- Chirality induction and protonation-induced molecular motions in helical molecular strands
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The long oligopyridinedicarboxamide strand 9, containing 15 hetcrocyclic rings has been synthesized and its helical structure determined by X-ray crystallography. It was shown that the shorter analogue 6 displays induced circular dichroism and amplificati
- Kolomiets, Elena,Berl, Volker,Lehn, Jean-Marie
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- Synthesis and properties of oligocarboxamide molecular strands containing 1,8-naphthyridine and pyridine groups
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Oligocarboxamide molecular strands based on carboxamide between 1,8-naphthyridine and pyridine, pyridine and pyridine, 1,8-naphthyridine and benzene, and pyridine and benzene have been prepared. They have afforded various inclusion complexes with organic
- Miyamoto, Hisakazu,Ikeuchi, Takahiro,Fujioka, Atsushi,Lehn, Jean-Marie,Ohba, Shigeru,Misaki, Yohji
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- NOVEL MACROCYCLIC DIACETYLENE COMPOUND AND METHOD FOR MANUFACTURING THEREOF
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The present invention relates to a macrocyclic diacetylene compound, and a production method thereof. More specifically, the present invention relates to a macrocyclic diacetylene compound enabling production of diameter-adjustable polydiacetylene nanotube. The present invention further relates to a production method thereof. According to the present invention, it is possible to produce diacetylene nanotube having various ranges of diameter by undergoing crystallization of the diacetylene compound, and polydiacetylene nanotube can be formed by making the diacetylene nanotube irradiated with ultraviolet light or gamma rays.COPYRIGHT KIPO 2018
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Paragraph 0228; 0229
(2018/04/12)
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- Synthesis and crystallographic analysis of short pyridine-based oligoamides as DNA-targeting supramolecular binders
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In this study, the synthesis of the pyridine peptides 1-4, formed from amino-picolinic acid, and pyridine peptide 5, made from coupling of a mono-protected pyridine diamine to a mono-protected pyridine dicarboxylic acid and the X-ray crystallographic structures of 1 and 5 are discussed, along with their supramolecular interactions in the solid state. The structure of these compounds showed that they possess concave appearance which can be employed to bind to nucleic acids through multiple hydrogen bonding, which would facilitate the formation of helical-based pyridine oligoamides as novel DNA-binding molecules. This was proven by carrying out DNA denaturation studies and ethidium displacement assay on 5, but, by using MTT assays, 5 was shown to be cytotoxic against drug-resistant chronic myeloid leukaemia K562 cell-line.
- Frimannsson, Daniel O.,McCabe, Thomas,Schmitt, Wolfgang,Lawler, Mark,Gunnlaugsson, Thorfinnur
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scheme or table
p. 483 - 490
(2010/11/18)
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- N-(Pyridin-2-yl) arylsulfonamide inhibitors of 11β-hydroxysteroid dehydrogenase type 1: Discovery of PF-915275
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N-(Pyridin-2-yl) arylsulfonamides are identified as inhibitors of 11β-hydroxysteroid dehydrogenase type 1 (11βHSD1), an enzyme that catalyzes the reduction of the glucocorticoid cortisone to cortisol. Dysregulation of glucocorticoids has been implicated in the pathogenesis of diabetes and the metabolic syndrome. In this Letter, we present the development of an initial lead to an efficient ligand with improved physiochemical properties using a deletion strategy. This strategy allowed for further optimization of potency leading to the discovery of the clinical candidate PF-915275.
- Siu, Michael,Johnson, Theodore O.,Wang, Yong,Nair, Sajiv K.,Taylor, Wendy D.,Cripps, Stephan J.,Matthews, Jean J.,Edwards, Martin P.,Pauly, Thomas A.,Ermolieff, Jacques,Castro, Arturo,Hosea, Natilie A.,LaPaglia, Amy,Fanjul, Andrea N.,Vogel, Jennifer E.
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scheme or table
p. 3493 - 3497
(2010/04/05)
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- Model systems for flavoenzyme activity: Intramolecular self-assembly of a flavin derivative via hydrogen bonding and aromatic interactions
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We have synthesised a flavin derivative incorporating functionalities that promote intramolecular self-assembly via hydrogen bonding and aromatic interactions. The Royal Society of Chemistry.
- Caldwell, Stuart T.,Cooke, Graeme,Hewage, Shanika G.,Mabruk, Suhil,Rabani, Gouher,Rotello, Vincent,Smith, Brian O.,Subramani, Chandramouleeswaran,Woisel, Patrice
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supporting information; experimental part
p. 4126 - 4128
(2009/03/11)
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- Helical molecular programming: Folding of oligopyridine-dicarboxamides into molecular single helices
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Molecular strands composed of alternating 2,6-diaminopyridine and 2,6-pyridinedicarbonyl units have been designed to self-organize into single stranded helical structures upon forming intramolecular hydrogen bonds. Pentameric strands 11, 12, and 14, heptameric strands 1 and 20, and undecameric strand 15 have been synthesized using stepwise convergent strategies. Single helical conformations have been characterized in the solid state by single crystal X-ray diffraction analysis for four of these compounds. Helices from pentameric strands 12 and 14 extend over one turn, and helices from heptameric 20 and undecameric 15 species extend to one and a half and two and a half turns, respectively. Intramolecular hydrogen bonds are responsible for the strong bending of the strands. 1H NMR shifts both in polar and nonpolar organic solvents indicate intramolecular overlap between the peripheral aromatic groups. Thus, helical conformations also predominate in solution. Molecular stochastic dynamic simulations of strand folding starting from a high energy extended linear conformer show a rapid (600 ps at 300 K) conversion into a stable helical conformation.
- Berl, Volker,Huc, Ivan,Khoury, Richard G.,Lehn, Jean-Marie
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p. 2798 - 2809
(2007/10/03)
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