-
1
-
-
0025160288
-
-
Gunasekera, S. P.; Gunasekera, M.; Longley, R. E.; Schulte, G. K. Discoderolide: A New Bioactive Polyhydroxylated Lactone from the Marine Sponge Discodermia dissoluta. J. Org. Chem. 1990, 55, 4912-4915.
-
Gunasekera, S. P.; Gunasekera, M.; Longley, R. E.; Schulte, G. K. Discoderolide: A New Bioactive Polyhydroxylated Lactone from the Marine Sponge Discodermia dissoluta. J. Org. Chem. 1990, 55, 4912-4915.
-
-
-
-
2
-
-
28844499921
-
Microtubule Interactions with Chemically Diverse Stabilizing Agents: Thermodynamics of Binding to the Paclitaxel Site Predicts Cytotoxicity
-
Buey, R. M.; Barasoain, I.; Jackson, E.; Meyer, A.; Giannakakou, P.; Paterson, I.; Mooberry, S.; Andreu, J. M.; Diaz, J. F. Microtubule Interactions with Chemically Diverse Stabilizing Agents: Thermodynamics of Binding to the Paclitaxel Site Predicts Cytotoxicity. Chem. Biol. 2005, 12, 1269-1279.
-
(2005)
Chem. Biol
, vol.12
, pp. 1269-1279
-
-
Buey, R.M.1
Barasoain, I.2
Jackson, E.3
Meyer, A.4
Giannakakou, P.5
Paterson, I.6
Mooberry, S.7
Andreu, J.M.8
Diaz, J.F.9
-
3
-
-
31544473618
-
A phase I pharmacokinetic (PK) of AAA296A (discodermolide) administered every 3 weeks in adult patients with advanced solid tumors
-
133Abstr 2025
-
Mita, A.; Lockhart, A.; Chen, T. A phase I pharmacokinetic (PK) of AAA296A (discodermolide) administered every 3 weeks in adult patients with advanced solid tumors. Proc. Am. Soc. Clin. Oncol. 2004, 23, 133(Abstr 2025) .
-
(2004)
Proc. Am. Soc. Clin. Oncol
, vol.23
-
-
Mita, A.1
Lockhart, A.2
Chen, T.3
-
4
-
-
60849103522
-
Designer Discodermolide Segments via Ozonolysis of Vinyl Phosphonates
-
(a) Mollat du Jourdin, X.; Noshi, M.; Fuchs, P. L. Designer Discodermolide Segments via Ozonolysis of Vinyl Phosphonates. Org. Lett. 2009, 11, 543-346.
-
(2009)
Org. Lett
, vol.11
, pp. 543-346
-
-
Mollat du Jourdin, X.1
Noshi, M.2
Fuchs, P.L.3
-
5
-
-
57149145926
-
Total Synthesis of Discodermolide: Optimization of the Effective Synthetic Route
-
(b) de Lemos, E.; Porée, F. H.; Bourin, A.; Barbion, J.; Agouridas, E.; Lannou, M. I.; Commerc-on, A.; Betzer, J. F.; Pancrazi, A.; Ardisson, J. Total Synthesis of Discodermolide: Optimization of the Effective Synthetic Route. Chem. - Eur. J. 2008, 14, 11092-11112.
-
(2008)
Chem. - Eur. J
, vol.14
, pp. 11092-11112
-
-
de Lemos, E.1
Porée, F.H.2
Bourin, A.3
Barbion, J.4
Agouridas, E.5
Lannou, M.I.6
Commerc-on, A.7
Betzer, J.F.8
Pancrazi, A.9
Ardisson, J.10
-
6
-
-
36549038147
-
(+)-Discodermalide: Total Syntheses, Construction of Novel Analogues, and Biological Evaluation: An Overview
-
(c) Smith, A. B.; Freeze, B. S. (+)-Discodermalide: Total Syntheses, Construction of Novel Analogues, and Biological Evaluation: An Overview. Tetrahedron 2008, 64 (2), 261-298.
-
(2008)
Tetrahedron
, vol.64
, Issue.2
, pp. 261-298
-
-
Smith, A.B.1
Freeze, B.S.2
-
7
-
-
52649167707
-
Total synthesis of a potent hybrid of the anticancer natural products dictyostatin and discodermolide
-
(d) Paterson, I.; Naylor, G. J.; Wright, A. E. Total synthesis of a potent hybrid of the anticancer natural products dictyostatin and discodermolide. Chem. Commun. 2008, 38, 4628-4630.
-
(2008)
Chem. Commun
, vol.38
, pp. 4628-4630
-
-
Paterson, I.1
Naylor, G.J.2
Wright, A.E.3
-
8
-
-
41749125906
-
Development of practical syntheses of the marine anticancer agents discodermolide and dictyostatin
-
(e) Florence, G. J.; Gardner, N. M.; Paterson, I. Development of practical syntheses of the marine anticancer agents discodermolide and dictyostatin. Nat. Prod. Rep. 2008, 25, 342-375.
-
(2008)
Nat. Prod. Rep
, vol.25
, pp. 342-375
-
-
Florence, G.J.1
Gardner, N.M.2
Paterson, I.3
-
9
-
-
45849086601
-
Short Synthesis of the C1-C14 Stretch of Discodermolide from Building Blocks Prepared by Asymmetric Catalysis
-
(f) Cao, H.; Parker, K. A. Short Synthesis of the C1-C14 Stretch of Discodermolide from Building Blocks Prepared by Asymmetric Catalysis. Org. Lett. 2008, 10, 1353-1356.
-
(2008)
Org. Lett
, vol.10
, pp. 1353-1356
-
-
Cao, H.1
Parker, K.A.2
-
10
-
-
42449120174
-
The Structure - Activity Relationship of Discodermolide Analogues
-
(g) Shaw, S. J. The Structure - Activity Relationship of Discodermolide Analogues. Mini-Rev. Med. Chem. 2008, 8, 276-284.
-
(2008)
Mini-Rev. Med. Chem
, vol.8
, pp. 276-284
-
-
Shaw, S.J.1
-
11
-
-
33751204460
-
The Tubulin-Bound Conformation of Discodermolide Derived by NMR Studies in Solution Supports a Common Pharmacophore Model for Epothilone and Discodermolide
-
Sanchez-Pedregal, V. S.; Kubicek, K.; Meiler, J.; Lyothier, I.; Paterson, I.; Carlomagno, T. The Tubulin-Bound Conformation of Discodermolide Derived by NMR Studies in Solution Supports a Common Pharmacophore Model for Epothilone and Discodermolide. Angew. Chem., Int. Ed. 2006, 45, 7388-7394.
-
(2006)
Angew. Chem., Int. Ed
, vol.45
, pp. 7388-7394
-
-
Sanchez-Pedregal, V.S.1
Kubicek, K.2
Meiler, J.3
Lyothier, I.4
Paterson, I.5
Carlomagno, T.6
-
12
-
-
53849091740
-
The Bound Conformation of Microtubule-Stabilizing Agents: NMR Insights into the Bioactive 3D Structure of Discodermolide and Dictyostatin
-
Canales, A.; Matesanz, R.; Gardner, N. M.; Andreu, J. M.; Paterson, I.; Diaz, J. F.; Jiménez-Barbero, J. The Bound Conformation of Microtubule-Stabilizing Agents: NMR Insights into the Bioactive 3D Structure of Discodermolide and Dictyostatin. Chem. - Eur. J. 2008, 14, 7557-7569.
-
(2008)
Chem. - Eur. J
, vol.14
, pp. 7557-7569
-
-
Canales, A.1
Matesanz, R.2
Gardner, N.M.3
Andreu, J.M.4
Paterson, I.5
Diaz, J.F.6
Jiménez-Barbero, J.7
-
13
-
-
0034644383
-
Evolution of a Gram-Scale Synthesis of (+)-Discodermolide
-
Smith, A. B.; Beauchamp, T. J.; LaMarche, M. J.; Kaufman, M. D.; Qiu, Y.; Arimoto, H.; Jones, D. R.; Kobayashi, K. Evolution of a Gram-Scale Synthesis of (+)-Discodermolide. J. Am. Chem. Soc. 2000, 122, 8654-8664.
-
(2000)
J. Am. Chem. Soc
, vol.122
, pp. 8654-8664
-
-
Smith, A.B.1
Beauchamp, T.J.2
LaMarche, M.J.3
Kaufman, M.D.4
Qiu, Y.5
Arimoto, H.6
Jones, D.R.7
Kobayashi, K.8
-
14
-
-
0035826325
-
Solution Structure of (+)-Discodermolide
-
Smith, A. B.; LaMarche, M.; Falcone-Hindley,M. Solution Structure of (+)-Discodermolide. Org. Lett. 2001, 3, 695-698.
-
(2001)
Org. Lett
, vol.3
, pp. 695-698
-
-
Smith, A.B.1
LaMarche, M.2
Falcone-Hindley, M.3
-
15
-
-
0028793933
-
NMRAnalysis of Molecular Flexibility in Solution: A New Method for the Study of Complex Distributions of Rapidly Exchanging Conformations. Application to a 13-Residue Peptide with an 8-Residue Loop
-
Cicero, D. O.; Barbato, G.; Bazzo, R.NMRAnalysis of Molecular Flexibility in Solution: A New Method for the Study of Complex Distributions of Rapidly Exchanging Conformations. Application to a 13-Residue Peptide with an 8-Residue Loop. J. Am. Chem. Soc. 1995, 117, 1027-1033.
-
(1995)
J. Am. Chem. Soc
, vol.117
, pp. 1027-1033
-
-
Cicero, D.O.1
Barbato, G.2
Bazzo, R.3
-
16
-
-
0033612194
-
A Test of the Single-Conformation Hypothesis in the Analysis ofNMRData for Small Polar Molecules: A Force Field Comparison
-
Nevins, N.; Cicero, D. O.; Snyder, J. P. A Test of the Single-Conformation Hypothesis in the Analysis ofNMRData for Small Polar Molecules: A Force Field Comparison. J. Org. Chem. 1999, 64, 3979-3986.
-
(1999)
J. Org. Chem
, vol.64
, pp. 3979-3986
-
-
Nevins, N.1
Cicero, D.O.2
Snyder, J.P.3
-
17
-
-
0842306927
-
-
7-24 and Finale. Org. Process Res. Dev. 2004, 8, 122-130and cited references. .
-
7-24 and Finale. Org. Process Res. Dev. 2004, 8, 122-130and cited references. .
-
-
-
-
18
-
-
0031833483
-
Conformation Design of Hydrocarbon Backbones: A Modular Approach
-
Hoffmann,R.W.; Stahl,M.; Shopfer,U.; Frenking,G.Conformation Design of Hydrocarbon Backbones: A Modular Approach. Chem. - Eur. J. 1998, 4, 559-566.
-
(1998)
Chem. - Eur. J
, vol.4
, pp. 559-566
-
-
Hoffmann, R.W.1
Stahl, M.2
Shopfer, U.3
Frenking, G.4
-
19
-
-
0032698882
-
Flexible Molecules with Defined Shape XI Conformer Equilibria in 2,4-Disubstituted Pentane Derivatives
-
Hoffmann, R. W.; Stenkamp, D.; Trieselmann, T.; Gottlich, R. Flexible Molecules with Defined Shape XI Conformer Equilibria in 2,4-Disubstituted Pentane Derivatives. Eur. J. Org. Chem. 1999, 2915-2917.
-
(1999)
Eur. J. Org. Chem
, pp. 2915-2917
-
-
Hoffmann, R.W.1
Stenkamp, D.2
Trieselmann, T.3
Gottlich, R.4
-
20
-
-
0042891852
-
Calculated Conformer Energies for Organic Molecules with Multiple Polar Functionalities are Method Dependent: Taxol Case Study
-
Lakdawala, A.; Wang, M.; Nevins, N.; Liotta, D. C.; Rusinska-Rosak, D.; Lozynski, M.; Snyder, J. P. Calculated Conformer Energies for Organic Molecules with Multiple Polar Functionalities are Method Dependent: Taxol Case Study. BMC Biology 2001, 1, 2.
-
(2001)
BMC Biology
, vol.1
, pp. 2
-
-
Lakdawala, A.1
Wang, M.2
Nevins, N.3
Liotta, D.C.4
Rusinska-Rosak, D.5
Lozynski, M.6
Snyder, J.P.7
-
21
-
-
74849089512
-
-
As pointed out by Martello et al. (ref 16), the distributed X-ray coordinates of (+)-discodermolide require mirror-image inversion to correspond to the absolute configuration of the natural product.
-
As pointed out by Martello et al. (ref 16), the distributed X-ray coordinates of (+)-discodermolide require mirror-image inversion to correspond to the absolute configuration of the natural product.
-
-
-
-
22
-
-
0034826406
-
The relationship between Taxol and (+)-discodermolide: Synthetic analogs and modeling studies
-
Martello, L. A.; LaMarche, M. J.; He, L.; Beauchamp, T. J.; Smith, A. B., III; Horwitz, S. B. The relationship between Taxol and (+)-discodermolide: synthetic analogs and modeling studies. Chem. Biol. 2001, 8, 843-855.
-
(2001)
Chem. Biol
, vol.8
, pp. 843-855
-
-
Martello, L.A.1
LaMarche, M.J.2
He, L.3
Beauchamp, T.J.4
Smith III, A.B.5
Horwitz, S.B.6
-
23
-
-
2342586724
-
Conformational Analysis of Drug-Like Molecules Bound to Proteins: An Extensive Study of Ligand Reorganization upon Binding
-
Perola, E.; Charifson, P. S. Conformational Analysis of Drug-Like Molecules Bound to Proteins: An Extensive Study of Ligand Reorganization upon Binding. J. Med. Chem. 2004, 47, 2499-2510.
-
(2004)
J. Med. Chem
, vol.47
, pp. 2499-2510
-
-
Perola, E.1
Charifson, P.S.2
-
24
-
-
0034829880
-
The Conformations of Discodermolide in DMSO
-
Monteagudo, E.; Cicero, D. O.; Cornett, B.; Myles, D. C.; Snyder, J. P. The Conformations of Discodermolide in DMSO. J. Am. Chem. Soc. 2001, 123, 6929-6930.
-
(2001)
J. Am. Chem. Soc
, vol.123
, pp. 6929-6930
-
-
Monteagudo, E.1
Cicero, D.O.2
Cornett, B.3
Myles, D.C.4
Snyder, J.P.5
-
25
-
-
74849119623
-
-
H-H. The smaller the value, the better the fitting. Good to excellent fits between data and structure ordinarily fall at SSD < 100. For the analytical expression used to evaluate the latter, see refs 9 and 10.
-
H-H. The smaller the value, the better the fitting. Good to excellent fits between data and structure ordinarily fall at SSD < 100. For the analytical expression used to evaluate the latter, see refs 9 and 10.
-
-
-
-
26
-
-
0039432412
-
Spectroscopic Studies of Solvent Effects on Intramolecular Hydrogen Bonding in N-Substituted Salicylamides
-
(a) Kondo, M. Spectroscopic Studies of Solvent Effects on Intramolecular Hydrogen Bonding in N-Substituted Salicylamides. Bull. Chem. Soc. Jpn. 1979, 52, 521-523.
-
(1979)
Bull. Chem. Soc. Jpn
, vol.52
, pp. 521-523
-
-
Kondo, M.1
-
27
-
-
0034643911
-
Intramolecular hydrogen bonding and tautomerism in Schiff bases. Structure of N-(2-pyridil)-2-oxo-1-naphthylidenemethylamine
-
(b) Nazir, H.; Yildiz, M.; Tahir,M. N.; Uikü, D. Intramolecular hydrogen bonding and tautomerism in Schiff bases. Structure of N-(2-pyridil)-2-oxo-1-naphthylidenemethylamine. J. Mol. Struct. 2000, 524, 241-250.
-
(2000)
J. Mol. Struct
, vol.524
, pp. 241-250
-
-
Nazir, H.1
Yildiz, M.2
Tahir, M.N.3
Uikü, D.4
-
28
-
-
3242724340
-
Intramolecular hydrogen bonding of (+)-biotin and biotin derivatives in organic solvents (DC-178BP)
-
(c) Crisp, G. T.; Jiang, Y.-L. Intramolecular hydrogen bonding of (+)-biotin and biotin derivatives in organic solvents (DC-178BP). ARKIVOC 2001, vii, 77-87.
-
(2001)
ARKIVOC
, vol.7
, pp. 77-87
-
-
Crisp, G.T.1
Jiang, Y.-L.2
-
29
-
-
31744435050
-
Evidences that β-Lactose Forms Hydrogen Bonds in DMSO
-
(d) Ko, H.; Shim, G.; Kim, Y. Evidences that β-Lactose Forms Hydrogen Bonds in DMSO. Bull. Korean Chem. Soc. 2005, 26, 2001-2006.
-
(2005)
Bull. Korean Chem. Soc
, vol.26
, pp. 2001-2006
-
-
Ko, H.1
Shim, G.2
Kim, Y.3
-
30
-
-
25144481876
-
Relationship Among Ligand Conformations in Solution, in the Solid State, and at the Hsp90 Binding Site: Geldanamycin and Radicicol
-
Thepchatri, P.; Cicero, D. O.; Monteagudo, E.; Ghosh, A. K.; Cornett, B.; Liotta, D. C.; Snyder, J. P. Relationship Among Ligand Conformations in Solution, in the Solid State, and at the Hsp90 Binding Site: Geldanamycin and Radicicol. J. Am. Chem. Soc. 2005, 127, 12838-12846.
-
(2005)
J. Am. Chem. Soc
, vol.127
, pp. 12838-12846
-
-
Thepchatri, P.1
Cicero, D.O.2
Monteagudo, E.3
Ghosh, A.K.4
Cornett, B.5
Liotta, D.C.6
Snyder, J.P.7
-
32
-
-
0033578846
-
Conformational Properties of Epothilone
-
(a) Taylor, R. E.; Zajicek, J. Conformational Properties of Epothilone. J. Org. Chem. 2000, 64, 7224-7228.
-
(2000)
J. Org. Chem
, vol.64
, pp. 7224-7228
-
-
Taylor, R.E.1
Zajicek, J.2
-
34
-
-
41649104278
-
Conformational Preferences of Natural and C3-Modified Epothilones in Aqueous Solution
-
Erdélyi, M.; Pfeiffer, B.; Hauenstein, K.; Fohrer, J.; Gertsch, J.; Altmann, K.-H.; Carlomagno, T. Conformational Preferences of Natural and C3-Modified Epothilones in Aqueous Solution. J. Med. Chem. 2008, 51, 1469-1473.
-
(2008)
J. Med. Chem
, vol.51
, pp. 1469-1473
-
-
Erdélyi, M.1
Pfeiffer, B.2
Hauenstein, K.3
Fohrer, J.4
Gertsch, J.5
Altmann, K.-H.6
Carlomagno, T.7
-
35
-
-
74849100839
-
-
The maximum average heavy atom rmsd for conformations in any one cluster is 0.6 Å.
-
The maximum average heavy atom rmsd for conformations in any one cluster is 0.6 Å.
-
-
-
-
36
-
-
1642420641
-
Conformation - activity relationships in polyketide natural products. Towards the biologically active conformation of epothilone
-
Taylor, R. E.; Chen, Y.; Galvin, G. M.; Pabba, P. K. Conformation - activity relationships in polyketide natural products. Towards the biologically active conformation of epothilone. Org. Biomol. Chem. 2004, 2, 127-132.
-
(2004)
Org. Biomol. Chem
, vol.2
, pp. 127-132
-
-
Taylor, R.E.1
Chen, Y.2
Galvin, G.M.3
Pabba, P.K.4
-
37
-
-
74849130686
-
-
ref 18, Supporting Information.
-
ref 18, Supporting Information.
-
-
-
-
38
-
-
74849127570
-
-
6 we consider this result to be only an approximation to the unpublished NMR data.
-
6 we consider this result to be only an approximation to the unpublished NMR data.
-
-
-
-
39
-
-
12144289984
-
-
Friesner, R. A.; Banks, J. L.; Murphy, R. B.; Halgren, T. A.; Klicic, J. J.; Mainz, D. T.; Repasky, M. P.; Knoll, E. H.; Shaw, D. E.; Shelley, M.; Perry, J. K.; Sander, L. C.; Shenkin, P. S. Glide: A New Approach for Rapid, Accurate Docking and Scoring. 1. Method and Assessment of Docking Accuracy. J. Med. Chem. 2004, 47, 1739-1749.
-
(a) Friesner, R. A.; Banks, J. L.; Murphy, R. B.; Halgren, T. A.; Klicic, J. J.; Mainz, D. T.; Repasky, M. P.; Knoll, E. H.; Shaw, D. E.; Shelley, M.; Perry, J. K.; Sander, L. C.; Shenkin, P. S. Glide: A New Approach for Rapid, Accurate Docking and Scoring. 1. Method and Assessment of Docking Accuracy. J. Med. Chem. 2004, 47, 1739-1749.
-
-
-
-
40
-
-
1642310340
-
-
Halgren, T. A.; Murphy,R. B.; Friesner,R. A.; Beard, H. S.; Frye, L. L.; Pollard, W. T.; Banks, J. L. Glide: A New Approach for Rapid, Accurate Docking and Scoring. 2. Enrichment Factors in Database Screening. J. Med. Chem. 2004, 47, 1750-1759.
-
(b) Halgren, T. A.; Murphy,R. B.; Friesner,R. A.; Beard, H. S.; Frye, L. L.; Pollard, W. T.; Banks, J. L. Glide: A New Approach for Rapid, Accurate Docking and Scoring. 2. Enrichment Factors in Database Screening. J. Med. Chem. 2004, 47, 1750-1759.
-
-
-
-
41
-
-
58149094776
-
ROSETTALIGAND Docking with Full Ligand and Receptor Flexibility
-
Davis, I. W.; Baker, D. ROSETTALIGAND Docking with Full Ligand and Receptor Flexibility. J. Mol. Biol. 2009, 385, 381-392.
-
(2009)
J. Mol. Biol
, vol.385
, pp. 381-392
-
-
Davis, I.W.1
Baker, D.2
-
42
-
-
11644261806
-
Automated Docking Using a Lamarckian Genetic Algorithm and and Empirical Binding Free Energy Function
-
(a) 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 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
-
43
-
-
33947716119
-
A Semiempirical Free Energy Force Field with Charge-Based Desolvation
-
(b) Huey, R.; Morris, G. M.; Olson, A. J.; Goodsell, D. S. A Semiempirical Free Energy Force Field with Charge-Based Desolvation. J. Comput. Chem. 2007, 28, 1145-1152.
-
(2007)
J. Comput. Chem
, vol.28
, pp. 1145-1152
-
-
Huey, R.1
Morris, G.M.2
Olson, A.J.3
Goodsell, D.S.4
-
44
-
-
33244490820
-
Physics-Based Scoring of Protein - Ligand Complexes: Enrichment of Known Inhibitors in Large-Scale Virtual Screening
-
(a) Niu, H.; Kalyanaraman, C.; Irwin, J. J.; Jacobson, M. P. Physics-Based Scoring of Protein - Ligand Complexes: Enrichment of Known Inhibitors in Large-Scale Virtual Screening. J. Chem. Inf. Model. 2006, 46, 243-253.
-
(2006)
J. Chem. Inf. Model
, vol.46
, pp. 243-253
-
-
Niu, H.1
Kalyanaraman, C.2
Irwin, J.J.3
Jacobson, M.P.4
-
45
-
-
33746872935
-
Accurate Prediction of the Relative Potencies of Members of a Series of Kinase Inhibitors Using Molecular Docking and MM-GBSA
-
(b) Lyne, P. D.; Lamb, M. L.; Saeh, J. C. Accurate Prediction of the Relative Potencies of Members of a Series of Kinase Inhibitors Using Molecular Docking and MM-GBSA. J. Med. Chem. 2006, 49, 4805-4808.
-
(2006)
J. Med. Chem
, vol.49
, pp. 4805-4808
-
-
Lyne, P.D.1
Lamb, M.L.2
Saeh, J.C.3
-
46
-
-
85120283858
-
-
Graves, A. P.; Shivakumar, D. M.; Boyce1, S. E.; Jacobson, M. P.; Case, D. A.; Shoichet, B. K. Rescoring Docking Hit Lists for Model Cavity Sites: Predictions and Experimental Testing. J. Mol. Biol. 2008, 377, 914-934.
-
(c) Graves, A. P.; Shivakumar, D. M.; Boyce1, S. E.; Jacobson, M. P.; Case, D. A.; Shoichet, B. K. Rescoring Docking Hit Lists for Model Cavity Sites: Predictions and Experimental Testing. J. Mol. Biol. 2008, 377, 914-934.
-
-
-
-
47
-
-
0030761586
-
The microtubule-stabilizing agent discodermolide competitively inhibits the binding of paclitaxel (Taxol) to tubulin polymers, enhances tubulin nucleation reactions more potently than paclitaxel, and inhibits the growth of paclitaxel-resistant cells
-
Kowalski, R. J.; Giannakakou, P.; Gunasekera, S. P.; Longley, R. E.; Day, B. W.; Hamel, E. The microtubule-stabilizing agent discodermolide competitively inhibits the binding of paclitaxel (Taxol) to tubulin polymers, enhances tubulin nucleation reactions more potently than paclitaxel, and inhibits the growth of paclitaxel-resistant cells. Mol. Pharmacol. 1997, 52, 613-622.
-
(1997)
Mol. Pharmacol
, vol.52
, pp. 613-622
-
-
Kowalski, R.J.1
Giannakakou, P.2
Gunasekera, S.P.3
Longley, R.E.4
Day, B.W.5
Hamel, E.6
-
48
-
-
34347251970
-
Total Synthesis and Biological Evaluation of C16 Analogs of ( - )-Dictyostatin
-
Jung, W. H.; Harrison, C.; Shin, Y.; Fournier, J. H.; Balachandran, R.; Raccor, B. S.; Sikorski, R. P.; Vogt, A.; Curran, D. P.; Day, B. W. Total Synthesis and Biological Evaluation of C16 Analogs of ( - )-Dictyostatin. J. Med. Chem. 2007, 50, 2951-2966.
-
(2007)
J. Med. Chem
, vol.50
, pp. 2951-2966
-
-
Jung, W.H.1
Harrison, C.2
Shin, Y.3
Fournier, J.H.4
Balachandran, R.5
Raccor, B.S.6
Sikorski, R.P.7
Vogt, A.8
Curran, D.P.9
Day, B.W.10
-
49
-
-
0029156949
-
Crystal and Molecular Structure of Paclitaxel (Taxol)
-
Mastropaolo,D.;Camerman,A.;Luo,Y.;Brayer,G.D.;Camerman, N. Crystal and Molecular Structure of Paclitaxel (Taxol). Proc. Natl. Acad. Sci. U.S.A. 1995, 92, 6920-6924.
-
(1995)
Proc. Natl. Acad. Sci. U.S.A
, vol.92
, pp. 6920-6924
-
-
Mastropaolo, D.1
Camerman, A.2
Luo, Y.3
Brayer, G.D.4
Camerman, N.5
-
50
-
-
0034681179
-
-
Li, Y.; Poliks, B.; Cegelski, L.; Poliks, M.; Gryczynski, Z.; Piszczek, G.; Jagtap, P. G.; Studelska, D. R.; Kingston, D. G. I.; Schaefer, J.; Bane, S. REDOR NMR Distance Measurements for the Tubulin-Bound Paclitaxel Conformation. Biochemistry 2000, 39, 281-291.
-
Li, Y.; Poliks, B.; Cegelski, L.; Poliks, M.; Gryczynski, Z.; Piszczek, G.; Jagtap, P. G.; Studelska, D. R.; Kingston, D. G. I.; Schaefer, J.; Bane, S. REDOR NMR Distance Measurements for the Tubulin-Bound Paclitaxel Conformation. Biochemistry 2000, 39, 281-291.
-
-
-
-
51
-
-
0035942226
-
The binding conformation of Taxol in β-tubulin: A model based on electron crystallographic density
-
(a) Snyder, J. P.; Nettles, J. H.; Cornett, B.; Downing, K. H.; Nogales, E. The binding conformation of Taxol in β-tubulin: A model based on electron crystallographic density. Proc. Natl. Acad. Sci. U.S.A. 2001, 98, 5312-5316.
-
(2001)
Proc. Natl. Acad. Sci. U.S.A
, vol.98
, pp. 5312-5316
-
-
Snyder, J.P.1
Nettles, J.H.2
Cornett, B.3
Downing, K.H.4
Nogales, E.5
-
52
-
-
33846201709
-
-
Paik, Y.; Yang, C.; Metaferia, B.; Tang, S.; Bane, S.; Ravindra, R.; Shanker, N.; Alcaraz, A. A.; Snyder, J. P.; Cegelski, L.; Kingston, D. G. I. Rotational-Echo Double-Resonance NMR Distance Measurements for the Tubulin-Bound Paclitaxel Conformation. J. Am. Chem. Soc. 2007, 129, 361-370.
-
(b) Paik, Y.; Yang, C.; Metaferia, B.; Tang, S.; Bane, S.; Ravindra, R.; Shanker, N.; Alcaraz, A. A.; Snyder, J. P.; Cegelski, L.; Kingston, D. G. I. Rotational-Echo Double-Resonance NMR Distance Measurements for the Tubulin-Bound Paclitaxel Conformation. J. Am. Chem. Soc. 2007, 129, 361-370.
-
-
-
-
53
-
-
33847398220
-
Evaluation of the Tubulin-Bound Paclitaxel Conformation: Synthesis, Biology and SAR Studies of C-4 to C-3′ Bridged Paclitaxel Analogs
-
(c) Ganesh, T.; Yang, C.; Norris, A.; Glass, T.; Bane, S.; Ravindra, R.; Shanker, N.; Banerjee, A.; Metaferia, B.; Thomas, S. L.; Giannakakou, P.; Alcaraz, A. A.; Lakdawala, A. S.; Snyder, J. P.; Kingston, D. G. I. Evaluation of the Tubulin-Bound Paclitaxel Conformation: Synthesis, Biology and SAR Studies of C-4 to C-3′ Bridged Paclitaxel Analogs. J. Med. Chem. 2007, 50, 713-725.
-
(2007)
J. Med. Chem
, vol.50
, pp. 713-725
-
-
Ganesh, T.1
Yang, C.2
Norris, A.3
Glass, T.4
Bane, S.5
Ravindra, R.6
Shanker, N.7
Banerjee, A.8
Metaferia, B.9
Thomas, S.L.10
Giannakakou, P.11
Alcaraz, A.A.12
Lakdawala, A.S.13
Snyder, J.P.14
Kingston, D.G.I.15
-
54
-
-
21344471145
-
A highly epothilone B-resistant A549 cell line with mutations in tubulin that confer drug dependence
-
Yang, C.-P. H.; Verdier-Pinard, P.; Wang, F.; Lippaine-Horvath, E.; He, L.; Li, D.; Hofle, G.; Ojima, I.; Orr, G. A.; Horwitz, S. B. A highly epothilone B-resistant A549 cell line with mutations in tubulin that confer drug dependence. Mol. Cancer Ther. 2005, 4, 987-995.
-
(2005)
Mol. Cancer Ther
, vol.4
, pp. 987-995
-
-
Yang, C.-P.H.1
Verdier-Pinard, P.2
Wang, F.3
Lippaine-Horvath, E.4
He, L.5
Li, D.6
Hofle, G.7
Ojima, I.8
Orr, G.A.9
Horwitz, S.B.10
-
55
-
-
0029860912
-
Syntheses of Discodermolides Useful for Investigating Microtubule Binding and Stabilization
-
Hung, D. T.; Nerenberg, J. B.; Schreiber, S. L. Syntheses of Discodermolides Useful for Investigating Microtubule Binding and Stabilization. J. Am. Chem. Soc. 1996, 118, 11054-11080.
-
(1996)
J. Am. Chem. Soc
, vol.118
, pp. 11054-11080
-
-
Hung, D.T.1
Nerenberg, J.B.2
Schreiber, S.L.3
-
56
-
-
74849110465
-
-
Kinder, F. R., Jr.; Bair, K. W.; Chen, W.; Florence, G. J.; Francavilla, C.; Geng, P.; Gunasekera, S.; Lassota, P. T.; Longley, R.; Palermo, M.; Paterson, I.; Pomponi, S.; Ramsey, T. M.; Rogers, L.; Sabio, M.; Sereinig, N.; Sorensen, E.; Wang, R.; Wright, A. Global SAR study of the novel microtubule stabilizing agent discodermolide. Proc. AACR 2002, 43, 3650; Presented at American Association for Cancer Research 93rd Annual Meeting, San Francisco, CA, 2002. Poster no. 3650. .
-
Kinder, F. R., Jr.; Bair, K. W.; Chen, W.; Florence, G. J.; Francavilla, C.; Geng, P.; Gunasekera, S.; Lassota, P. T.; Longley, R.; Palermo, M.; Paterson, I.; Pomponi, S.; Ramsey, T. M.; Rogers, L.; Sabio, M.; Sereinig, N.; Sorensen, E.; Wang, R.; Wright, A. Global SAR study of the novel microtubule stabilizing agent discodermolide. Proc. AACR 2002, 43, 3650; Presented at American Association for Cancer Research 93rd Annual Meeting, San Francisco, CA, 2002. Poster no. 3650. .
-
-
-
-
57
-
-
13444283614
-
Design, Synthesis, and Evaluation of Analogues of (+)-14-Normethyldiscodermolide
-
Smith, A. B., III; Freeze, B. S.; LaMarche, M. J.; Hirose, T.; Brouard, I.; Xian,M.; Sundermann, K. F.; Shaw, S. J.; Burlingame, M. A.; Horwitz, S. B.; Myles, D. C. Design, Synthesis, and Evaluation of Analogues of (+)-14-Normethyldiscodermolide. Org. Lett. 2005, 7, 315-318.
-
(2005)
Org. Lett
, vol.7
, pp. 315-318
-
-
Smith III, A.B.1
Freeze, B.S.2
LaMarche, M.J.3
Hirose, T.4
Brouard, I.5
Xian, M.6
Sundermann, K.F.7
Shaw, S.J.8
Burlingame, M.A.9
Horwitz, S.B.10
Myles, D.C.11
-
58
-
-
74849138612
-
Process For Preparing Discodermolide And Analogues Thereof
-
Patent WO 2,002,012,220, 2002;
-
(a) Kinder, F. R. Process For Preparing Discodermolide And Analogues Thereof. Patent WO 2,002,012,220, 2002;
-
-
-
Kinder, F.R.1
-
59
-
-
74849115974
-
-
Kinder, F. R., Jr.; Kapa, P. K.; Loeser, E. M. Certain Salts Of Discodermolide Acid, Pharmaceutical Compositions Containing Them and Their Use In Treating Tumors. Patent WO 2,002,098,843, 2002;
-
(b) Kinder, F. R., Jr.; Kapa, P. K.; Loeser, E. M. Certain Salts Of Discodermolide Acid, Pharmaceutical Compositions Containing Them and Their Use In Treating Tumors. Patent WO 2,002,098,843, 2002;
-
-
-
-
60
-
-
74849104200
-
-
Kinder, F. R., Jr.; Bair, K. W.; Ramsey, T. M.; Sabio, M. L. Certain Substituted Polyketides, Pharmaceutical Compositions Containing Them And Their Use In Treating Tumors. Patent WO 2,003,014,102, 2003.
-
(c) Kinder, F. R., Jr.; Bair, K. W.; Ramsey, T. M.; Sabio, M. L. Certain Substituted Polyketides, Pharmaceutical Compositions Containing Them And Their Use In Treating Tumors. Patent WO 2,003,014,102, 2003.
-
-
-
-
61
-
-
11144356665
-
Design, synthesis and cytotoxicity of 7-deoxy aryl discodermolide analogues
-
(a) Burlingame, M. A.; Shaw, S. J.; Sundermann,K. F.; Zhang, D.; Petryka, J.; Mendoza, E.; Liu, F.; Myles, D. C.; LaMarche, M. J.; Hirose, T.; Freeze, B. S.; Smith, A. B., III. Design, synthesis and cytotoxicity of 7-deoxy aryl discodermolide analogues. Bioorg. Med. Chem. Lett. 2004, 14, 2335-2338.
-
(2004)
Bioorg. Med. Chem. Lett
, vol.14
, pp. 2335-2338
-
-
Burlingame, M.A.1
Shaw, S.J.2
Sundermann, K.F.3
Zhang, D.4
Petryka, J.5
Mendoza, E.6
Liu, F.7
Myles, D.C.8
LaMarche, M.J.9
Hirose, T.10
Freeze, B.S.11
Smith III, A.B.12
-
62
-
-
18644385908
-
Toward Understanding How the Lactone Moiety of Discodermolide Affects Activity
-
(b) Shaw, S. J.; Sundermann, K. F.; Burlingame, M. A.; Myles, D. C.; Freeze, B. S.; Xian, M.; Brouard, I.; Smith, A. B., III. Toward Understanding How the Lactone Moiety of Discodermolide Affects Activity. J. Am. Chem. Soc. 2005, 127, 6532-6533.
-
(2005)
J. Am. Chem. Soc
, vol.127
, pp. 6532-6533
-
-
Shaw, S.J.1
Sundermann, K.F.2
Burlingame, M.A.3
Myles, D.C.4
Freeze, B.S.5
Xian, M.6
Brouard, I.7
Smith III, A.B.8
-
63
-
-
34547869791
-
Coumarin-derived discodermolide analogues possessing equivalent antiproliferative activity to the natural product - a further simplification of the lactone region
-
(c) Shaw, S. J.; Menzella, H. G.; Myles, D. C.; Xian, M.; Smith, A. B., III. Coumarin-derived discodermolide analogues possessing equivalent antiproliferative activity to the natural product - a further simplification of the lactone region. Org. Biomol. Chem. 2007, 5, 2753-2755.
-
(2007)
Org. Biomol. Chem
, vol.5
, pp. 2753-2755
-
-
Shaw, S.J.1
Menzella, H.G.2
Myles, D.C.3
Xian, M.4
Smith III, A.B.5
-
64
-
-
0036932485
-
Semisynthetic Analogues of the Microtubule-Stabilizing Agent Discodermolide: Preparation and Biological Activity
-
Gunasekera, S. P.; Longley, R. E.; Isbrucker, R. A. Semisynthetic Analogues of the Microtubule-Stabilizing Agent Discodermolide: Preparation and Biological Activity. J. Nat. Prod. 2002, 65, 1830-1837.
-
(2002)
J. Nat. Prod
, vol.65
, pp. 1830-1837
-
-
Gunasekera, S.P.1
Longley, R.E.2
Isbrucker, R.A.3
-
65
-
-
33144486130
-
A series of 23,24-dihydrodiscodermolide analogues with simplified lactone regions
-
Shaw, S. J.; Sundermann, K. F.; Burlingame, M. A.; Zhang, D.; Petryka, J.; Myles, D. C. A series of 23,24-dihydrodiscodermolide analogues with simplified lactone regions. Bioorg. Med. Chem. Lett. 2006, 16, 1961-1964.
-
(2006)
Bioorg. Med. Chem. Lett
, vol.16
, pp. 1961-1964
-
-
Shaw, S.J.1
Sundermann, K.F.2
Burlingame, M.A.3
Zhang, D.4
Petryka, J.5
Myles, D.C.6
-
66
-
-
28244450355
-
Design, Synthesis, and Biological Evaluation of Potent Discodermolide Fluorescent and Photoaffinity Molecular Probes
-
Smith, A. B., III; Rucker, P. V.; Brouard, I.; Freeze, B. S.; Xia, S.; Horwitz, S. B. Design, Synthesis, and Biological Evaluation of Potent Discodermolide Fluorescent and Photoaffinity Molecular Probes. Org. Lett. 2005, 7, 5199-5202.
-
(2005)
Org. Lett
, vol.7
, pp. 5199-5202
-
-
Smith III, A.B.1
Rucker, P.V.2
Brouard, I.3
Freeze, B.S.4
Xia, S.5
Horwitz, S.B.6
-
67
-
-
13444291392
-
Design, Synthesis, and Evaluation of Carbamate-Substituted Analogues of (+)-Discodermolide
-
Smith, A. B., III; Freeze, B. S.; LaMarche, M. J.; Hirose, T.; Brouard, I.; Rucker, P. V.; Xian, M.; Sundermann, K. F.; Shaw, S. J.; Burlingame, M. A.; Horwitz, S. B.; Myles, D. C. Design, Synthesis, and Evaluation of Carbamate-Substituted Analogues of (+)-Discodermolide. Org. Lett. 2005, 7, 311-314.
-
(2005)
Org. Lett
, vol.7
, pp. 311-314
-
-
Smith III, A.B.1
Freeze, B.S.2
LaMarche, M.J.3
Hirose, T.4
Brouard, I.5
Rucker, P.V.6
Xian, M.7
Sundermann, K.F.8
Shaw, S.J.9
Burlingame, M.A.10
Horwitz, S.B.11
Myles, D.C.12
-
68
-
-
3843053396
-
The Binding Mode of Epothilone A on R, β-Tubulin by Electron Crystallography
-
Nettles, J. H.; Li, H.; Cornett, B.; Krahn, J. M.; Snyder, J. P.; Downing, K. H. The Binding Mode of Epothilone A on R, β-Tubulin by Electron Crystallography. Science 2004, 305, 866-869.
-
(2004)
Science
, vol.305
, pp. 866-869
-
-
Nettles, J.H.1
Li, H.2
Cornett, B.3
Krahn, J.M.4
Snyder, J.P.5
Downing, K.H.6
-
69
-
-
74849122221
-
-
Atomic coordinates for Pose-1 are available from Professor Jesús Jiménez-Barbero (ref 6); Pose-2, from the present authors upon request.
-
Atomic coordinates for Pose-1 are available from Professor Jesús Jiménez-Barbero (ref 6); Pose-2, from the present authors upon request.
-
-
-
-
70
-
-
84986437005
-
MacroModel - an integrated software system for modeling organic and bioorganic molecules using molecular mechanics
-
Mohamadi, F.; Richards, N. G. J.; Guida, W. C.; Liscamp, R.; Lipton, M.; Caufield, C.; Chang, G.; Hendrickson, T.; Still, W. C. MacroModel - an integrated software system for modeling organic and bioorganic molecules using molecular mechanics. J. Comput. Chem. 1990, 11, 440-467.
-
(1990)
J. Comput. Chem
, vol.11
, pp. 440-467
-
-
Mohamadi, F.1
Richards, N.G.J.2
Guida, W.C.3
Liscamp, R.4
Lipton, M.5
Caufield, C.6
Chang, G.7
Hendrickson, T.8
Still, W.C.9
-
71
-
-
74849085694
-
120 West 45th Street
-
Schrödinger, Inc
-
Schrödinger, Inc., 120 West 45th Street, 29th Floor, New York, NY 10036-4041, +1 (646) 366-9555, http://www.schrodinger.com/.
-
29th Floor, New York, NY 10036-4041, +1 (646)
, pp. 366-9555
-
-
-
72
-
-
0344778061
-
Semi-analytical treatment of solvation for molecular mechanics and dynamics
-
Still, W. C.; Tempczyk, A.; Hawley, R.; Hendrickson, T. Semi-analytical treatment of solvation for molecular mechanics and dynamics. J. Am. Chem. Soc. 1990, 112, 6127-6129.
-
(1990)
J. Am. Chem. Soc
, vol.112
, pp. 6127-6129
-
-
Still, W.C.1
Tempczyk, A.2
Hawley, R.3
Hendrickson, T.4
-
73
-
-
0142236572
-
Low Mode Search. An Efficient, Automated Computational Method for Conformational Analysis: Application to Cyclic and Acyclic Alkanes and Cyclic Peptides
-
Kolossvary, I.; Guida, W. C. Low Mode Search. An Efficient, Automated Computational Method for Conformational Analysis: Application to Cyclic and Acyclic Alkanes and Cyclic Peptides. J. Am. Chem. Soc. 1996, 118, 5011-5019.
-
(1996)
J. Am. Chem. Soc
, vol.118
, pp. 5011-5019
-
-
Kolossvary, I.1
Guida, W.C.2
-
74
-
-
0043162336
-
An internal-coordinate Monte Carlo method for searching conformational space. MCMM
-
Chang, G.; Guida, W. C.; Still, W. C. An internal-coordinate Monte Carlo method for searching conformational space. MCMM. J. Am. Chem. Soc. 1989, 111, 4379-4386.
-
(1989)
J. Am. Chem. Soc
, vol.111
, pp. 4379-4386
-
-
Chang, G.1
Guida, W.C.2
Still, W.C.3
-
75
-
-
1842830162
-
α-Turn Mimetics: Short Peptide α-Helices Composed of Cyclic Metallopentapeptide Modules
-
Kelso, M. J.; Beyer, R. L.; Hoangt, H. N.; Lakdawala, A. S.; Snyder, J. P.; Oliver, W. V.; Robertson, T. A.; Appleton, T. G.; Fairlie, D. P. α-Turn Mimetics: Short Peptide α-Helices Composed of Cyclic Metallopentapeptide Modules. J. Am. Chem. Soc. 2004, 126, 4828-4842.
-
(2004)
J. Am. Chem. Soc
, vol.126
, pp. 4828-4842
-
-
Kelso, M.J.1
Beyer, R.L.2
Hoangt, H.N.3
Lakdawala, A.S.4
Snyder, J.P.5
Oliver, W.V.6
Robertson, T.A.7
Appleton, T.G.8
Fairlie, D.P.9
|