Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 3326-71-4, is researched, SMILESS is O=C(C1=CC=CO1)NN, Molecular C5H6N2O2Journal, Article, Inorganic Chemistry called Binucleating Hydrazonic Ligands and Their μ-Hydroxodicopper(II) Complexes as Promising Structural Motifs for Enhanced Antitumor Activity, Author is Rada, Jesica Paola; Bastos, Beatriz S. M.; Anselmino, Luciano; Franco, Chris H. J.; Lanznaster, Mauricio; Diniz, Renata; Fernandez, Claudio O.; Menacho-Marquez, Mauricio; Percebom, Ana Maria; Rey, Nicolas A., the main research direction is crystal structure copper hydrazonophenol binucleating hydroxo; copper hydrazonophenol preparation antiproliferative activity BSA DNA binding.Application In Synthesis of 2-Furoic hydrazide.
Very few inorganic antineoplastic drugs have entered the clinic in the last decades, mainly because of toxicity issues. Because Cu is an essential trace element of ubiquitous occurrence, decreased side effects could be expected in comparison with the widely used Pt anticancer compounds Two novel hydrazonic binucleating ligands and their μ-hydroxo dicopper(II) complexes were prepared and fully characterized. They differ by the nature of the aromatic group present in their aroylhydrazone moieties: while H3L1 and its complex [Cu2(μ-OH)(HL1)](ClO4) (1), possess a thiophene ring, H3L2 and [Cu2(μ-OH)(HL2)](ClO4) (2) contain the more polar furan heterocycle. X-ray diffraction indicates that both coordination compounds are very similar in structural terms and generate dimeric arrangements in the solid state. Pos.-ion electrospray ionization mass spectrometry analyses confirmed that the main species present in a 10% DMSO/water solution should be [Cu2(HL)(OH)]+ and the DMSO-substituted derivative [Cu2(L)(DMSO)]+. Scattering techniques [dynamic light scattering (DLS) and small-angle x-ray scattering] suggest that the complexes and their free ligands interact with bovine serum albumin (BSA) in a reversible manner. The binding constants to BSA were determined for the complexes through fluorescence spectroscopy. Also, to gain insight into the mechanism of action of the compounds, calf thymus DNA binding studies by UV-visible and DLS measurements using plasmid pBR322 DNA were also performed. For the complexes, DLS data seem to point to the occurrence of DNA cleavage to Form III (linear). Both ligands and their dicopper(II) complexes display potent antiproliferative activity in a panel of four cancer cell lines, occasionally even in the submicromolar range, with the complexes being more potent than the free ligands. The authors’ data on cellular models correlate quite well with the DNA interaction experiments The results presented herein show that aroylhydrazone-derived binucleating ligands, as well as their dinuclear μ-hydroxodicopper(II) complexes, may represent a promising structural starting point for the development of a new generation of highly active antitumor agents.
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