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547.29.02+539.193/194 (1) |
Chimie organică (484) |
Natura fizică a materiei (368) |
SM ISO690:2012 SUCMAN, Natalia, BOLDESCU, Veaceslav, KRAVTSOV, Victor, BACA, Svetlana, MAKAEV, Fliur. The structure of 5'-bromo-2'-oxo-1',2'-dihydrospiro-[cyclopropane-1,3'-indole]-2-carboxylic acid. In: Materials Science and Condensed Matter Physics, Ed. 9, 25-28 septembrie 2018, Chișinău. Chișinău, Republica Moldova: Institutul de Fizică Aplicată, 2018, Ediția 9, p. 166. |
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Materials Science and Condensed Matter Physics Ediția 9, 2018 |
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Conferința "International Conference on Materials Science and Condensed Matter Physics" 9, Chișinău, Moldova, 25-28 septembrie 2018 | ||||||
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CZU: 547.29.02+539.193/194 | ||||||
Pag. 166-166 | ||||||
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A spiro compounds that presents a twisted structure of two rings linked together by one common atom represents an area of considerable interest mainly due to its interesting pharmacological properties. Among them, undoubtedly the spiro cyclopropyl oxindoles skeleton have received substantial attention, largely stimulated by their promising biological activities [1-3]. In particular, target systems were effective inhibitors against the human immunodeficiency virus such as HIV-1 [4-6]. In our attempts to search for novel non-nucleoside reverstranscriptase inhibitors, we have synthesized trans-stereo-isomeric 5'-bromo-2'-oxo-1',2'-dihydrospiro[cyclopropane-1,3'-indole]-2-carboxylic acid (1). Target compound was obtained through four-step synthesis and characterized by elemental analysis, IR-, 1H NMR-, 13C NMR spectroscopies and a single-crystal X-ray diffraction analysis. Compound 1 crystalizes in the monoclinic space group Cc with a = 16.650(4), b = 9.939(2), c = 13.993(3) Å, β = 113.98(2)°, V = 2115.97(1) Å3 , Z=4, Z'=2. The asymmetric part of unit cell comprises similar molecules with trans-configuration. The carboxylic groups, and NH and C=O groups of oxindole fragments form hydrogen bonds O3···O1 = 2.64(2), O6···O4=2.58(2), N2···O2= 2.82(2), and N1···O5=2.78(2) Å which unite molecules in chains along the c crystallographic axis, Figure. Our further work will be directed towards obtaining of new co-crystals active against HIV-1 reverse transcriptase and integrase with attached esterase sensitive motif. |
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