Table of Contents
May 5, 2005
Volume 48, Issue 9
Pages 3095-3448
About the Cover: Interaction of the β-L-enantiomer of a 4'-C-ethynyl-2',3'-dideoxynucleoside analogue (ent-14-TP) at the active site of HIV reverse transcriptase (Siddiqui, M. A.; et al. J. Med. Chem. 2004, 47, 5041-5048).
Letters
Discovery of a β-MSH-Derived MC-4R Selective Agonist
John P. Mayer, Hansen M. Hsiung, David B. Flora, Patrick Edwards, Dennis P. Smith, Xing-Yue Zhang, Robert A. Gadski, Mark L. Heiman, JeAnne L. Hertel, Paul J. Emmerson, Saba Husain, Thomas P. O'Brien, Steven D. Kahl, David L. Smiley, Lianshan Zhang, Richard D. DiMarchi, and Liang Zeng Yan
pp 3095–3098Publication Date (Web): April 12, 2005 (Letter)
DOI: 10.1021/jm0501432
Hi-Res PDFSynthesis and Biological Evaluation of Aminopolyamines
Raymond J. Bergeron, Guangfei Huang, James S. McManis, Hua Yao, and John Nhut Nguyen
pp 3099–3102Publication Date (Web): April 02, 2005 (Letter)
DOI: 10.1021/jm050024m
Discovery of Diphenyloxazole and Nδ-Z-Ornithine Derivatives as Highly Potent and Selective Human Prostaglandin EP4 Receptor Antagonists
Kouji Hattori, Akira Tanaka, Naoaki Fujii, Hisashi Takasugi, Yoshiyuki Tenda, Masayuki Tomita, Shoko Nakazato, Keiko Nakano, Yasuko Kato, Yutaka Kono, Hidetsugu Murai, and Kazuo Sakane
pp 3103–3106Publication Date (Web): April 13, 2005 (Letter)
DOI: 10.1021/jm050085k
Identification and Structure−Activity Relationship of Phenolic Acyl Hydrazones as Selective Agonists for the Estrogen-Related Orphan Nuclear Receptors ERRβ and ERRγ
William J. Zuercher, Stéphanie Gaillard, Lisa A. Orband-Miller, Esther Y. H. Chao, Barry G. Shearer, David G. Jones, Aaron B. Miller, Jon L. Collins, Donald P. McDonnell, and Timothy M. Willson
pp 3107–3109Publication Date (Web): April 12, 2005 (Letter)
DOI: 10.1021/jm050161j
Toward a Novel Class of Antithrombotic Compounds with Dual Function. Discovery of 1,4-Benzoxazin-3(4H)-one Derivatives Possessing Thrombin Inhibitory and Fibrinogen Receptor Antagonistic Activities
Petra Štefanič Anderluh, Marko Anderluh, Janez Ilaš, Janez Mravljak, Marija Sollner Dolenc, Mojca Stegnar, and Danijel Kikelj
pp 3110–3113Publication Date (Web): March 30, 2005 (Letter)
DOI: 10.1021/jm048984g
Thyroid Receptor Ligands. 3. Design and Synthesis of 3,5-Dihalo-4-alkoxyphenylalkanoic Acids as Indirect Antagonists of the Thyroid Hormone Receptor
Åsa Hedfors, Theresa Appelqvist, Bo Carlsson, Lars-Göran Bladh, Chris Litten, Peter Agback, Marlena Grynfarb, Konrad F. Koehler, and Johan Malm
pp 3114–3117Publication Date (Web): April 06, 2005 (Letter)
DOI: 10.1021/jm050004k
1-(5-Chloro-2-alkoxyphenyl)-3-(5-cyano- pyrazi-2-yl)ureas as Potent and Selective Inhibitors of Chk1 Kinase: Synthesis, Preliminary SAR, and Biological Activities
Gary T. Wang, Gaoquan Li, Robert A. Mantei, Zehan Chen, Peter Kovar, Wendy Gu, Zhan Xiao, Haiying Zhang, Hing L. Sham, Thomas Sowin, Saul H. Rosenberg, and Nan-Horng Lin
pp 3118–3121Publication Date (Web): April 02, 2005 (Letter)
DOI: 10.1021/jm048989d
“In Situ Cross-Docking” To Simultaneously Address Multiple Targets
Christoph A. Sotriffer and Ingo Dramburg
pp 3122–3125Publication Date (Web): April 09, 2005 (Letter)
DOI: 10.1021/jm050075j
Thermodynamic Analysis of Interactions between N-Linked Sugar Chains and F-Box Protein Fbs1
Shinya Hagihara, Kiichiro Totani, Ichiro Matsuo, and Yukishige Ito
pp 3126–3129Publication Date (Web): April 08, 2005 (Letter)
DOI: 10.1021/jm0489511
Articles
Bisphosphonate Inhibitors of Toxoplasma gondi Growth: In Vitro, QSAR, and In Vivo Investigations
Yan Ling, Gurmukh Sahota, Sarah Odeh, Julian M. W. Chan, Fausto G. Araujo, Silvia N. J. Moreno, and Eric Oldfield
pp 3130–3140Publication Date (Web): April 02, 2005 (Article)
DOI: 10.1021/jm040132t
Discovery of 3-[(4,5,7-Trifluorobenzothiazol-2-yl)methyl]indole-N-acetic Acid (Lidorestat) and Congeners as Highly Potent and Selective Inhibitors of Aldose Reductase for Treatment of Chronic Diabetic Complications
Michael C. Van Zandt, Michael L. Jones, David E. Gunn, Leo S. Geraci, J. Howard Jones, Diane R. Sawicki, Janet Sredy, Jorge L. Jacot, A. Thomas DiCioccio, Tatiana Petrova, Andre Mitschler, and Alberto D. Podjarny
pp 3141–3152Publication Date (Web): March 30, 2005 (Article)
DOI: 10.1021/jm0492094
Morphiceptin Analogues Containing a Dipeptide Mimetic Structure: An Investigation on the Bioactive Topology at the μ-Receptor
Paolo Grieco, Laura Giusti, Alfonso Carotenuto, Pietro Campiglia, Vincenzo Calderone, Teresa Lama, Isabel Gomez-Monterrey, Gianpaolo Tartaro, Maria R. Mazzoni, and Ettore Novellino
pp 3153–3163Publication Date (Web): April 02, 2005 (Article)
DOI: 10.1021/jm040867y
A Bioavailability Score
Yvonne C. Martin
pp 3164–3170Publication Date (Web): April 05, 2005 (Article)
DOI: 10.1021/jm0492002
Enantiomerically Pure Hexahydropyrazinoquinolines as Potent and Selective Dopamine 3 Subtype Receptor Ligands
Ke Ding, Jianyong Chen, Min Ji, Xihan Wu, Judith Varady, Chao-Yie Yang, Yipin Lu, Jeffrey R. Deschamps, Beth Levant, and Shaomeng Wang
pp 3171–3181Publication Date (Web): April 02, 2005 (Article)
DOI: 10.1021/jm049031l
HierS: Hierarchical Scaffold Clustering Using Topological Chemical Graphs
Steven J. Wilkens, Jeff Janes, and Andrew I. Su
pp 3182–3193Publication Date (Web): April 08, 2005 (Article)
DOI: 10.1021/jm049032d
Synthesis and Antibacterial Activity of 1-(2-Fluorovinyl)-7-substituted-4-quinolone-3-carboxylic Acid Derivatives, Conformationally Restricted Analogues of Fleroxacin
Yoshikazu Asahina, Kazuhiko Iwase, Fujio Iinuma, Masaki Hosaka, and Takayoshi Ishizaki
pp 3194–3202Publication Date (Web): April 02, 2005 (Article)
DOI: 10.1021/jm0402061
Successful in Silico Discovery of Novel Nonsteroidal Ligands for Human Sex Hormone Binding Globulin
Artem Cherkasov, Zheng Shi, Magid Fallahi, and Geoffrey L. Hammond
pp 3203–3213Publication Date (Web): April 02, 2005 (Article)
DOI: 10.1021/jm049087f
DASH: A Novel Analysis Method for Molecular Dynamics Simulation Data. Analysis of Ligands of PPAR-γ
David W. Salt, Brian D. Hudson, Lee Banting, Matthew J. Ellis, and Martyn G. Ford
pp 3214–3220Publication Date (Web): March 18, 2005 (Article)
DOI: 10.1021/jm049216s
Frontal Affinity Chromatography with MS Detection of EphB2 Tyrosine Kinase Receptor. 2. Identification of Small-Molecule Inhibitors via Coupling with Virtual Screening
Leticia Toledo-Sherman, Eugen Deretey, Jacek J. Slon-Usakiewicz, William Ng, Jin-Rui Dai, J. Estelle Foster, Peter R. Redden, Marni D. Uger, Linda C. Liao, Andrew Pasternak, and Neil Reid
pp 3221–3230Publication Date (Web): April 12, 2005 (Article)
DOI: 10.1021/jm0492204
On the Binding of Indeno[1,2-c]isoquinolines in the DNA−Topoisomerase I Cleavage Complex
Xiangshu Xiao, Smitha Antony, Yves Pommier, and Mark Cushman
pp 3231–3238Publication Date (Web): April 02, 2005 (Article)
DOI: 10.1021/jm050017y
Ligand-Based Prediction of Active Conformation by 3D-QSAR Flexibility Descriptors and Their Application in 3+3D-QSAR Models
Tamás A. Martinek, Ferenc tvs, Máté Dervarics, Géza Tóth, and Ferenc Fülöp
pp 3239–3250Publication Date (Web): March 31, 2005 (Article)
DOI: 10.1021/jm049157i
Molecular Dynamics Simulation of the Ligand Binding Domain of Farnesoid X Receptor. Insights into Helix-12 Stability and Coactivator Peptide Stabilization in Response to Agonist Binding
Gabriele Costantino, Antonio Entrena-Guadix, Antonio Macchiarulo, Antimo Gioiello, and Roberto Pellicciari
pp 3251–3259Publication Date (Web): April 09, 2005 (Article)
DOI: 10.1021/jm049182o
Synthesis and Cytotoxic Evaluation of Combretafurazans
Gian Cesare Tron, Francesca Pagliai, Erika Del Grosso, Armando A. Genazzani, and Giovanni Sorba
pp 3260–3268Publication Date (Web): April 13, 2005 (Article)
DOI: 10.1021/jm049096o
Calculating Virtual log P in the Alkane/Water System (log PNalk) and Its Derived Parameters Δlog PNoct-alk and log DpHalk
Giulia Caron and Giuseppe Ermondi
pp 3269–3279Publication Date (Web): April 02, 2005 (Article)
DOI: 10.1021/jm048980b
Identification of Novel Low Molecular Weight CXCR4 Antagonists by Structural Tuning of Cyclic Tetrapeptide Scaffolds
Hirokazu Tamamura, Takanobu Araki, Satoshi Ueda, Zixuan Wang, Shinya Oishi, Ai Esaka, John O. Trent, Hideki Nakashima, Naoki Yamamoto, Stephen C. Peiper, Akira Otaka, and Nobutaka Fujii
pp 3280–3289Publication Date (Web): April 13, 2005 (Article)
DOI: 10.1021/jm050009h
Structural Requirements for Factor Xa Inhibition by 3-Oxybenzamides with Neutral P1 Substituents: Combining X-ray Crystallography, 3D-QSAR, and Tailored Scoring Functions
Hans Matter, David W. Will, Marc Nazaré, Herman Schreuder, Volker Laux, and Volkmar Wehner
pp 3290–3312Publication Date (Web): April 13, 2005 (Article)
DOI: 10.1021/jm049187l
Conformation Mining: An Algorithm for Finding Biologically Relevant Conformations
Santosh Putta, Gregory A. Landrum, and Julie E. Penzotti
pp 3313–3318Publication Date (Web): April 09, 2005 (Article)
DOI: 10.1021/jm049066l
Structure−Activity Relationships of Fluorinated Lysophosphatidic Acid Analogues
Yong Xu, Junken Aoki, Kumiko Shimizu, Makiko Umezu-Goto, Kotaro Hama, Yasukazu Takanezawa, Shuangxing Yu, Gordon B. Mills, Hiroyuki Arai, Lian Qian, and Glenn D. Prestwich
pp 3319–3327Publication Date (Web): April 02, 2005 (Article)
DOI: 10.1021/jm049186t
N-Terminal Fatty Acylated His-dPhe-Arg-Trp-NH2 Tetrapeptides: Influence of Fatty Acid Chain Length on Potency and Selectivity at the Mouse Melanocortin Receptors and Human Melanocytes
Aleksandar Todorovic, Jerry Ryan Holder, Rayna M. Bauzo, Joseph Walker Scott, Renny Kavanagh, Zalfa Abdel-Malek, and Carrie Haskell-Luevano
pp 3328–3336Publication Date (Web): March 30, 2005 (Article)
DOI: 10.1021/jm0490843
Synthesis and Pharmacology of 6-Substituted Benztropines: Discovery of Novel Dopamine Uptake Inhibitors Possessing Low Binding Affinity to the Dopamine Transporter
Daniele Simoni, Marcello Rossi, Valerio Bertolasi, Marinella Roberti, Daniela Pizzirani, Riccardo Rondanin, Riccardo Baruchello, Francesco Paolo Invidiata, Manlio Tolomeo, Stefania Grimaudo, Stefania Merighi, Katia Varani, Stefania Gessi, Pier Andrea Borea, Silvia Marino, Sabrina Cavallini, Clementina Bianchi, and Anna Siniscalchi
pp 3337–3343Publication Date (Web): April 05, 2005 (Article)
DOI: 10.1021/jm0490235
Class II (IIa)-Selective Histone Deacetylase Inhibitors. 1. Synthesis and Biological Evaluation of Novel (Aryloxopropenyl)pyrrolyl Hydroxyamides
Antonello Mai, Silvio Massa, Riccardo Pezzi, Silvia Simeoni, Dante Rotili, Angela Nebbioso, Annamaria Scognamiglio, Lucia Altucci, Peter Loidl, and Gerald Brosch
pp 3344–3353Publication Date (Web): April 07, 2005 (Article)
DOI: 10.1021/jm049002a
Symmetrical Bis-Quinolinium Compounds: New Human Choline Kinase Inhibitors with Antiproliferative Activity against the HT-29 Cell Line
Rosario Sánchez-Martín, Joaquín M. Campos, Ana Conejo-García, Olga Cruz-López, Mónica Báñez-Coronel, Agustín Rodríguez-González, Miguel A. Gallo, Juan C. Lacal, and Antonio Espinosa
pp 3354–3363Publication Date (Web): April 13, 2005 (Article)
DOI: 10.1021/jm049061o
Platinum(II) Complexes with Antitumoral/Antiviral Aromatic Heterocycles: Effect of Glutathione upon in Vitro Cell Growth Inhibition
Paride Papadia, Nicola Margiotta, Alberta Bergamo, Gianni Sava, and Giovanni Natile
pp 3364–3371Publication Date (Web): April 08, 2005 (Article)
DOI: 10.1021/jm0500471
Synthesis and Biological Evaluation of 14-Alkoxymorphinans. 22.1 Influence of the 14-Alkoxy Group and the Substitution in Position 5 in 14-Alkoxymorphinan-6-ones on in Vitro and in Vivo Activities
Roberta Lattanzi, Mariana Spetea, Falko Schüllner, Silvia B. Rief, Roland Krassnig, Lucia Negri, and Helmut Schmidhammer
pp 3372–3378Publication Date (Web): April 09, 2005 (Article)
DOI: 10.1021/jm040894o
Design of Benzophenone-Containing Photoactivatable Linear Vasopressin Antagonists: Pharmacological and Photoreactive Properties
Sylvie Ponthieux, Joëlle Cabot, Bernard Mouillac, René Seyer, Claude Barberis, and Eric Carnazzi
pp 3379–3388Publication Date (Web): April 07, 2005 (Article)
DOI: 10.1021/jm040871+
Full Text HTMLAdenosine Kinase Inhibitors. 4. 6,8-Disubstituted Purine Nucleoside Derivatives. Synthesis, Conformation, and Enzyme Inhibition
Brett C. Bookser, Michael C. Matelich, Kristin Ollis, and Bheemarao G. Ugarkar
pp 3389–3399Publication Date (Web): April 07, 2005 (Article)
DOI: 10.1021/jm048968j
C-5-Disubstituted Barbiturates as Potential Molecular Probes for Noninvasive Matrix Metalloproteinase Imaging
Hans-Jörg Breyholz, Michael Schäfers, Stefan Wagner, Carsten Höltke, Andreas Faust, Helmut Rabeneck, Bodo Levkau, Otmar Schober, and Klaus Kopka
pp 3400–3409Publication Date (Web): April 12, 2005 (Article)
DOI: 10.1021/jm049145x
Antitumor Effects of Two Novel Naturally Occurring Terpene Quinones Isolated from the Mediterranean Ascidian Aplidium conicum
Anna Aiello, Ernesto Fattorusso, Paolo Luciano, Antonio Macho, Marialuisa Menna, and Eduardo Muñoz
pp 3410–3416Publication Date (Web): April 12, 2005 (Article)
DOI: 10.1021/jm0489915
Synthesis and in Vitro and in Vivo Antitumor Activity of 2-Phenylpyrroloquinolin-4-ones
Maria Grazia Ferlin, Gianfranco Chiarelotto, Venusia Gasparotto, Lisa Dalla Via, Vincenzo Pezzi, Luisa Barzon, Giorgio Palù, and Ignazio Castagliuolo
pp 3417–3427Publication Date (Web): April 13, 2005 (Article)
DOI: 10.1021/jm049387x
Brief Articles
1,5-Diarylpyrrole-3-acetic Acids and Esters as Novel Classes of Potent and Highly Selective Cyclooxygenase-2 Inhibitors
Mariangela Biava, Giulio Cesare Porretta, Andrea Cappelli, Salvatore Vomero, Fabrizio Manetti, Maurizio Botta, Lidia Sautebin, Antonietta Rossi, Francesco Makovec, and Maurizio Anzini
pp 3428–3432Publication Date (Web): April 12, 2005 (Brief Article)
DOI: 10.1021/jm049121q
Computational Strategies in Discovering Novel Non-nucleoside Inhibitors of HIV-1 RT
Maria Letizia Barreca, Angela Rao, Laura De Luca, Maria Zappalà, Anna-Maria Monforte, Giovanni Maga, Christophe Pannecouque, Jan Balzarini, Erik De Clercq, Alba Chimirri, and Pietro Monforte
pp 3433–3437Publication Date (Web): April 13, 2005 (Brief Article)
DOI: 10.1021/jm049279a
Convergent Synthesis and Pharmacology of Substituted Tetrazolyl-2-amino-3-(3-hydroxy-5-methyl-4-isoxazolyl)propionic acid Analogues
Stine B. Vogensen, Rasmus P. Clausen, Jeremy R. Greenwood, Tommy N. Johansen, Darryl S. Pickering, Birgitte Nielsen, Bjarke Ebert, and Povl Krogsgaard-Larsen
pp 3438–3442Publication Date (Web): April 08, 2005 (Brief Article)
DOI: 10.1021/jm050014l
Synthesis and Antibacterial Activity of the 4-Quinolone-3-carboxylic Acid Derivatives Having a Trifluoromethyl Group as a Novel N-1 Substituent
Yoshikazu Asahina, Ichiro Araya, Kazuhiko Iwase, Fujio Iinuma, Masaki Hosaka, and Takayoshi Ishizaki
pp 3443–3446Publication Date (Web): April 13, 2005 (Brief Article)
DOI: 10.1021/jm040204g
Book Reviews
New Drug Approval Process. Accelerating Global Registrations. 4th Edition Edited by Richard A. Guarino. Marcel Dekker, New York. 2004. xiv + 635 pp. 16 × 23.5 cm. ISBN 0824750411. $164.00.
W. Janusz Rzeszotarski
p 3447Publication Date (Web): March 31, 2005 (Book Review)
DOI: 10.1021/jm058202z
p 3448
Publication Date (Web): March 29, 2005 (Book Review)
DOI: 10.1021/jm058193u