Table of Contents
July 1, 2004
Volume 47, Issue 14
Pages 3463-3705
About the Cover: Ribbon rendered illustration of the nuclear receptor heterodimer RXRα(cyan):PPARRγ (red) ligand binding domains bound with coactivator peptides (magenta) and agonist ligands (space-filling atoms where green is carbon, red is oxygen, and blue is nitrogen) (Haffner, C. D.; et al. J. Med. Chem. 2004, 47, 2010-2029).
Perspective
Fragment-Based Drug Discovery
Daniel A. Erlanson, Robert S. McDowell, and Tom O'Brien
pp 3463–3482Publication Date (Web): June 4, 2004 (Perspective)
DOI: 10.1021/jm040031v
Hi-Res PDF Letters
3-(2-Aminoalkyl)-1-(2,6-difluorobenzyl)-5- (2-fluoro-3-methoxyphenyl)-6-methyl- uracils as Orally Bioavailable Antagonists of the Human Gonadotropin Releasing Hormone Receptor
Fabio C. Tucci, Yun-Fei Zhu, Zhiqiang Guo, Timothy D. Gross, Patrick J. Connors, Jr., Yinghong Gao, Martin W. Rowbottom, R. Scott Struthers, Greg J. Reinhart, Qiu Xie, Ta Kung Chen, Haig Bozigian, Anne L. Killam Bonneville, Andrew Fisher, Liping Jin, John Saunders, and Chen Chen
pp 3483–3486Publication Date (Web): May 28, 2004 (Letter)
DOI: 10.1021/jm049791w
Hydrophobic Acetal and Ketal Derivatives of Mannopeptimycin-α and Desmethylhexahydromannopeptimycin-α: Semisynthetic Glycopeptides with Potent Activity Against Gram-Positive Bacteria
Russell G. Dushin, Ting-Zhong Wang, Phaik-Eng Sum, Haiyin He, Alan G. Sutherland, Joseph S. Ashcroft, Edmund I. Graziani, Frank E. Koehn, Patricia A. Bradford, Peter J. Petersen, Karen L. Wheless, David How, Nancy Torres, Eileen B. Lenoy, William J. Weiss, Stanley A. Lang, Steven J. Projan, David M. Shlaes, and Tarek S. Mansour
pp 3487–3490Publication Date (Web): June 5, 2004 (Letter)
DOI: 10.1021/jm049765y
Tiplaxtinin, a Novel, Orally Efficacious Inhibitor of Plasminogen Activator Inhibitor-1: Design, Synthesis, and Preclinical Characterization
Hassan Elokdah, Magid Abou-Gharbia, James K. Hennan, Geraldine McFarlane, Cheryl P. Mugford, Girija Krishnamurthy, and David L. Crandall
pp 3491–3494Publication Date (Web): June 5, 2004 (Letter)
DOI: 10.1021/jm049766q
Articles
Catalase-Mediated Nitric Oxide Formation from Hydroxyurea
Jinming Huang, Daniel B. Kim-Shapiro, and S. Bruce King
pp 3495–3501Publication Date (Web): June 3, 2004 (Article)
DOI: 10.1021/jm030547z
Identification of Non-Phosphate-Containing Small Molecular Weight Inhibitors of the Tyrosine Kinase p56 Lck SH2 Domain via in Silico Screening against the pY + 3 Binding Site
Niu Huang, Ashish Nagarsekar, Guanjun Xia, Jun Hayashi, and Alexander D. MacKerell, Jr.
pp 3502–3511Publication Date (Web): June 4, 2004 (Article)
DOI: 10.1021/jm030470e
New Manzamine Alkaloids from an Indo-Pacific Sponge. Pharmacokinetics, Oral Availability, and the Significant Activity of Several Manzamines against HIV-I, AIDS Opportunistic Infections, and Inflammatory Diseases
Muhammad Yousaf, Nicholas L. Hammond, Jiangnan Peng, Subagus Wahyuono, Kylie A. McIntosh, William N. Charman, Alejandro M. S. Mayer, and Mark T. Hamann
pp 3512–3517Publication Date (Web): May 27, 2004 (Article)
DOI: 10.1021/jm030475b
Antagonist Analogue of 6-[3‘-(1-Adamantyl)-4‘-hydroxyphenyl]-2-naphthalenecarboxylic Acid (AHPN) Family of Apoptosis Inducers That Effectively Blocks AHPN-Induced Apoptosis but Not Cell-Cycle Arrest
Marcia I. Dawson, Danni L. Harris, Gang Liu, Peter D. Hobbs, Christopher W. Lange, Ling Jong, Nathalie Bruey-Sedano, Sharon Y. James, Xiao-kun Zhang, Valerie J. Peterson, Mark Leid, Lulu Farhana, Arun K. Rishi, and Joseph A. Fontana
pp 3518–3536Publication Date (Web): June 5, 2004 (Article)
DOI: 10.1021/jm030524k
Identification, Synthesis, and Characterization of New Glycogen Phosphorylase Inhibitors Binding to the Allosteric AMP Site
Marit Kristiansen, Birgitte Andersen, Lars Fogh Iversen, and Niels Westergaard
pp 3537–3545Publication Date (Web): June 5, 2004 (Article)
DOI: 10.1021/jm031121n
Synthesis, Biological Activity, and Three-Dimensional Quantitative Structure−Activity Relationship Model for a Series of Benzo[c]quinolizin-3-ones, Nonsteroidal Inhibitors of Human Steroid 5α-Reductase 1
Ernesto G. Occhiato, Alessandro Ferrali, Gloria Menchi, Antonio Guarna, Giovanna Danza, Alessandra Comerci, Rosa Mancina, Mario Serio, Gianni Garotta, Andrea Cavalli, Marco De Vivo, and Maurizio Recanatini
pp 3546–3560Publication Date (Web): June 8, 2004 (Article)
DOI: 10.1021/jm031131o
Probing the Pharmacophore for Allosteric Ligands of Muscarinic M2 Receptors: SAR and QSAR Studies in a Series of Bisquaternary Salts of Caracurine V and Related Ring Systems
Darius P. Zlotos, Stefan Buller, Nikolaus Stiefl, Knut Baumann, and Klaus Mohr
pp 3561–3571Publication Date (Web): May 29, 2004 (Article)
DOI: 10.1021/jm0311341
Computer-Assisted Design of Selective Imidazole Inhibitors for Cytochrome P450 Enzymes
Andreas Verras, Irwin D. Kuntz, and Paul R. Ortiz de Montellano
pp 3572–3579Publication Date (Web): May 29, 2004 (Article)
DOI: 10.1021/jm030608t
1,2,4-Triazolo[4,3-a]quinoxalin-1-one Moiety as an Attractive Scaffold To Develop New Potent and Selective Human A3 Adenosine Receptor Antagonists: Synthesis, Pharmacological, and Ligand−Receptor Modeling Studies
Vittoria Colotta, Daniela Catarzi, Flavia Varano, Francesca Romana Calabri, Ombretta Lenzi, Guido Filacchioni, Claudia Martini, Letizia Trincavelli, Francesca Deflorian, and Stefano Moro
pp 3580–3590Publication Date (Web): June 4, 2004 (Article)
DOI: 10.1021/jm031136l
Development of Potent Bifunctional Endomorphin-2 Analogues with Mixed μ-/δ-Opioid Agonist and δ-Opioid Antagonist Properties
Yoshio Fujita, Yuko Tsuda, Tingyou Li, Takashi Motoyama, Motohiro Takahashi, Yoshiro Shimizu, Toshio Yokoi, Yusuke Sasaki, Akihiro Ambo, Atsuko Kita, Yunden Jinsmaa, Sharon D. Bryant, Lawrence H. Lazarus, and Yoshio Okada
pp 3591–3599Publication Date (Web): May 28, 2004 (Article)
DOI: 10.1021/jm030649p
Dye-Labeled Benzodiazepines: Development of Small Ligands for Receptor Binding Studies Using Fluorescence Correlation Spectroscopy
Oliver Hegener, Randolf Jordan, and Hanns Häberlein
pp 3600–3605Publication Date (Web): June 05, 2004 (Article)
DOI: 10.1021/jm021009+
Full Text HTMLUncharged AZT and D4T Derivatives of Phosphonoformic and Phosphonoacetic Acids as Anti-HIV Pronucleosides
Elena A. Shirokova, Maxim V. Jasko, Anastasiya L. Khandazhinskaya, Alexander V. Ivanov, Dmitry V. Yanvarev, Yury S. Skoblov, Vladimir A. Mitkevich, Eduard V. Bocharov, Tatyana R. Pronyaeva, Nina V. Fedyuk, Marina K. Kukhanova, and Andrey G. Pokrovsky
pp 3606–3614Publication Date (Web): May 29, 2004 (Article)
DOI: 10.1021/jm0310176
Inhibition of Group IVA Cytosolic Phospholipase A2 by Novel 2-Oxoamides in Vitro, in Cells, and in Vivo
George Kokotos, David A. Six, Vassilios Loukas, Timothy Smith, Violetta Constantinou-Kokotou, Dimitra Hadjipavlou-Litina, Stavroula Kotsovolou, Antonia Chiou, Christopher C. Beltzner, and Edward A. Dennis
pp 3615–3628Publication Date (Web): June 2, 2004 (Article)
DOI: 10.1021/jm030485c
Conjugates of Gadolinium Complexes to Bile Acids as Hepatocyte-Directed Contrast Agents for Magnetic Resonance Imaging
Pier Lucio Anelli, Luciano Lattuada, Vito Lorusso, Giovanna Lux, Alberto Morisetti, Pierfrancesco Morosini, Michele Serleti, and Fulvio Uggeri
pp 3629–3641Publication Date (Web): June 5, 2004 (Article)
DOI: 10.1021/jm0310683
Synthesis and Biological Evaluation of 3-Heterocyclyl-7,8,9,10-tetrahydro-(7,10-ethano)-1,2,4-triazolo[3,4-a]phthalazines and Analogues as Subtype-Selective Inverse Agonists for the GABAAα5 Benzodiazepine Binding Site
Leslie J. Street, Francine Sternfeld, Richard A. Jelley, Austin J. Reeve, Robert W. Carling, Kevin W. Moore, Ruth M. McKernan, Bindi Sohal, Susan Cook, Andrew Pike, Gerard R. Dawson, Frances A. Bromidge, Keith A. Wafford, Guy R. Seabrook, Sally A. Thompson, George Marshall, Goplan V. Pillai, José L. Castro, John R. Atack, and Angus M. MacLeod
pp 3642–3657Publication Date (Web): May 28, 2004 (Article)
DOI: 10.1021/jm0407613
Novel Dicationic Imidazo[1,2-a]pyridines and 5,6,7,8-Tetrahydro-imidazo[1,2-a]pyridines as Antiprotozoal Agents
Mohamed A. Ismail, Reto Brun, Tanja Wenzler, Farial A. Tanious, W. David Wilson, and David W. Boykin
pp 3658–3664Publication Date (Web): May 28, 2004 (Article)
DOI: 10.1021/jm0400092
DNA Binding To Guide the Development of Tetrahydroindeno[1,2-b]pyrido[4,3,2-de]quinoline Derivatives as Cytotoxic Agents
Sarah Catoen-Chackal, Michael Facompré, Raymond Houssin, Nicole Pommery, Jean-François Goossens, Pierre Colson, Christian Bailly, and Jean-Pierre Hénichart
pp 3665–3673Publication Date (Web): June 3, 2004 (Article)
DOI: 10.1021/jm0400193
Mechanism of Inactivation of β-Lactamases by Novel 6-Methylidene Penems Elucidated Using Electrospray Ionization Mass Spectrometry
Keiko Tabei, Xidong Feng, Aranapakam M. Venkatesan, Takao Abe, Ushirogochi Hideki, Tarek S. Mansour, and Marshall M. Siegel
pp 3674–3688Publication Date (Web): May 28, 2004 (Article)
DOI: 10.1021/jm049903j
Brief Articles
Design, Synthesis, and Biological Evaluation of 2,4-Diamino-5-methyl-6-substituted-pyrrolo[2,3-d]pyrimidines as Dihydrofolate Reductase Inhibitors1
Aleem Gangjee, Xin Lin, and Sherry F. Queener
pp 3689–3692Publication Date (Web): May 8, 2004 (Brief Article)
DOI: 10.1021/jm0306327
Synthesis and Antibacterial Activity of a Novel Series of Potent DNA Gyrase Inhibitors. Pyrazole Derivatives
Akihiko Tanitame, Yoshihiro Oyamada, Keiko Ofuji, Mika Fujimoto, Noritaka Iwai, Yoichi Hiyama, Kenji Suzuki, Hideaki Ito, Hideo Terauchi, Motoji Kawasaki, Kazuo Nagai, Masaaki Wachi, and Jun-ichi Yamagishi
pp 3693–3696Publication Date (Web): June 5, 2004 (Brief Article)
DOI: 10.1021/jm030394f
Total Synthesis and Anti-Tubulin Activity of Epi-C3 Analogues of Cryptophycin-24
Suzanne B. Buck, Jacquelyn K. Huff, Richard H. Himes, and Gunda I. Georg
pp 3697–3699Publication Date (Web): June 2, 2004 (Brief Article)
DOI: 10.1021/jm030555f
Inhibition of Cytokine Production by Hymenialdisine Derivatives
Vasudha Sharma, Theresa A. Lansdell, Guangyi Jin, and Jetze J. Tepe
pp 3700–3703Publication Date (Web): May 21, 2004 (Brief Article)
DOI: 10.1021/jm040013d
Book Reviews
Frontiers in Medicinal Chemistry
Online. Volume 1 (online book series) Edited by Atta-ur-Rahman and A. B. Reitz. Bentham Science Publishers, Ltd. (http://www.bentham.org/). 2004. vi + 688 pp. CD ROM $245.00 or $45.00 per Chapter Online.
Kennerly S. Patrick
p 3704Publication Date (Web): June 4, 2004 (Book Review)
DOI: 10.1021/jm040094d
Studies in Natural Products Chemistry. Volume 29. Bioactive Natural Products (Part J) Edited by Atta-ur-Rahman. Elsevier, New York. 2003. x + 902 pp. 16.5 × 24.5 cm. ISBN 0-444-51510-0. $410.00.
Kuo-Hsiung Lee
p 3704Publication Date (Web): June 5, 2004 (Book Review)
DOI: 10.1021/jm040097q
Additions and Corrections
New 2,4-Diamino-5-(2‘,5‘-substituted benzyl)pyrimidines as Potential Drugs against Opportunistic Infections of AIDS and Other Immune Disorders. Synthesis and Species-Dependent Antifolate Activity
Andre Rosowsky, Ronald A. Forsch, Carol Hopkins Sibley, Clark B. Inderlied, and Sherry F. Queener:
p 3705Publication Date (Web): June 8, 2004 (Addition/Correction)
DOI: 10.1021/jm040098i
Synthesis, Characterization, and Preliminary in Vivo Tests of New Poly(ethylene glycol) Conjugates of the Antitumor Agent 10-Amino-7-ethylcamptothecin
Andrea Guiotto, Mirta Canevari, Piero Orsolini, Olivier Lavanchy, Christine Deuschel, Norimasa Kaneda, Akinobu Kurita, Takeshi Matsuzaki, Takeshi Yaegashi, Seigo Sawada, and Francesco M. Veronese:
p 3705Publication Date (Web): May 28, 2004 (Addition/Correction)
DOI: 10.1021/jm0408060