Synthesis, spectroscopic studies, and crystal structures of phenylorganotin derivatives with [bis(2,6-dimethylphenyl)amino]benzoic acid: Novel antituberculosis agents
dc.contributor.author | Dokorou, V. | en |
dc.contributor.author | Kovala-Demertzi, D. | en |
dc.contributor.author | Jasinski, J. P. | en |
dc.contributor.author | Galani, A. | en |
dc.contributor.author | Demertzis, M. A. | en |
dc.date.accessioned | 2015-11-24T16:49:38Z | |
dc.date.available | 2015-11-24T16:49:38Z | |
dc.identifier.issn | 0018-019X | - |
dc.identifier.uri | https://olympias.lib.uoi.gr/jspui/handle/123456789/9512 | |
dc.rights | Default Licence | - |
dc.subject | penta-coordinated structures | en |
dc.subject | 1st organotin complex | en |
dc.subject | molecular-structure | en |
dc.subject | diorganotin derivatives | en |
dc.subject | triphenyltin esters | en |
dc.subject | tolfenamic acid | en |
dc.subject | mefenamic-acid | en |
dc.subject | adducts | en |
dc.subject | chemistry | en |
dc.subject | tin(iv) | en |
dc.title | Synthesis, spectroscopic studies, and crystal structures of phenylorganotin derivatives with [bis(2,6-dimethylphenyl)amino]benzoic acid: Novel antituberculosis agents | en |
heal.abstract | The novel triphenyl adduct of 2-[(2,6-dimethylphenyl)amino]benzoic acid (HDMPA; 1), i.e., [SnPh3(DMPA)] (2), the dimeric tetraorganostannoxane [Ph-2(DMPA)SnOSn(DMPA)Ph2]2 (3), and the monomeric adduct [SnPh2(DMPA)(2)] (4), where DMPA is monodeprotonated HDMPA, have been prepared and structurally characterized by means of IR, H-1-NMR, and C-13-NMR spectroscopy. The structures of 1 and 2 have been determined by X-ray crystallography. Single-crystal X-ray-diffraction analysis of 1 revealed that there are two molecules in the asymmetric unit, HD1 and HD2, differing in conformation, both forming centrosymmetric dimers linked by H-bonds between the carboxylic O-atoms. X-Ray analysis of 2 revealed a pentacoordinate structure containing Ph3Sn coordinated to the carboxylato group. Significant C-H/pi interactions and intramolecular H-bonds stabilize the structures of 1 and 2, which self-assembled via C-H/pi and pi/pi-stacking interactions. The Ph3Sn adduct 2 was found to be a promising antimycobacterial lead compound, displaying activity against Mycobacterium tuberculosis H37Rv. The cytotoxiciy in the Vero cell line is also reported. | en |
heal.access | campus | - |
heal.fullTextAvailability | TRUE | - |
heal.identifier.secondary | <Go to ISI>://000223883200004 | - |
heal.identifier.secondary | http://onlinelibrary.wiley.com/store/10.1002/hlca.200490175/asset/1940_ftp.pdf?v=1&t=h0dung4m&s=04d58a4c4c0c47c240b1feb95258643a220bad66 | - |
heal.journalName | Helvetica Chimica Acta | en |
heal.journalType | peer reviewed | - |
heal.language | en | - |
heal.publicationDate | 2004 | - |
heal.recordProvider | Πανεπιστήμιο Ιωαννίνων. Σχολή Θετικών Επιστημών. Τμήμα Χημείας | el |
heal.type | journalArticle | - |
heal.type.el | Άρθρο Περιοδικού | el |
heal.type.en | Journal article | en |
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