796-42-9

Usage

in vitro

in a previous study, in order to identify indispensable factors for human fibroblasts, the authors removed combined compounds one by one and treated cells with the remaining compounds. results showed that the number of beating clusters was significantly reduced by removal of seven compounds including as8351. moreover, these seven compounds inlcuding as8351 were sufficient and necessary to induce cardiac reprogramming efficiently. the authors then investigated the role of the reprogramming compound of as8351 and the results showed that as8351 and its functional analogs could affect epigenetic modifications by competing with α- ketoglutarate for chelating iron/fe(ii) in some epigenetic enzymes, including the jmjc-domain-containing histone demethylases that require α-kg and iron as co-factors. in addition, the authors abrogated each of the 22 genes in the jmjc-kdm family by small hairpin rnas and found that only with kdm5b knockdown, or using a kdm5b inhibitor, pbit could phenocopy as8351 in generating cicms, indicating that it might be a target of as8351 [1].

References

1) Cao et al. (2016), Conversion of human fibroblasts into functional cardiomyocytes by small molecules; Science, 352 1216

Upstream product

• 54-85-3 isoniazid 
• 708-06-5 2-hydroxynaphthalene-1-carbaldehyde 

Relevant academic research and scientific papers

Heteroleptic oxidovanadium(V) complexes with activity against infective and non‐infective stages of trypanosoma cruzi

Five heteroleptic compounds, [VVO(IN‐2H)(L‐H)], where L are 8‐hydroxyquinoline derivatives and IN is a Schiff base ligand, were synthesized and characterized in both the solid and solution state. The compounds were evaluated on epimastigotes and trypomastigotes of Trypanosoma cruzi as well as on VERO cells, as a mammalian cell model. Compounds showed activity against trypomastigotes with IC50 values of 0.29–3.02 μM. IN ligand and the new [VVO2(IN‐H)] complex showed negligible activity. The most active compound [VVO(IN‐2H)(L2‐H)], with L2 = 5‐chloro‐7‐ iodo‐8‐hydroxyquinoline, showed good selectivity towards the parasite and was selected to carry out further biological studies. Stability studies suggested a partial decomposition in solution. [VVO(IN‐2H)(L2‐H)] affects the infection potential of cell‐derived trypomastigotes. Low total vanadium uptake by parasites and preferential accumulation in the soluble proteins fraction were deter-mined. A trypanocide effect was observed when incubating epimastigotes with 10 × IC50 values of [VVO(IN‐2H)(L2‐H)] and the generation of ROS after treatments was suggested. Fluorescence com-petition measurements with DNA:ethidium bromide adduct showed a moderate DNA interaction of the complexes. In vivo toxicity study on C. elegans model showed no toxicity up to a 100 μM concentration of [VVO(IN‐2H)(L2‐H)]. This compound could be considered a prospective anti‐T. cruzi agent that deserves further research.

A three-dimensional manganese(II) coordination polymer: synthesis, structure and catecholase activity

A manganese-based coordination polymer, [Mn2L2(μ-MeOH)2]n (H2L = 2-hydroxy-1-naphthaldehyde isonicotinoylhydrazone) was obtained by self-assembly of 2-hydroxy-1-naphthaldehyde isonicotinoylhydrazone and manganese(II) acetate. The coordination polymer was characterized by IR, EPR and UV–Vis spectroscopy. The single-crystal X-ray diffraction study reveals that the dibasic tridentate ligand (L2?) is bound via ONO donor sites to manganese(II). Two such [ML] fragments are connected by μ2-bridged methanol (MeOH) to form a di-manganese species. The sixth site of each of the manganese is occupied by the pyridyl N atom of the isonicotinoyl group. This arrangement gives a polynuclear complex of the formula [Mn2L2(μ-MeOH)2]n. The coordination geometry of manganese is distorted octahedral. The X-band electron paramagnetic resonance (EPR) measurement of the complex at 77 K shows a six-line spectrum and a signal at the half field, with g = 4.88. The half-field signal indicates the dimeric nature of the complex in the solution state. The cyclic voltammetric measurement of the complex shows a reversible MnIII/MnII redox couple. The complex catalyzes the conversion of 3,5-di-tert-butyl catechol to the corresponding o-quinone with a catalytic turnover rate of (kcat) 27.22 h?1.

Electronic Effects of Aromatic Rings on the Catalytic Activity of Dioxidomolybdenum(VI)–Hydrazone Complexes

Nine dioxidomolybdenum(VI) complexes were synthesized through the reactions of MoO3with tridentate hydrazone Schiff base ligands obtained from the reactions of aromatic acid hydrazides (3-hydroxy-2-naphthoic acid hydrazide, 4-pyridinecarboxylic

Synthesis, spectral characterization, crystal structure and antibacterial studies of diorganotin(IV) complexes with isonicotinoyl hydrazone derivatives

The new diorganotin(IV) complexes R2SnL (L = La: R = Me 1, Ph 2; L = Lb: R = Me 3, Ph 4, L = Lc: R = Me 5, Ph 6, Bu 7) have been synthesized by the reaction of the hydrazone ligands N′-(5-bromo-2-hydroxybenzylid

Synthesis and evaluation of isonicotinoyl hydrazone derivatives as antimycobacterial and anticancer agents

A new series of isonicotinoyl hydrazone derivatives (3a-3o) have been synthesized, characterized and evaluated for in vitro antimycobacterial activity against M. tuberculosis H37Rv and two clinical isolates using tetrazolium microplate assay (TEMA). Some

Spectral studies on cobalt(II), nickel(II) and copper(II) complexes of naphthaldehyde substituted aroylhydrazones

A series of new coordination complexes of cobalt(II), nickel(II) and copper(II) with two new aroylhydrazones, 2-hydroxy-1-naphthaldehyde isonicotinoylhydrazone (H2L1) and 2-hydroxy-1-naphthaldehyde-2-thenoyl-hydrazone (H2L2) have been synthesized and characterized by elemental analysis, conductance measurements, magnetic susceptibility measurements, 1H NMR spectroscopy, IR spectroscopy, electronic spectroscopy, EPR spectroscopy and thermal analysis. IR spectra suggests ligands acts as a tridentate dibasic donor coordinating through the deprotonated naphtholic oxygen atom, azomethine nitrogen atom and enolic oxygen atom. EPR and ligand field spectra suggests octahedral geometry for Co(II) and Ni(II) complexes and a square planar geometry for Cu(II) complexes.

METAL ION CHELATORS AND THERAPEUTIC USE THEREOF

The present invention relates to compounds which are capable of chelating metal ions. In particular, the present invention relates to (thio)semicarbazone compounds and (thio)hydrazone compounds which are capable of chelating metal ions, including iron ions. Also disclosed are therapeutic use of such compounds and/or their metal ion complexes, including methods of treating diseases associated with cell proliferation.

Synthesis of New Acylhydrazones as Iron-Chelating Compounds

Fourteen acylhydrazides have been condensed with three aromatic o-hydroxy aldehydes (pyridoxal, salicylaldehyde, and 2-hydroxy-1-naphthaldehyde) to give 42 acylhydrazones, of which 38 are new.These compounds complex iron and have shown varying abilities to promote the movement of iron across biological membranes.Their infrared and nuclear magnetic resonance spectra support the structures assigned to them.