15
-
-
7044245894
-
Inactivation of human S-adenosylhomocysteine hydrolase by covalent labeling of cysteine 195 with thionucleoside derivatives
-
(c) Guillerm, G.; Muzard, M.; Glapski, C.; Pilard, S. Inactivation of human S-adenosylhomocysteine hydrolase by covalent labeling of cysteine 195 with thionucleoside derivatives. Bioorg. Med. Chem. Lett. 2004, 14, 5803-5807.
-
(2004)
Bioorg. Med. Chem. Lett.
, vol.14
, pp. 5803-5807
-
-
Guillerm, G.1
Muzard, M.2
Glapski, C.3
Pilard, S.4
-
16
-
-
0037448351
-
Design, synthesis, and biological evaluation of fluoroneplanocin A as the novel mechanism-based inhibitor of S-adenosylhomocysteine hydrolase
-
(a) Jeong, L. S.; Yoo, S. J.; Lee, K. M.; Koo, M. J.; Choi, W. J.; Kim, H. O.; Moon, H. R.; Lee, M. Y.; Park, J. G.; Lee, S. K.; Chun, M. W. Design, synthesis, and biological evaluation of fluoroneplanocin A as the novel mechanism-based inhibitor of S-adenosylhomocysteine hydrolase. J. Med. Chem. 2003, 46, 201-203.
-
(2003)
J. Med. Chem.
, vol.46
, pp. 201-203
-
-
Jeong, L.S.1
Yoo, S.J.2
Lee, K.M.3
Koo, M.J.4
Choi, W.J.5
Kim, H.O.6
Moon, H.R.7
Lee, M.Y.8
Park, J.G.9
Lee, S.K.10
Chun, M.W.11
-
17
-
-
18644377911
-
A short synthesis of L-ribose and its utility to L-fluoro-neplanocin A
-
Abstracts of Papers, Carbohydrate Division, San Diego, CA, March 13-17, 2005; American Chemical Society: Washington, DC, CARB-042.
-
(b) Yun, M.; Moon, H. R.; Lee, K. M.; Park, H. I.; Kim, H. P.; Jeong, L. S. A short synthesis of L-ribose and its utility to L-fluoro-neplanocin A. Abstracts of Papers, Carbohydrate Division, 229th National Meeting of the American Chemical Society, San Diego, CA, March 13-17, 2005; American Chemical Society: Washington, DC, 2005; CARB-042.
-
(2005)
229th National Meeting of the American Chemical Society
-
-
Yun, M.1
Moon, H.R.2
Lee, K.M.3
Park, H.I.4
Kim, H.P.5
Jeong, L.S.6
-
18
-
-
0031947190
-
Structure determination of selenomethionyl S-adenosylhomocysteine hydrolase using data at a single wavelength
-
(a) Turner, M. A.; Yuan, C.-S.; Borchardt, R. T.; Hershfield, M. S.; Smith, G. D.; Howell, P. L. Structure determination of selenomethionyl S-adenosylhomocysteine hydrolase using data at a single wavelength. Nat. Struct. Biol. 1998, 5, 369-376.
-
(1998)
Nat. Struct. Biol.
, vol.5
, pp. 369-376
-
-
Turner, M.A.1
Yuan, C.-S.2
Borchardt, R.T.3
Hershfield, M.S.4
Smith, G.D.5
Howell, P.L.6
-
19
-
-
0033614793
-
Crystal structure of S-adenosylhomocysteine hydrolase from rat liver
-
(b) Hu, Y.; Komoto, J.; Huang, Y.; Gomi, T.; Ogawa, H.; Takata, Y.; Fujioka, M.; Takusagawa, F. Crystal structure of S-adenosylhomocysteine hydrolase from rat liver. Biochemistry 1999, 38, 8323-8333.
-
(1999)
Biochemistry
, vol.38
, pp. 8323-8333
-
-
Hu, Y.1
Komoto, J.2
Huang, Y.3
Gomi, T.4
Ogawa, H.5
Takata, Y.6
Fujioka, M.7
Takusagawa, F.8
-
20
-
-
0035909837
-
Computational characterization of substrate binding and catalysis in S-adenosylhomocysteine hydrolase
-
(a) Hu, Y.; Yang, X.; Yin, D.; Mahadevan, J.; Kuczera, K; Schowen, R. L.; Borchardt, R. T. Computational characterization of substrate binding and catalysis in S-adenosylhomocysteine hydrolase. Biochemistry 2001, 40, 15143-15152.
-
(2001)
Biochemistry
, vol.40
, pp. 15143-15152
-
-
Hu, Y.1
Yang, X.2
Yin, D.3
Mahadevan, J.4
Kuczera, K.5
Schowen, R.L.6
Borchardt, R.T.7
-
21
-
-
0037465432
-
Catalytic strategy for S-adenosylhomocysteine hydrolase: Transition-state stabilization and the avoidance of abortive reactions
-
(b) Yang, X.; Hu, Y.; Yin, D. H.; Turner, M. A.; Wang, M.; Borchardt, R. T.; Howell, P.; Kuczera, K; Schowen, R. L. Catalytic strategy for S-adenosylhomocysteine hydrolase: transition-state stabilization and the avoidance of abortive reactions. Biochemistry 2003, 42, 1900-1909.
-
(2003)
Biochemistry
, vol.42
, pp. 1900-1909
-
-
Yang, X.1
Hu, Y.2
Yin, D.H.3
Turner, M.A.4
Wang, M.5
Borchardt, R.T.6
Howell, P.7
Kuczera, K.8
Schowen, R.L.9
-
22
-
-
0027533204
-
S-Adenosylhomocysteine hydrolase: Stereochemistry and kinetics of hydrogen transfer
-
Porter, D. J. T. S-Adenosylhomocysteine hydrolase: Stereochemistry and kinetics of hydrogen transfer. J. Biol. Chem. 1993, 268, 66-73.
-
(1993)
J. Biol. Chem.
, vol.268
, pp. 66-73
-
-
Porter, D.J.T.1
-
23
-
-
0009131967
-
Studies of enzyme stereochemistry. Elucidation of the stereochemistry of the reaction catalyzed by S-adenosylhomocysteine hydrolase
-
Parry, R.; Askonas, L. J. Studies of enzyme stereochemistry. Elucidation of the stereochemistry of the reaction catalyzed by S-adenosylhomocysteine hydrolase. J. Am. Chem. Soc. 1985, 107, 1417-1418.
-
(1985)
J. Am. Chem. Soc.
, vol.107
, pp. 1417-1418
-
-
Parry, R.1
Askonas, L.J.2
-
24
-
-
0345145203
-
L-nucleosides: Antiviral activity and molecular mechanism
-
(a) Gumina, G.; Chong, Y.; Choo, H.; Song, G.-Y.; Chu, C. K. L-nucleosides: antiviral activity and molecular mechanism. Curr. Top. Med. Chem. 2002, 2, 1065-1086.
-
(2002)
Curr. Top. Med. Chem.
, vol.2
, pp. 1065-1086
-
-
Gumina, G.1
Chong, Y.2
Choo, H.3
Song, G.-Y.4
Chu, C.K.5
-
25
-
-
3242724603
-
Antiviral β-L-Nucleosides Specific for Hepatitis B Virus Infection
-
Chu, C. K., Ed; Elsevier Science: Amsterdam
-
(b) Sommadossi, J.-P. Antiviral β-L-Nucleosides Specific for Hepatitis B Virus Infection. In Recent Advances in Nucleosides; Chu, C. K., Ed; Elsevier Science: Amsterdam, 2002; pp 417-432.
-
(2002)
Recent Advances in Nucleosides
, pp. 417-432
-
-
Sommadossi, J.-P.1
-
26
-
-
0842327503
-
Mechanism of antiviral activities of 3′-substituted L-nucleosides against 3TC-resistant HBV polymerase: A molecular modeling approach
-
(c) Chong, Y.; Stuyver, L.; Otto, M. J.; Schinazi, R. F.; Chu, C. K. Mechanism of antiviral activities of 3′-substituted L-nucleosides against 3TC-resistant HBV polymerase: A molecular modeling approach. Antiviral Chem. Chemother. 2003, 14, 309-319.
-
(2003)
Antiviral Chem. Chemother.
, vol.14
, pp. 309-319
-
-
Chong, Y.1
Stuyver, L.2
Otto, M.J.3
Schinazi, R.F.4
Chu, C.K.5
-
27
-
-
1642388408
-
Synthesis, structure-activity relationships, and mechanism of drug resistance of D- and L-β-3′-fluoro-2′,3′-unsaturated- 4′-thionucleosides as anti-HIV agents
-
(d) Zhu, W.; Chong, Y.; Choo, H.; Mathews, J.; Schinazi, R. F.; Chu, C. K. Synthesis, structure-activity relationships, and mechanism of drug resistance of D- and L-β-3′-fluoro-2′,3′-unsaturated-4′- thionucleosides as anti-HIV agents. J. Med. Chem. 2004, 47, 1631-1640.
-
(2004)
J. Med. Chem.
, vol.47
, pp. 1631-1640
-
-
Zhu, W.1
Chong, Y.2
Choo, H.3
Mathews, J.4
Schinazi, R.F.5
Chu, C.K.6
-
28
-
-
4444343688
-
Synthesis and biological activities of 5′-ethylenic and acetylenic modified L-nucleosides and isonucleotides
-
Wang, J.-F.; Yang, X.-D.; Zhang, L.-R.; Yang, Z.-J.; Zhang, L.-H. Synthesis and biological activities of 5′-ethylenic and acetylenic modified L-nucleosides and isonucleotides. Tetrahedron 2004, 38, 8535-8546.
-
(2004)
Tetrahedron
, vol.38
, pp. 8535-8546
-
-
Wang, J.-F.1
Yang, X.-D.2
Zhang, L.-R.3
Yang, Z.-J.4
Zhang, L.-H.5
-
29
-
-
0033613667
-
L-Ribonucleosides from L-xylose
-
Moyround, E.; Strazewski, P. L-Ribonucleosides from L-xylose. Tetrahedron 1999, 55, 1277-1284.
-
(1999)
Tetrahedron
, vol.55
, pp. 1277-1284
-
-
Moyround, E.1
Strazewski, P.2
-
30
-
-
0031006943
-
Anticancer and antiviral effects and inactivation of S-adenosyl-L- homocysteine hydrolase with 5′-carboxaldehydes and oximes synthesized from adenosine and sugar-modified analogues
-
(a) Wnuk, S. F.; Yuan, C.-S.; Borchardt, R. T.; Balzarini, J.; De Clercq E.; Robins, M. J. Anticancer and antiviral effects and inactivation of S-adenosyl-L-homocysteine hydrolase with 5′-carboxaldehydes and oximes synthesized from adenosine and sugar-modified analogues. J. Med. Chem. 1997, 40, 1608-1618.
-
(1997)
J. Med. Chem.
, vol.40
, pp. 1608-1618
-
-
Wnuk, S.F.1
Yuan, C.-S.2
Borchardt, R.T.3
Balzarini, J.4
De Clercq, E.5
Robins, M.J.6
-
31
-
-
0031195042
-
The mechanism of inactivation of human placental S-adenosylhomocysteine hydrolase by (E)-4′,5′-didehydro-5′-methoxyadenosine (DMAO) and adenosine 5′-carboxaldehyde oxime (ACAO)
-
(b) Huang, H.; Yuan, C.-S.; Wnuk, S. F.; Robins, M. J.; Borchardt, R. T. The mechanism of inactivation of human placental S-adenosylhomocysteine hydrolase by (E)-4′,5′-didehydro-5′-methoxyadenosine (DMAO) and adenosine 5′-carboxaldehyde oxime (ACAO). Arch. Biochem. Biophys. 1997, 343, 109-117.
-
(1997)
Arch. Biochem. Biophys.
, vol.343
, pp. 109-117
-
-
Huang, H.1
Yuan, C.-S.2
Wnuk, S.F.3
Robins, M.J.4
Borchardt, R.T.5
-
32
-
-
0025135112
-
Automated docking of substrates to proteins by simulated annealing
-
(a) Goodsell, D. M.; Olson, A. J. Automated docking of substrates to proteins by simulated annealing. Proteins 1990, 8, 195-202.
-
(1990)
Proteins
, vol.8
, pp. 195-202
-
-
Goodsell, D.M.1
Olson, A.J.2
-
33
-
-
0030203710
-
Distributed automated docking of flexible ligands to proteins: Parallel applications of AutoDock 2.4
-
(b) Morris, G. M.; Goodsell, D. S.; Huey, R.; Olson, A. J. Distributed automated docking of flexible ligands to proteins: Parallel applications of AutoDock 2.4. J. Comput.-Aided Mol. Des. 1996, 10, 293-304.
-
(1996)
J. Comput.-Aided Mol. Des.
, vol.10
, pp. 293-304
-
-
Morris, G.M.1
Goodsell, D.S.2
Huey, R.3
Olson, A.J.4
-
34
-
-
11644261806
-
Automated docking using a Lamarckian genetic algorithm and empirical binding free energy function
-
(c) Morris, G. M.; Goodsell, D. S.; Halliday, R. S.; Huey, R.; Hart, W. E.; Belew, R. K.; Olson, A. J. Automated docking using a Lamarckian genetic algorithm and empirical binding free energy function. J. Comput. Chem. 1998, 19, 1639-1662.
-
(1998)
J. Comput. Chem.
, vol.19
, pp. 1639-1662
-
-
Morris, G.M.1
Goodsell, D.S.2
Halliday, R.S.3
Huey, R.4
Hart, W.E.5
Belew, R.K.6
Olson, A.J.7
-
35
-
-
0026244229
-
"MOLSCRIPT": A program to produce both detailed and schematic plots of protein structures
-
Kraulis, P. J. "MOLSCRIPT": A program to produce both detailed and schematic plots of protein structures. J. Appl. Crystallogr. 1991, 24, 946-950.
-
(1991)
J. Appl. Crystallogr.
, vol.24
, pp. 946-950
-
-
Kraulis, P.J.1
-
36
-
-
0028057108
-
Raster3D version 2.0. A program for photorealistic molecular graphics
-
Merritt, E. A.; Murphy M. E. P. Raster3D version 2.0. A program for photorealistic molecular graphics. Acta Crystallogr. 1994, D50, 869-873.
-
(1994)
Acta Crystallogr.
, vol.D50
, pp. 869-873
-
-
Merritt, E.A.1
Murphy, M.E.P.2
|