A new biologically active molecular scaffold: crystal structure of 7-(3-hydroxyphenyl)-4-methyl-2H-[1, 2, 4]triazolo[3, 2-c][1, 2, 4]triazole and selective antiproliferative activity of three isomeric triazolo-triazoles
A new biologically active molecular scaffold: crystal structure of 7-(3-hydroxyphenyl)-4-methyl-2H-[1, 2, 4]triazolo[3, 2-c][1, 2, 4]triazole and selective antiproliferative activity of three isomeric triazolo-triazoles(8 visite) Fusco S, Capasso D, Centore R, Di Gaetano S, Parisi E
Acta Crystallogr C Struct Chem (ISSN: 2053-2296linking), 2019 Oct 1; 75(Pt10): 1398-1404.
Tipo di articolo: Journal Article
Impact factor: 0.93, Impact factor a 5 anni: 0
Url: Non disponibile.
Parole chiave: Antiproliferative, Crystal Structure, Cytotoxicity, Heterocycle, Triazole
*** IBB - CNR *** Dipartimento di Scienze Chimiche, Universita degli Studi di Napoli `Federico II', Complesso di Monte S. Angelo, Via Cinthia, 80126 Napoli, Italy. Dipartimento di Farmacia, Universita degli Studi di Napoli `Federico II', Via Mezzocannone 16, 80134 Naples, Italy. CNR-Institute of Biostructures and Bioimaging, Via Mezzocannone 16, 80134 Naples, Italy.
A study of three isomeric compounds containing a phenolic moiety attached to the nitrogen-rich triazolo-triazole bicycle is presented. In the three isomers, the phenolic OH group is in the ortho, meta and para positions. The crystal structure analysis of the meta isomer (C10H9N5O) shows that the 2H-tautomer is present in the crystal and that the molecule adopts a substantially planar geometry. However, the conformation found in the crystal is different compared to the monoprotonated cation of the same compound previously investigated in several salts. The packing of the meta isomer is driven by the formation of strong hydrogen bonds and shows the formation of infinite planar ribbons, parallel to a, formed around 21 crystallographic axes. The three isomers were tested against some cancer cell lines and also against normal cell lines. The ortho isomer shows a weak antiproliferative activity, the meta isomer shows significant antiproliferative activity against some cancer lines and no activity against healthy cell lines, and the para isomer is active against all the tested cell lines.<br>
Petraglia F, Singh AA, Carafa V, Nebbioso A, Conte M, Scisciola L, Valente S, Baldi A, Mandoli A, Petrizzi VB, Ingenito C, De Falco S, Cicatiello V, Apicella I, Janssen-megens EM, Kim B, Yi G, Logie C, Heath S, Ruvo M, Wierenga ATJ, Flicek P, Yaspo ML, Della Valle V, Bernard O, Tomassi S, Novellino E, Feoli A, Sbardella G, Gut I, Vellenga E, Stunnenberg HG, Mai A, Martens JHA, Altucci L * Combined HAT/EZH2 modulation leads to cancer-selective cell death(120 visite) Oncotarget (ISSN: 1949-2553electronic, 1949-2553linking), 2018 May 22; 9(39): 25630-25646. Impact Factor:5.008 DettagliEsporta in BibTeXEsporta in EndNote
251 Records (244 escludendo Abstract e Conferenze). Impact factor totale: 994.854 (972.074 escludendo Abstract e Conferenze). Impact factor a 5 anni totale: 991.232 (967.718 escludendo Abstract e Conferenze).