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Search for "structure-activity relationship" in Full Text gives 131 result(s) in Beilstein Journal of Organic Chemistry.

Graphical Abstract
  • tested compounds at a dose of 50 mg per kilogram body weight at successive intervals is displayed in Figure 1. According to the results of the biological assay in Table 1, we could deduce the structureactivity relationship (SAR) as follows: (1) among the tested compounds, β-enaminobisphosphonate 15 has
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Published 22 Aug 2013

Amyloid-β probes: Review of structure–activity and brain-kinetics relationships

  • Todd J. Eckroat,
  • Abdelrahman S. Mayhoub and
  • Sylvie Garneau-Tsodikova

Beilstein J. Org. Chem. 2013, 9, 1012–1044, doi:10.3762/bjoc.9.116

Graphical Abstract
  • , have been widely reported as Aβ-imaging tracers (Scheme 2A). Structureactivity-relationship (SAR) studies on fluorinated chalcones 18a–l have shown that, in general, chalcones with tertiary amines in their structures demonstrate good affinity for Aβ plaques in in vitro models (Ki = 20–50 nM) (Table 1
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Review
Published 28 May 2013

Design and synthesis of tag-free photoprobes for the identification of the molecular target for CCG-1423, a novel inhibitor of the Rho/MKL1/SRF signaling pathway

  • Jessica L. Bell,
  • Andrew J. Haak,
  • Susan M. Wade,
  • Yihan Sun,
  • Richard R. Neubig and
  • Scott D. Larsen

Beilstein J. Org. Chem. 2013, 9, 966–973, doi:10.3762/bjoc.9.111

Graphical Abstract
  • and/or low-abundance targets requires photolabeling [11]. This permits extensive isolation and purification without premature dissociation from the target. Based on the structureactivity relationship (SAR) of 2, we hypothesized that we could integrate photoactivatable functional groups without loss
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Letter
Published 21 May 2013

Recent progress in the discovery of small molecules for the treatment of amyotrophic lateral sclerosis (ALS)

  • Allison S. Limpert,
  • Margrith E. Mattmann and
  • Nicholas D. P. Cosford

Beilstein J. Org. Chem. 2013, 9, 717–732, doi:10.3762/bjoc.9.82

Graphical Abstract
  • induced by these lead compounds was found to be functional and exhibit appropriate cellular localization [6]. Using these identified lead compounds, Xing et al. [16] performed chemical optimization to develop additional analogues for potential use as therapeutic agents. Structureactivity relationship
  • (Figure 12). In a screen of a chemically diverse compound library, Pieper et al. identified an aminopropyl carbazole, P7C3, which was found to increase adult hippocampal neurogenesis in an in vivo assay [53]. Further optimization of this compound through structureactivity relationship (SAR) analysis led
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Review
Published 15 Apr 2013

Synthesis and evaluation of cell-permeable biotinylated PU-H71 derivatives as tumor Hsp90 probes

  • Tony Taldone,
  • Anna Rodina,
  • Erica M. DaGama Gomes,
  • Matthew Riolo,
  • Hardik J. Patel,
  • Raul Alonso-Sabadell,
  • Danuta Zatorska,
  • Maulik R. Patel,
  • Sarah Kishinevsky and
  • Gabriela Chiosis

Beilstein J. Org. Chem. 2013, 9, 544–556, doi:10.3762/bjoc.9.60

Graphical Abstract
  • inhibit Hsp90 and their structureactivity relationship, less is understood about Hsp90 tumor biology. As a result we and others have been actively engaged in the synthesis of chemical tools designed to probe the function of Hsp90 in transformed systems [9][10][11]. One class of Hsp90 inhibitors of
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Published 15 Mar 2013

New GABA amides activating GABAA-receptors

  • Peter Raster,
  • Andreas Späth,
  • Svetlana Bultakova,
  • Pau Gorostiza,
  • Burkhard König and
  • Piotr Bregestovski

Beilstein J. Org. Chem. 2013, 9, 406–410, doi:10.3762/bjoc.9.42

Graphical Abstract
  • GABAA-receptor channels in whole-cell patch-clamp recordings. New GABA-amides, however, gave moderate activation responses with a clear structureactivity relationship suggesting some of these compounds as promising molecular tools for the functional analysis of GABAA-receptors. Keywords: CHO-cells
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Published 20 Feb 2013

Asymmetric synthesis of host-directed inhibitors of myxoviruses

  • Terry W. Moore,
  • Kasinath Sana,
  • Dan Yan,
  • Pahk Thepchatri,
  • John M. Ndungu,
  • Manohar T. Saindane,
  • Mark A. Lockwood,
  • Michael G. Natchus,
  • Dennis C. Liotta,
  • Richard K. Plemper,
  • James P. Snyder and
  • Aiming Sun

Beilstein J. Org. Chem. 2013, 9, 197–203, doi:10.3762/bjoc.9.23

Graphical Abstract
  • number of myxoviruses [8][12][14]. Structureactivity relationship (SAR) studies suggested both the 2-chloro-4-methylanilide and the central α-thiopropionamide to be moieties that confer good activity. Relatively unexplored in our previous work was the importance of the p-methoxyphenyl ring as well as
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Published 30 Jan 2013

Thioester derivatives of the natural product psammaplin A as potent histone deacetylase inhibitors

  • Matthias G. J. Baud,
  • Thomas Leiser,
  • Vanessa Petrucci,
  • Mekala Gunaratnam,
  • Stephen Neidle,
  • Franz-Josef Meyer-Almes and
  • Matthew J. Fuchter

Beilstein J. Org. Chem. 2013, 9, 81–88, doi:10.3762/bjoc.9.11

Graphical Abstract
  • , we [20] and others [21] reported an in-depth structureactivity relationship of this natural product against its HDAC targets. Dissection of its activity against a panel of HDACs allowed us to highlight structural features responsible for its high inhibitory potency and selectivity. In particular, we
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Letter
Published 15 Jan 2013

Intramolecular carbolithiation of N-allyl-ynamides: an efficient entry to 1,4-dihydropyridines and pyridines – application to a formal synthesis of sarizotan

  • Wafa Gati,
  • Mohamed M. Rammah,
  • Mohamed B. Rammah and
  • Gwilherm Evano

Beilstein J. Org. Chem. 2012, 8, 2214–2222, doi:10.3762/bjoc.8.250

Graphical Abstract
  • clinical trials failed to confirm its efficiency [51], sarizotan is still under intense investigation [52][53][54] and was recently licensed to Newron Pharmaceuticals for further testing in new indications [55]. Motivated by the high potential of sarizotan and by the clear lack of structure-activity
  • relationship studies on the pyridine core of this bioactive compound [56], we designed an efficient and modular synthesis of the disubstituted pyridine core of sarizotan that should enable the preparation of sarizotan analogues with different substitution on the pyridine ring. This synthesis is shown in Scheme
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Published 21 Dec 2012

Total synthesis and biological evaluation of fluorinated cryptophycins

  • Christine Weiß,
  • Tobias Bogner,
  • Benedikt Sammet and
  • Norbert Sewald

Beilstein J. Org. Chem. 2012, 8, 2060–2066, doi:10.3762/bjoc.8.231

Graphical Abstract
  • ; fluorinated natural product analogues; structure-activity relationship; Introduction Cryptophycins form a class of cytotoxic sixteen-membered macrocyclic depsipeptides. Cryptophycin-1 (1) was isolated for the first time in 1990 from cyanobacteria Nostoc sp. ATCC 53789 [1] (Figure 1). Moore et al. isolated
  • naturally occurring cryptophycins have been isolated up to this day [5][6][7], while numerous synthetic analogues have been synthesized in the frame of structureactivity-relationship studies [8][9]. Cryptophycins display remarkable biological activity against multi-drug-resistant (MDR) tumor cells. Such
  • -amino acid, usually β2-homoalanine. Finally, unit D is leucic acid, the hydroxy analogue of leucine. Numerous synthetic analogues have been obtained in the frame of structureactivity-relationship studies (SAR-studies), as reviewed in [17][18]. Unit A para-alkoxymethyl derivatives of cryptophycin-52
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Published 23 Nov 2012

Tricyclic flavonoids with 1,3-dithiolium substructure

  • Lucian G. Bahrin,
  • Peter G. Jones and
  • Henning Hopf

Beilstein J. Org. Chem. 2012, 8, 1999–2003, doi:10.3762/bjoc.8.226

Graphical Abstract
  • led to the synthesis of derivative 1, a selective estrogen receptor β agonist (SERBA-1, Figure 1) [5]. Studies that focus on the structureactivity relationship were reported [6][7]. It was shown that a cyclopentane ring at the 3,4-carbon positions (labeled C, Figure 1) leads to a substantial rise in
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Published 16 Nov 2012

Antifreeze glycopeptide diastereomers

  • Lilly Nagel,
  • Carsten Budke,
  • Axel Dreyer,
  • Thomas Koop and
  • Norbert Sewald

Beilstein J. Org. Chem. 2012, 8, 1657–1667, doi:10.3762/bjoc.8.190

Graphical Abstract
  • whereas the peptides with one or two methylene spacers showed moderate activity. Results and Discussion In the frame of our ongoing studies on the structureactivity relationship of AFGPs, we became interested in the question of whether an inversion of the configuration at Cβ of threonine (replacement of
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Published 01 Oct 2012

Organocatalytic asymmetric Michael addition of unprotected 3-substituted oxindoles to 1,4-naphthoquinone

  • Jin-Sheng Yu,
  • Feng Zhou,
  • Yun-Lin Liu and
  • Jian Zhou

Beilstein J. Org. Chem. 2012, 8, 1360–1365, doi:10.3762/bjoc.8.157

Graphical Abstract
  • because of the wide occurrence of this structural motif in natural products and pharmaceutically active compounds [1][2][3]. In addition, structureactivity relationship studies have revealed that the absolute configuration and the substituent of the C3 position of oxindole greatly influenced the
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Letter
Published 23 Aug 2012

Parallel and four-step synthesis of natural-product-inspired scaffolds through modular assembly and divergent cyclization

  • Hiroki Oguri,
  • Haruki Mizoguchi,
  • Hideaki Oikawa,
  • Aki Ishiyama,
  • Masato Iwatsuki,
  • Kazuhiko Otoguro and
  • Satoshi Ōmura

Beilstein J. Org. Chem. 2012, 8, 930–940, doi:10.3762/bjoc.8.105

Graphical Abstract
  • successfully applied to demonstrate the flexibility and scope of the unified four-step process for the generation of structural diversity in the fused scaffolds. Evaluation of in vitro antitrypanosomal activities of the collections and preliminary structureactivity relationship (SAR) studies were also
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Published 22 Jun 2012

Unprecedented deoxygenation at C-7 of the ansamitocin core during mutasynthetic biotransformations

  • Tobias Knobloch,
  • Gerald Dräger,
  • Wera Collisi,
  • Florenz Sasse and
  • Andreas Kirschning

Beilstein J. Org. Chem. 2012, 8, 861–869, doi:10.3762/bjoc.8.96

Graphical Abstract
  • pharmaceuticals because of their structural complexity and the difficulties associated with accessing analogues for structureactivity relationship studies. Total synthesis approaches are still a tour de force and are hardly employed, while commonly semisynthesis as well as biotechnological approaches are widely
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Published 11 Jun 2012

Synthesis and characterization of Sant-75 derivatives as Hedgehog-pathway inhibitors

  • Chao Che,
  • Song Li,
  • Bo Yang,
  • Shengchang Xin,
  • Zhixiong Yu,
  • Taofeng Shao,
  • Chuanye Tao,
  • Shuo Lin and
  • Zhen Yang

Beilstein J. Org. Chem. 2012, 8, 841–849, doi:10.3762/bjoc.8.94

Graphical Abstract
  • , Beijing 100871, China 10.3762/bjoc.8.94 Abstract Sant-75 is a newly identified potent inhibitor of the hedgehog pathway. We designed a diversity-oriented synthesis program, and synthesized a series of Sant-75 analogues, which lays the foundation for further investigation of the structureactivity
  • relationship of this important class of hedgehog-pathway inhibitors. Keywords: chemical diversity; diversity-oriented; hedgehog pathway; inhibitor; Sant-75; synthesis; Introduction The Hedgehog (Hh) signaling pathway plays an essential role in embryonic development and adult tissue homeostasis in metazoans
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Published 06 Jun 2012

An easily accessible sulfated saccharide mimetic inhibits in vitro human tumor cell adhesion and angiogenesis of vascular endothelial cells

  • Grazia Marano,
  • Claas Gronewold,
  • Martin Frank,
  • Anette Merling,
  • Christian Kliem,
  • Sandra Sauer,
  • Manfred Wiessler,
  • Eva Frei and
  • Reinhard Schwartz-Albiez

Beilstein J. Org. Chem. 2012, 8, 787–803, doi:10.3762/bjoc.8.89

Graphical Abstract
  • minor variations in its molecular structure, such as the introduction of a second sulfate or the replacement of the sulfate by a halogen, may become even more potent [49]. Further systematic tests are needed to investigate the structureactivity relationship. Experimental General Commercially available
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Published 29 May 2012

Synthesis of 2-amino-3-arylpropan-1-ols and 1-(2,3-diaminopropyl)-1,2,3-triazoles and evaluation of their antimalarial activity

  • Matthias D’hooghe,
  • Stéphanie Vandekerckhove,
  • Karen Mollet,
  • Karel Vervisch,
  • Stijn Dekeukeleire,
  • Liesbeth Lehoucq,
  • Carmen Lategan,
  • Peter J. Smith,
  • Kelly Chibale and
  • Norbert De Kimpe

Beilstein J. Org. Chem. 2011, 7, 1745–1752, doi:10.3762/bjoc.7.205

Graphical Abstract
  • )aziridines by diethylamine [8]. Nonetheless, a number of challenges with regard to structureactivity relationship studies of functionalized aminopropanes remain unaddressed, especially concerning the screening of structural analogues of aminopropanes 1 and 2. In the present paper, the synthesis of racemic
  • -resistant strain of P. falciparum (Dd2) revealed antiplasmodial activity for 2-aminopropan-1-ol 6a, 2-aminopropan-1,3-diols 9a,b and triaminopropane 16f with IC50-values between 8.5 and 13.6 μM. From a structureactivity relationship viewpoint, the presence of a chlorinated aromatic ring seems to contribute
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Published 30 Dec 2011

Synthesis and characterization of new diiodocoumarin derivatives with promising antimicrobial activities

  • Hany M. Mohamed,
  • Ashraf H. F. Abd EL-Wahab,
  • Ahmed M. EL-Agrody,
  • Ahmed H. Bedair,
  • Fathy A. Eid,
  • Mostafa M. Khafagy and
  • Kamal A. Abd-EL-Rehem

Beilstein J. Org. Chem. 2011, 7, 1688–1696, doi:10.3762/bjoc.7.199

Graphical Abstract
  • , compared with the standards ampicillin and calforan. In addition, compounds 2 and 5 in the series were found to be inactive against Escherichia coli (NCTC-10410), while compound 11 was inactive against Serratia marcescens (IMRU-70). An investigation of the structureactivity relationship (SAR) revealed
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Published 19 Dec 2011

Directed aromatic functionalization in natural-product synthesis: Fredericamycin A, nothapodytine B, and topopyrones B and D

  • Charles Dylan Turner and
  • Marco A. Ciufolini

Beilstein J. Org. Chem. 2011, 7, 1475–1485, doi:10.3762/bjoc.7.171

Graphical Abstract
  • ][82][83][98][99]. The objective of the present effort was to obtain the target molecules by any means, as rapidly as possible, and in a fashion that might enable the production of analogs for structureactivity relationship studies. By contrast, our work on fredericamycin and nothapodytine had chiefly
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Published 28 Oct 2011

An overview of the key routes to the best selling 5-membered ring heterocyclic pharmaceuticals

  • Marcus Baumann,
  • Ian R. Baxendale,
  • Steven V. Ley and
  • Nikzad Nikbin

Beilstein J. Org. Chem. 2011, 7, 442–495, doi:10.3762/bjoc.7.57

Graphical Abstract
  • company [3]. From structureactivity relationship (SAR) studies it was found that the addition of substituents at the 3- and 4-position of the pyrrole scaffold significantly increases potency when compared to the more classical 2,5-disubstituted pyrroles. This study culminated in the discovery of
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Published 18 Apr 2011

A two step synthesis of a key unit B precursor of cryptophycins by asymmetric hydrogenation

  • Benedikt Sammet,
  • Mathilde Brax and
  • Norbert Sewald

Beilstein J. Org. Chem. 2011, 7, 243–245, doi:10.3762/bjoc.7.32

Graphical Abstract
  • interacting with the β-subunit of α/β-tubulin heterodimers. Numerous natural and artificial analogs have been analysed in structureactivity relationship (SAR) studies. The unit B of cryptophycins contains a considerably modified D-tyrosine derivative (Figure 1). Substituent variations at unit B are not well
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Published 22 Feb 2011

Palladium- and copper-mediated N-aryl bond formation reactions for the synthesis of biological active compounds

  • Carolin Fischer and
  • Burkhard Koenig

Beilstein J. Org. Chem. 2011, 7, 59–74, doi:10.3762/bjoc.7.10

Graphical Abstract
  • structureactivity relationship [49]. Federsel et al. used a piperazine derivative 6 and an aryl halide 5 for the preparation of a CNS-active substituted chiral aminotetralin 7 (Scheme 2) [50]. The 5-HT1B receptor antagonist 8 was developed for the treatment of certain neuronal disorders. Different
  • important targets in the treatment of diabetes and dyslipidemia. Azetidinone acid derivatives 110 were discovered to be new subtype-selective PPARα/γ agonists. For detailed structureactivity relationship (SAR) studies, diversity was introduced very efficiently by a copper-mediated N-arylation of
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Published 14 Jan 2011

Synthesis of a novel analogue of DPP-4 inhibitor Alogliptin: Introduction of a spirocyclic moiety on the piperidine ring

  • Arumugam Kodimuthali,
  • Padala Lakshmi Prasunamba and
  • Manojit Pal

Beilstein J. Org. Chem. 2010, 6, No. 71, doi:10.3762/bjoc.6.71

Graphical Abstract
  • comparison to Alogliptin in vitro. Nevertheless, to gain further insight we plan to conduct Structure-Activity-Relationship (SAR) studies for this class of compound that would eventually help to identify a potential lead possessing favorable pharmacological properties. Conclusion In conclusion, we have
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Preliminary Communication
Published 01 Jul 2010

The C–F bond as a conformational tool in organic and biological chemistry

  • Luke Hunter

Beilstein J. Org. Chem. 2010, 6, No. 38, doi:10.3762/bjoc.6.38

Graphical Abstract
  • pharmaceuticals A drug will bind its protein target with maximal affinity if it is pre-organised into the correct conformation prior to binding and this can be achieved in certain cases by judiciously incorporating fluorine atoms into the drug [4][17]. This concept is illustrated in structureactivity
  • relationship studies of Indinavir (17, Figure 2), an HIV protease inhibitor developed by Merck. It is a functionalised pseudopeptide containing a central hydroxyethylene moiety in place of a scissile peptide bond. X-ray crystallography shows that 17 binds to HIV protease with its central carbon chain in an
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Published 20 Apr 2010
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