Synthesis diacetylenic ethers with terminal acetylenic bonds and studying them as inhibitors of steel corrosion in hydrochloric acid

Veliev, M. G.; Агаев, Н. М.; Shatirova, M. I.; Chalabieva, A. Z.; Geidarova, G. D.

doi:10.1134/s1070427210110121

Cited by 2 publications

(3 citation statements)

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“…The residue was purified by silica‐gel column chromatography (CH 2 Cl 2 ) to give 3 as a clear yellow oil (0.22 g, 34 %). Physical data are in accordance with the literature 19 . R f = 0.18 (CH 2 Cl 2 ).…”

Section: Methodssupporting

confidence: 84%

“…To access β‐CD dimers in which CD moieties are linked by spacers of variable lengths, which could also allow further easy modifications, we turned our attention to glycerol‐like moieties. Starting from 1,3‐dichloro‐2‐propanol ( 1 ), we obtained the dipropargylated glycerol derivative 3 in 34 % yield in one step by treatment with propargyl alcohol in sodium hydroxide at reflux 19. Similarly, from epichlorhydrin ( 2 ) and butynol in the presence of aqueous sodium hydroxide and tetrabutylammonium bromide in petroleum ether, dialkyne 4 was obtained in moderate yield (Scheme ).…”

Section: Resultsmentioning

confidence: 99%

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β‐Cyclodextrin–Glycerol Dimers: Synthesis and NMR Conformational Analysis

Legros¹,

Vanhaverbeke²,

Souard³

et al. 2013

Eur J Org Chem

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The synthesis of new β‐cyclodextrin dimers linked through their primary faces by different glycerol‐like moieties by click chemistry is described. The unusual behaviour of these cyclodextrin–glycerol dimers in aqueous solution has been studied by NMR spectroscopy. We show that, depending on the length of the linking arm between the two cyclodextrins, the dimers could adopt very different conformations in water: symmetrical or pseudo[1]rotaxane‐like structures through one D‐glucopyranose unit tumbling in one β‐cyclodextrin.

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Section: Methodssupporting

confidence: 84%

Section: Resultsmentioning

confidence: 99%

β‐Cyclodextrin–Glycerol Dimers: Synthesis and NMR Conformational Analysis

Legros¹,

Vanhaverbeke²,

Souard³

et al. 2013

Eur J Org Chem

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“…As shown in Scheme 2, the three scaffolds were obtained in one step from commercially available starting materials in good to very good yields in comparison to previously reported reactions in bibliography [54][55][56] . The synthesis of the multivalent xanthates from the formerly produced scaffolds was achieved in two steps, as depicted in Scheme 3, since the direct click of the azidated xanthates 2 and 6 was not feasible.…”

Section: Chemistrymentioning

confidence: 87%

Multimeric xanthates as carbonic anhydrase inhibitors

Abellán-Flos

Tanç

Supuran

et al. 2015

Journal of Enzyme Inhibition and Medicinal Chemistry

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The field of multivalent inhibition of enzymes is growing exponentially from the first reported multivalent effect on a glycosidase enzyme. However, the investigations have generally remained restricted to carbohydrate-processing enzymes. Carbonic anhydrases are ubiquitous metallo-enzymes involved in many key biological processes, that catalyze the reversible hydration/dehydration of CO 2 =HCO À 3 . This study reports the first synthesis of multimeric xanthates addressing the selectivity and potency of CA multivalent inhibition. Six multivalent compounds containing three, four, and six xanthate moieties were prepared and assayed against four relevant CA isoforms together with their monovalent analogues. Some of the multimers were stronger inhibitors than the monomeric species. For hCA I, the two best molecules 18 and 20 showed an improvement of the ligand affinity of 4.8 and 2.3 per xanthate units (valence-corrected values), respectively, which corresponds to a clear multivalent effect. Moreover, the biochemical assays demonstrated that the multimeric presentation of xanthates, also affected the selectivity of the relative inhibition among the four CAs assayed.

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Synthesis diacetylenic ethers with terminal acetylenic bonds and studying them as inhibitors of steel corrosion in hydrochloric acid

Cited by 2 publications

References 1 publication

β‐Cyclodextrin–Glycerol Dimers: Synthesis and NMR Conformational Analysis

β‐Cyclodextrin–Glycerol Dimers: Synthesis and NMR Conformational Analysis

Multimeric xanthates as carbonic anhydrase inhibitors

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