Archiv der Pharmazie

Cover image for Archiv der Pharmazie

August 2012

Volume 345, Issue 8

Pages 591–669

  1. Contents

    1. Top of page
    2. Contents
    3. Full Papers
    1. Archiv der Pharmazie 8/2012

      Version of Record online: 2 AUG 2012 | DOI: 10.1002/ardp.201290008

  2. Full Papers

    1. Top of page
    2. Contents
    3. Full Papers
    1. Dual-Acting Diether Derivatives of Piperidine and Homopiperidine with Histamine H3 Receptor Antagonistic and Anticholinesterase Activity (pages 591–597)

      Marek Bajda, Kamil J. Kuder, Dorota Łażewska, Katarzyna Kieć-Kononowicz, Anna Więckowska, Michalina Ignasik, Natalia Guzior, Jakub Jończyk and Barbara Malawska

      Version of Record online: 2 MAY 2012 | DOI: 10.1002/ardp.201200018

      Thumbnail image of graphical abstract

      This study evaluates diether derivatives of homo- or substituted piperidine ligands of the histamine H3 receptor for inhibitory activity against acetylcholinesterase and butyrylcholinesterase.

    2. 2-Benzazepine Nitrones Protect Dopaminergic Neurons against 6-Hydroxydopamine-Induced Oxidative Toxicity (pages 598–609)

      Ramón Soto-Otero, Estefanía Méndez-Álvarez, Sofía Sánchez-Iglesias, José Luís Labandeira-García, Jannette Rodríguez-Pallares, Fedor I. Zubkov, Vladimir P. Zaytsev, Leonid G. Voskressensky, Alexey V. Varlamov, Modesto de Candia, Filomena Fiorella and Cosimo Altomare

      Version of Record online: 25 APR 2012 | DOI: 10.1002/ardp.201200007

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      A number of 2-benzazepine nitrones were synthesized and tested for their ability to protect rat brain mitochondria and dopaminergic (DA) neurons against the Parkinson-inducing toxin 6-hydroxydopamine (6-OHDA). Compounds 5 and 10, bearing C-3 spiro cyclopentyl and tetrahydropyranyl moieties, respectively, proved to be significantly more effective than the reference PBN in protecting cultured DA neurons exposed to 6-OHDA. These findings extend the utility of benzazepine-based nitrones in the treatment of age-related free radical-mediated disorders.

    3. Synthesis and Biological Evaluation of Phenyl Substituted 1H-1,2,4-Triazoles as Non-Steroidal Inhibitors of 17β-Hydroxysteroid Dehydrogenase Type 2 (pages 610–621)

      Yaseen A. Al-Soud, Sandrine Marchais-Oberwinkler, Martin Frotscher and Rolf W. Hartmann

      Version of Record online: 25 APR 2012 | DOI: 10.1002/ardp.201200025

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      17β-Hydroxysteroid dehydrogenase type 2 (17βHSD2) oxidizes estradiol E2 into estrone. As E2 can induce bone formation acting on the osteoblasts and as 17βHSD2 is expressed in osteoblastic cells, this enzyme is a novel and attractive target for the treatment of osteoporosis. A new class of 17βHSD2 inhibitors with a 1H-1,2,4-triazole scaffold was identified. The best compounds show moderate 17βHSD2 inhibition (IC50 between 1.4 and 4 µM) and a good selectivity toward 17βHSD1. They can also be a useful tool to map the unexplored enzyme active site.

    4. Synthesis and Bioevaluation of Diphyllin Glycosides as Novel Anticancer Agents (pages 622–628)

      Yu Zhao, Chunyan Ni, Yuting Zhang and Li Zhu

      Version of Record online: 16 MAY 2012 | DOI: 10.1002/ardp.201200035

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      Diphyllin glycosides were synthesized from diphyllin by phase transfer catalysis glycosylation, deprotection, and etherification. Most of them showed in vitro cytotoxicity against HCT-116, A549, and A549T cancer cell lines at submicromolar concentrations, and inhibited topoisomerase IIα-mediated kDNA decatenation. Compounds 5 and 6 had antimicrotubule activity with a paclitaxel-like mode of action. In all, the results suggest that these diphyllin glycosides act on both TopoII and tubulin.

    5. Synthesis and Evaluation of 2(3H)-Thiazole Thiones as Tyrosinase Inhibitors (pages 629–637)

      Saeed Emami, Seyed Jalal Hosseinimehr, Kami Shahrbandi, Ahmad Ali Enayati and Zahra Esmaeeli

      Version of Record online: 25 APR 2012 | DOI: 10.1002/ardp.201200028

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      A series of 2(3H)-thiazole thiones were synthesized and evaluated for their tyrosinase inhibition and DPPH radical scavenging activities. Among them, 3-methyl-4-phenyl-2(3H)-thiazole thione (4a) showed good tyrosinase inhibitory activity.

    6. Design, Synthesis, and Antibacterial Activity of Novel Pleuromutilin Derivatives Bearing an Amino Thiazolyl Ring (pages 638–646)

      Yong Ling, Xinyang Wang, Hui Wang, Jianghe Yu, Junming Tang, Donggeng Wang, Guangtong Chen, Jinhua Huang, Yuqin Li and Heng Zheng

      Version of Record online: 25 APR 2012 | DOI: 10.1002/ardp.201100430

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      Novel pleuromutilin derivatives containing the amino thiazolyl ring were designed and evaluated for their antibacterial activities against Gram-positive clinical bacteria. Most compounds displayed strong antibacterial activities against both susceptible and resistant bacteria. Molecular docking studies revealed that the amino thiazolyl ring can be adopted in the binding pocket of the 50S ribosomal subunit near the mutilin core. These findings provide the basis for further studies on these promising antibiotics for human clinical use.

    7. Synthesis and Biological Evaluation of Andrographolide Derivatives as Potent Anti-HIV Agents (pages 647–656)

      Chunlei Tang, Yajuan Liu, Bin Wang, Guolong Gu, Liumeng Yang, Yongtang Zheng, Hai Qian and Wenlong Huang

      Version of Record online: 16 MAY 2012 | DOI: 10.1002/ardp.201200008

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      A new series of andrographolide derivatives were designed, synthesized and evaluated for their in vitro anti-HIV activity. Most of the derivatives exhibited a higher therapeutic index (TI) than andrographolide. The most promising compound 6f shows a significant TI close to 34.07, with the potency to be a new lead.

    8. Synthesis and Antimicrobial Evaluation of Novel Platensimycin Analogues (pages 657–662)

      Eva Plesch, Franz Bracher and Jürgen Krauss

      Version of Record online: 2 MAY 2012 | DOI: 10.1002/ardp.201100455

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      The synthesis of simple platensimycin analogues is described, focussing on structure elements that have previously been identified as being essential for binding to the Fab F enzyme in fatty acid biosynthesis. Two of the new analogues show significant antimicrobial activities.

    9. Synthesis and Spectral Characterization of New Bis(2-(pyrimidin-2-yl)ethoxy)alkanes and Their Pharmacological Activity (pages 663–669)

      Vangavaragu Jhansi Rani, Raghavendra Aminedi, Kishore Polireddy and Kanala Jagadeeswarareddy

      Version of Record online: 16 MAY 2012 | DOI: 10.1002/ardp.201200021

      Thumbnail image of graphical abstract

      A series of novel bis(2-(pyrimidin-2-yl)ethoxy)alkanes 5aj were synthesized in four steps with good yields. The antioxidant properties of the title compounds were assessed using four in vitro test systems: the 2,2-diphenyl-2-picrylhydrazyl (DPPH) radical-, superoxide radical-, and hydroxyl radical-scavenging assays, and the anti-lipid peroxidation activity test. The title compounds showed promising antioxidant activity when compared to the standard butylated hydroxytoluene.