Bioorganic and Medicinal Chemistry: Vol 16, Issue 7

1.
Editorial board Page IFC


2.
Graphical contents list Pages 3463-3481


3.
Structural insights into how irreversible inhibitors can overcome drug resistance in EGFR Pages 3482-3488 Anja Michalczyk, Sabine Klüter, Haridas B. Rode, Jeffrey R. Simard, Christian Grütter, Matthias Rabiller and Daniel Rauh


4.
1-(2-Carboxyindol-5-yloxy)propan-2-ones as inhibitors of human cytosolic phospholipase A2α: Synthesis, biological activity, metabolic stability, and solubility Pages 3489-3500 Alexandra Fritsche, Alwine Schulze Elfringhoff, Jörg Fabian and Matthias Lehr


5.
Synthesis and DNA-cleaving activity of lactenediynes conjugated with DNA-complexing moieties Pages 3501-3518 Luca Banfi, Andrea Basso, Elisabetta Bevilacqua, Valentina Gandolfo, Giuseppe Giannini, Giuseppe Guanti, Loana Musso, Monica Paravidino and Renata Riva


6.
Potent anti-prostate cancer agents derived from a novel androgen receptor down-regulating agent Pages 3519-3529 Puranik Purushottamachar, Aakanksha Khandelwal, Tadas S. Vasaitis, Robert D. Bruno, Lalji K. Gediya and Vincent C.O. Njar


7.
Carbonic anhydrase activators: Activation of the human tumor-associated isozymes IX and XII with amino acids and amines Pages 3530-3536 Silvia Pastorekova, Daniela Vullo, Isao Nishimori, Andrea Scozzafava, Jaromir Pastorek and Claudiu T. Supuran


8.
N-1H-Benzimidazol-5-ylbenzenesulfonamide derivatives as potent hPXR agonists Pages 3537-3549 Cindy Benod, Guy Subra, Virginie Nahoum, Aude Mallavialle, Jean-François Guichou, Julien Milhau, Samuel Roblés, William Bourguet, Jean-Marc Pascussi, Patrick Balaguer and Alain Chavanieu


9.
Synthetic homoserine lactone-derived sulfonylureas as inhibitors of Vibrio fischeri quorum sensing regulator Pages 3550-3556 Marine Frezza, Laurent Soulère, Sylvie Reverchon, Nicolas Guiliani, Carlos Jerez, Yves Queneau and Alain Doutheau


10.
Stereochemical studies on the novel monoamine oxidase B substrates (1R,6S)- and (1S,6R)-3-methyl-6-phenyl-3-aza-bicyclo[4.1.0]heptane Pages 3557-3564 Philippe Bissel, Ashraf Khalil, John M. Rimoldi, Kazuo Igarashi, Dale Edmondson, Anthony Miller and Neal Castagnoli Jr.


11.
Computational analysis of the binding affinities of the natural-product cyclopentapeptides argifin and argadin to chitinase B from Serratia marcescens Pages 3565-3579 Hiroaki Gouda, Yuichi Yanai, Akihiro Sugawara, Toshiaki Sunazuka, Satoshi Ōmura and Shuichi Hirono


12.
Catechin gallates are NADP+-competitive inhibitors of glucose-6-phosphate dehydrogenase and other enzymes that employ NADP+ as a coenzyme Pages 3580-3586 Eui Seok Shin, Jiyoung Park, Jae-Min Shin, Dooho Cho, Si Young Cho, Dong Wook Shin, Mira Ham, Jae Bum Kim and Tae Ryong Lee


13.
Design and synthesis of dual inhibitors of HIV reverse transcriptase and integrase: Introducing a diketoacid functionality into delavirdine Pages 3587-3595 Zhengqiang Wang and Robert Vince


14.
Nitro as a novel zinc-binding group in the inhibition of carboxypeptidase A Pages 3596-3601 Si-Hong Wang, Shou-Feng Wang, Wei Xuan, Zong-Hao Zeng, Jing-Yi Jin, Jie Ma and Guan Rong Tian


15.
N-Aroyl-3,5-bis(benzylidene)-4-piperidones: A novel class of antimycobacterial agents Pages 3602-3607 Umashankar Das, Swagatika Das, Brian Bandy, James P. Stables and Jonathan R. Dimmock


16.
Synthesis of curcumin mimics with multidrug resistance reversal activities Pages 3608-3615 Yumi Um, Sungsik Cho, Ho Bum Woo, Yong Kee Kim, Hanna Kim, Jungyeob Ham, Su-Nam Kim, Chan Mug Ahn and Seokjoon Lee


17.
In vitro permeability and metabolic stability of bile pigments and the effects of hydrophilic and lipophilic modification of biliverdin Pages 3616-3625 Andrew C. Bulmer, Joanne T. Blanchfield, Jeff. S. Coombes and Istvan Toth


18.
Synthesis and anti-cancer activity of benzothiazole containing phthalimide on human carcinoma cell lines Pages 3626-3631 Stanton Hon Lung Kok, Roberto Gambari, Chung Hin Chui, Marcus Chun Wah Yuen, Eva Lin, Raymond Siu Ming Wong, Fung Yi Lau, Gregory Yin Ming Cheng, Wing Sze Lam, Sau Hing Chan, Kim Hung Lam, Chor Hing Cheng, Paul Bo Shan Lai, Michael Wing Yiu Yu, Filly Cheung, Johnny Cheuk On Tang and Albert Sun Chi Chan


19.
Synthesis and antifungal activity of novel sulfoxide derivatives containing trimethoxyphenyl substituted 1,3,4-thiadiazole and 1,3,4-oxadiazole moiety Pages 3632-3640 Fang Liu, Xiao-Qiong Luo, Bao-An Song, Pinaki S. Bhadury, Song Yang, Lin-Hong Jin, Wei Xue and De-Yu Hu


20.
Antioxidant and cytotoxic activities of canadine: Biological effects and structural aspects Pages 3641-3651 Estela R. Correché, Sebastian A. Andujar, Rita R. Kurdelas, María J. Gómez Lechón, Mónica L. Freile and Ricardo D. Enriz


21.
Pivaloyloxymethyl-modified isoprenoid bisphosphonates display enhanced inhibition of cellular geranylgeranylation Pages 3652-3660 Andrew J. Wiemer, Jose S. Yu, Larry W. Shull, Rocky J. Barney, Brian M. Wasko, Kimberly M. Lamb, Raymond J. Hohl and David F. Wiemer


22.
Synthesis, antimalarial activity, structure–activity relationship analysis of thieno-[3,2-b]benzothiazine S,S-dioxide analogs Pages 3661-3674 Arthur Barazarte, José Camacho, José Domínguez, Gricela Lobo, Neira Gamboa, Juan Rodrigues, Mario V. Capparelli, Ángel Álvarez-Larena, Sebastian Andujar, Daniel Enriz and Jaime Charris


23.
CoMFA and HQSAR studies on 6,7-dimethoxy-4-pyrrolidylquinazoline derivatives as phosphodiesterase10A inhibitors Pages 3675-3686 Shridhar S. Kulkarni, Maulik R. Patel and Tanaji T. Talele


24.
Studies on quinones. Part 43: Synthesis and cytotoxic evaluation of polyoxyethylene-containing 1,4-naphthoquinones Pages 3687-3693 Jaime A. Valderrama, Hilda Leiva, Jaime A. Rodríguez, Cristina Theoduloz and Guillermo Schmeda-Hirshmann


25.
Methoxylation of 3′,4′-aromatic side chains improves P-glycoprotein inhibitory and multidrug resistance reversal activities of 7,8-pyranocoumarin against cancer cells Pages 3694-3703 Wang-Fun Fong, Xiao-Ling Shen, Christoph Globisch, Michael Wiese, Guang-Ying Chen, Guo-Yuan Zhu, Zhi-Ling Yu, Anfernee Kai-Wing Tse and Ying-Jie Hu


26.
Platinum(II) complexes with steroidal esters of l-methionine and l-histidine: Synthesis, characterization and cytotoxic activity Pages 3704-3713 Miroslav Kvasnica, Milos Budesinsky, Jana Swaczynova, Vladimir Pouzar and Ladislav Kohout


27.
2-Heteroarylimino-5-benzylidene-4-thiazolidinones analogues of 2-thiazolylimino-5-benzylidene-4-thiazolidinones with antimicrobial activity: Synthesis and structure–activity relationship Pages 3714-3724 Paola Vicini, Athina Geronikaki, Matteo Incerti, Franca Zani, John Dearden and Mark Hewitt


28.
A novel sesquiterpene lactone from Centaurea pullata: Structure elucidation, antimicrobial activity, and prediction of pharmacokinetic properties Pages 3725-3731 Samah Djeddi, Anastasia Karioti, Marina Sokovic, Catherine Koukoulitsa and Helen Skaltsa


29.
4-Biphenyl and 2-naphthyl substituted 6,7-dimethoxytetrahydroisoquinoline derivatives as potent P-gp modulators Pages 3732-3743 Nicola Antonio Colabufo, Francesco Berardi, Mariangela Cantore, Maria Grazia Perrone, Marialessandra Contino, Carmela Inglese, Mauro Niso, Roberto Perrone, Amalia Azzariti, Grazia Maria Simone and Angelo Paradiso


30.
Synthesis and evaluation of homodimeric GnRHR antagonists having a rigid bis-propargylated benzene core Pages 3744-3758 Kimberly M. Bonger, Richard J.B.H.N. van den Berg, Annemiek D. Knijnenburg, Laura H. Heitman, Ad P. IJzerman, Julia Oosterom, Cornelis M. Timmers, Herman S. Overkleeft and Gijsbert A. van der Marel


31.
Selective plasma protein binding of antimalarial drugs to α1-acid glycoprotein Pages 3759-3772 Ferenc Zsila, Júlia Visy, György Mády and Ilona Fitos


32.
Synthesis and neuropharmacological evaluation of 2-aryl- and alkylapomorphines Pages 3773-3779 Attila Sipos, Béla Kiss, Éva Schmidt, István Greiner and Sándor Berényi


33.
γ-Carboline derivatives with anti-bovine viral diarrhea virus (BVDV) activity Pages 3780-3790 Kumiko Sako, Hiroshi Aoyama, Shinichi Sato, Yuichi Hashimoto and Masanori Baba


34.
Ester derivatives of gallic acid with potential toxicity toward L1210 leukemia cells Pages 3791-3799 Claudriana Locatelli, Rober Rosso, Maria C. Santos-Silva, Camila A. de Souza, Marley A. Licínio, Paulo Leal, Maria L. Bazzo, Rosendo A. Yunes and Tânia B. Creczynski–Pasa


35.
Design, synthesis, biological evaluation and docking studies of pterostilbene analogs inside PPARα Pages 3800-3808 Cassia S. Mizuno, Guoyi Ma, Shabana Khan, Akshay Patny, Mitchell A. Avery and Agnes M. Rimando


36.
Synthesis of 2-modified aristeromycins and their analogs as potent inhibitors against Plasmodium falciparum S-adenosyl-l-homocysteine hydrolase Pages 3809-3815 Takayuki Ando, Masafumi Iwata, Fazila Zulfiqar, Tatsuya Miyamoto, Masayuki Nakanishi and Yukio Kitade


37.
The synthesis of 5-substituted ring E analogs of methyllycaconitine via the Suzuki–Miyaura cross-coupling reaction Pages 3816-3824 Junfeng Huang, Crina M. Orac, Susan McKay, Dennis B. McKay and Stephen C. Bergmeier


38.
Synthesis of eudistomin D analogues and its effects on adenosine receptors Pages 3825-3830 Haruaki Ishiyama, Kengo Ohshita, Tetsuro Abe, Hiroyasu Nakata and Jun’ichi Kobayashi


39.
Synthesis and GABAA receptor activity of oxygen-bridged neurosteroid analogs Pages 3831-3838 Lautaro D. Alvarez, Adriana S. Veleiro, Ricardo F. Baggio, María T. Garland, Valeria C. Edelsztein, Héctor Coirini and Gerardo Burton


40.
Design, synthesis, inhibitory activity, and SAR studies of hydrophobic p-aminosalicylic acid derivatives as neuraminidase inhibitors Pages 3839-3847 Jie Zhang, Qiang Wang, Hao Fang, Wenfang Xu, Ailin Liu and Guanhua Du


41.
Constrained NBMPR analogue synthesis, pharmacophore mapping and 3D-QSAR modeling of equilibrative nucleoside transporter 1 (ENT1) inhibitory activity Pages 3848-3865 Zhengxiang Zhu and John K. Buolamwini


42.
Kinetic parameters and recognition of thymidine analogues with varying functional groups by thymidine phosphorylase Pages 3866-3870 Akihiko Hatano, Aiko Harano, Yoshikatsu Takigawa, Yasuhiro Naramoto, Keisuke Toda, Yuuichi Nakagomi and Hideyuki Yamada


43.
Synthesis, DNA binding and cleavage activities of the copper (II) complexes of estrogen-macrocyclic polyamine conjugates Pages 3871-3877 Xin-Bin Yang, Jie Feng, Ji Zhang, Zhong-Wei Zhang, Hong-Hui Lin, Li-Hong Zhou and Xiao-Qi Yu


44.
A spectroscopy approach for the study of the interactions of bioactive vanadium species with bovine serum albumin Pages 3878-3886 Evelina G. Ferrer, Alejandra Bosch, Osvaldo Yantorno and Enrique J. Baran


45.
Synthesis and biological evaluation of novel 6-substituted 5-alkyl-2-(arylcarbonylmethylthio)pyrimidin-4(3H)-ones as potent non-nucleoside HIV-1 reverse transcriptase inhibitors Pages 3887-3894 Yue-Ping Wang, Fen-Er Chen, Erik De Clercq, Jan Balzarini and Christophe Pannecouque


46.
Phosphonate-linked pyrrolo[2,1-c][1,4]benzodiazepine conjugates: Synthesis, DNA-binding affinity and cytotoxicity Pages 3895-3906 Ahmed Kamal, P. Praveen Kumar, B.N. Seshadri, O. Srinivas, M. Shiva Kumar, Subrata Sen, Nisha Kurian, Aarti S. Juvekar and Surekha M. Zingde


47.
Design, synthesis, and biological evaluation of 1-(4-sulfamylphenyl)-3-trifluoromethyl-5-indolyl pyrazolines as cyclooxygenase-2 (COX-2) and lipoxygenase (LOX) inhibitors Pages 3907-3916 M.V. Ramana Reddy, Vinay K. Billa, Venkat R. Pallela, Muralidhar R. Mallireddigari, Rengasamy Boominathan, Jerome L. Gabriel and E. Premkumar Reddy


48.
Discovery of potent cholecystokinin-2 receptor antagonists: Elucidation of key pharmacophore elements by X-ray crystallographic and NMR conformational analysis Pages 3917-3925 Mark D. Rosen, Michael D. Hack, Brett D. Allison, Victor K. Phuong, Craig R. Woods, Magda F. Morton, Clodagh E. Prendergast, Terrance D. Barrett, Carsten Schubert, Lina Li, Xiaodong Wu, Jiejun Wu, Jamie M. Freedman, Nigel P. Shankley and Michael H. Rabinowitz


49.
Design and synthesis of N-(3,5-difluoro-4-hydroxyphenyl)benzenesulfonamides as aldose reductase inhibitors Pages 3926-3932 Polyxeni Alexiou, Ioannis Nicolaou, Milan Stefek, Albin Kristl and Vassilis J. Demopoulos


50.
Carbonic anhydrase inhibitors: Inhibition of human cytosolic isozymes I and II and tumor-associated isozymes IX and XII with S-substituted 4-chloro-2-mercapto-5-methyl-benzenesulfonamides Pages 3933-3940 Franciszek Sączewski, Alessio Innocenti, Jarosław Sławiński, Anita Kornicka, Zdzisław Brzozowski, Elżbieta Pomarnacka, Andrea Scozzafava, Claudia Temperini and Claudiu T. Supuran


51.
Novel cyclohexene derivatives as anti-sepsis agents: Synthetic studies and inhibition of NO and cytokine production Pages 3941-3958 Masami Yamada, Takashi Ichikawa, Masayuki Ii, Katsumi Itoh, Norikazu Tamura and Tomoyuki Kitazaki


52.
The structure-based design, synthesis and biological evaluation of DNA-binding bisintercalating bisanthrapyrazole anticancer compounds Pages 3959-3968 Brian B. Hasinoff, Hong Liang, Xing Wu, Lynn J. Guziec, Frank S. Guziec Jr., Kyle Marshall and Jack C. Yalowich


53.
Structure–activity relationship of human GLO I inhibitory natural flavonoids and their growth inhibitory effects Pages 3969-3975 Ryoko Takasawa, Saki Takahashi, Kazunori Saeki, Satoshi Sunaga, Atsushi Yoshimori and Sei-ichi Tanuma


54.
Cytotoxic activity of proflavine diureas: Synthesis, antitumor, evaluation and DNA binding properties of 1′,1″-(acridin-3,6-diyl)-3′,3″-dialkyldiureas Pages 3976-3984 Mária Kožurková, Danica Sabolová, Ladislav Janovec, Jaromír Mikeš, Ján Koval’, Ján Ungvarský, Miroslava Štefanišinová, Peter Fedoročko, Pavol Kristian and Ján Imrich


55.
Novel 16-membered macrolides modified at C-12 and C-13 positions of midecamycin A1 and miokamycin. Part 1: Synthesis and evaluation of 12,13-carbamate and 12-arylalkylamino-13-hydroxy analogues Pages 3985-4002 Tomoaki Miura, Ken-ichi Kurihara, Takeshi Furuuchi, Takuji Yoshida and Keiichi Ajito


56.
A single thiourea group is not enough to get stable thiourea lipoplexes Pages 4003-4008 Eihab Kabha, Claire Jacquement, Gaëlle Pembouong, Nathalie Mignet, Daniel Scherman and Jean Herscovici


57.
Prediction of intestinal absorption and metabolism of pharmacologically active flavones and flavanones Pages 4009-4018 H. Serra, T. Mendes, M.R. Bronze and Ana Luísa Simplício


58.
A class of novel nitronyl nitroxide labeling basic and acidic amino acids: Synthesis, application for preparing ESR optionally labeling peptides, and bioactivity investigations Pages 4019-4028 Jianwei Zhang, Ming Zhao, Guohui Cui and Shiqi Peng


59.
DNA polymerase bypass in vitro and in E. coli of a C-nucleotide analogue of Fapy·dG Pages 4029-4034 Yvonne N. Weledji, Carissa J. Wiederholt, Michael O. Delaney and Marc M. Greenberg


60.
Design, synthesis and biological evaluation of piperazine analogues as CB1 cannabinoid receptor ligands Pages 4035-4051 Kwang-Seop Song, Sung-Han Lee, Hyun Ji Chun, Jong Yup Kim, Myung Eun Jung, Kwangwoo Ahn, Soo-Un Kim, Jeongmin Kim and Jinhwa Lee


61.
A structural analysis of the differential cytotoxicity of chemicals in the NCI-60 cancer cell lines Pages 4052-4063 Suman K. Chakravarti and Gilles Klopman


62.
Modeling and synthesis of novel tight-binding inhibitors of cytochrome P450 2C9 Pages 4064-4074 Chi-Chi Peng, Tom Rushmore, Gregory J. Crouch and Jeffrey P. Jones


63.
Synthesis, structure and antibacterial activity of novel 1-(5-substituted-3-substituted-4,5-dihydropyrazol-1-yl)ethanone oxime ester derivatives Pages 4075-4082 Xin-Hua Liu, Pin Cui, Bao-An Song, Pinaki S. Bhadury, Hai-Liang Zhu and Shi-Fan Wang


64.
Alkyl deoxy-arabino-hexopyranosides: Synthesis, surface properties, and biological activities Pages 4083-4092 Filipa V.M. Silva, Margarida Goulart, Jorge Justino, Ana Neves, Fernando Santos, João Caio, Susana Lucas, Ana Newton, Diana Sacoto, Ester Barbosa, Maria-Soledade Santos and Amélia P. Rauter


65.
Synthesis and structure–activity relationships of potent 4-fluoro-2-cyanopyrrolidine dipeptidyl peptidase IV inhibitors Pages 4093-4106 Hiroshi Fukushima, Akira Hiratate, Masato Takahashi, Ayako Mikami, Masako Saito-Hori, Eiji Munetomo, Kiyokazu Kitano, Sumi Chonan, Hidetaka Saito, Akio Suzuki, Yuji Takaoka and Koji Yamamoto


66.
A binary QSAR model for classification of hERG potassium channel blockers Pages 4107-4119 Khac-Minh Thai and Gerhard F. Ecker


67.
Bioactive alkenylphenols from Piper obliquum Pages 4120-4126 Carola Valdivia, Nieves Marquez, John Eriksson, Antonio Vilaseca, Eduardo Muñoz and Olov Sterner


68.
Design and synthesis of cyclic disulfide-bonded antibacterial peptides on the basis of the α helical domain of Tenecin 1, an insect defensin Pages 4127-4137 Hye-sun Ahn, Wonmi Cho, Joung-min Kim, Bishnu Prasad Joshi, Jun-won Park, Chuda Raj Lohani, Hyeongjin Cho and Keun-Hyeung Lee


69.
Structure-based virtual screening against SARS-3CLpro to identify novel non-peptidic hits Pages 4138-4149 Prasenjit Mukherjee, Prashant Desai, Larry Ross, E. Lucile White and Mitchell A. Avery


70.
Design and synthesis of trans 2-(furan-2-yl)vinyl heteroaromatic iodides with antitumour activity Pages 4150-4159 Cosimo Gianluca Fortuna, Vincenza Barresi, Giuliano Berellini and Giuseppe Musumarra


71.
Thiocarbamates as non-nucleoside HIV-1 reverse transcriptase inhibitors. Part 1: Parallel synthesis, molecular modelling and structure–activity relationship studies on O-[2-(hetero)arylethyl]-N-phenylthiocarbamates Pages 4160-4172 Sara Cesarini, Andrea Spallarossa, Angelo Ranise, Paola Fossa, Paolo La Colla, Giuseppina Sanna, Gabriella Collu and Roberta Loddo


72.
Thiocarbamates as non-nucleoside HIV-1 reverse transcriptase inhibitors. Part 2: Parallel synthesis, molecular modelling and structure–activity relationship studies on analogues of O-(2-phenylethyl)-N-phenylthiocarbamate Pages 4173-4185 Sara Cesarini, Andrea Spallarossa, Angelo Ranise, Olga Bruno, Paolo La Colla, Barbara Secci, Gabriella Collu and Roberta Loddo


73.
Erratum to “Novel analogs of d-e-MAPP and B13. Part 1: Synthesis and evaluation as potential anticancer agents” [Bioorg. Med. Chem. 16 (2008) 1015–1031] Page 4186 Zdzislaw M. Szulc, Nalini Mayroo, AiPing Bai, Jacek Bielawski, Xiang Liu, James S. Norris, Yusuf A. Hannun and Alicja Bielawska


74.
Erratum to “Novel analogs of d-e-MAPP and B13. Part 2: Signature effects on bioactive sphingolipids” [Bioorg. Med. Chem. 16 (2008) 1032–1045] Page 4187 Alicja Bielawska, Jacek Bielawski, Zdzislaw M. Szulc, Nalini Mayroo, Xiang Liu, AiPing Bai, Saeed Elojeimy, Barbara Rembiesa, Jason Pierce, James S. Norris and Yusuf A. Hannun