Synthesis and monoamine oxidase A/B inhibitory evaluation of new benzothiazole-thiazolylhydrazine derivatives

Abstract

In this study, a novel series of benzothiazole-thiazolylhydrazine (3a–3i) was synthesized and their structures were characterized by ¹H-NMR, ¹³C-NMR spectrometry, and mass spectroscopy. These compounds were evaluated as inhibitors of type A and type B monoamine oxidase (MAO) enzymes. The most active compound 3b (2-((2-(2-(4-(4-Nitrophenyl)thiazol-2-yl)hydrazineylidene)-2-phenylethyl)thio)benzothiazole) showed strong inhibitory activity at hMAO-A (IC₅₀ of 0.095?±?0.004?µM). Furthermore, compound 3i (2-((2-(2-(4-(2,4-dichlorophenyl)thiazol-2-yl)hydrazineylidene)-2-phenylethyl)thio)benzothiazole) showed significant inhibition profile on hMAO-A with the IC₅₀ values 0.141?±?0.006?µM.     

First observation of the doubly charmed baryon Xi(+)(cc)

We observe a signal for the doubly charmed baryon Xi(+)(cc) in the charged decay mode Xi(+)(cc)-->Lambda(+)(c)K-pi(+) in data from SELEX, the charm hadroproduction experiment at Fermilab. We observe an excess of 15.9 events over an expected background of 6.1+/-0.5 events, a statistical significance of 6.3sigma. The observed mass of this state is 3519+/-1 MeV/c(2). The Gaussian mass width of this state is 3 MeV/c(2), consistent with resolution; its lifetime is less than 33 fs at 90% confidence.     

The polarized reflection and absorption spectra of perylene crystals in monomeric and dimeric forms

The electronic absorption spectra of perylene crystals in the α- and β-forms were measured by the normal incidence reflection method in the spectral region from 20 000 to 60 000 cm^?1. From the absorption spectrum polarized perpendicular to [1$\text{1}$0] axis of the α-form crystal, the bands around 24 000 cm^?1 were determined to be polarized along the long molecular axis. Two strong bands with different polarizations were observed around 50 000 cm^?1 for each of the α- and β-perylene crystals and were assigned to the transitions to the ¹B_2u and ¹B_3u states. The observed polarized absorption spectra as a whole were consistent with the theoretical results by Hummel and Ruedenberg and the reflection method was found to be suitable to the polarized absorption measurement of strong bands of crystals. The observed factor-group splittings were compared with the theoretical values, the oriented gas model being found to be applicable to the β-form crystal.     

Coexistence of solvated electrons and solvent valence anions in negatively charged acetonitrile clusters, (CH3CN)-n(n=10-100)

Anion photoelectron spectroscopy of acetonitrile cluster anions, (CH3CN)(-)(n) (n=10-100), successfully demonstrates the competitive coexistence of two different anionic species: a solvated electron and a solvent-bound valence anion. The distinctly different nature of these anions is revealed by hole-burning-type photoelectron spectroscopy and relative photodetachment cross section measurements. This unusual coexistence is attributed to the closely lying nature of their anionic states at just the number of solvent molecules sufficient to almost complete the first solvation layer.     

Delocalization transition of a rough adsorption-reaction interface

We introduce a kinetic interface model suitable for simulating adsorption-reaction processes which take place preferentially at surface defects such as steps and vacancies. As the average interface velocity is taken to zero, the self-affine interface with Kardar-Parisi-Zhang-like scaling behavior undergoes a delocalization transition with critical exponents that fall into a different universality class. As the critical point is approached, the interface becomes a multivalued, multiply connected self-similar fractal set. The scaling behavior and critical exponents of the relevant correlation functions are determined from Monte Carlo simulations and scaling arguments.     

Localization-delocalization transition in chains with long-range correlated disorder

We investigated numerically localization properties of electron eigenstates in a chain with long-range correlated diagonal disorder. A tight-binding one-dimensional model with on-site energies exhibiting long-range correlated disorder (LCD) was used with various disorder strength W. LCD was defined so that it gave a power-law spectral density of the form S(k)αk^-p, where p determines the roughness of the potential landscape. Numerical results on the correlation length ξ of eigenstates shows the existence of the localization-delocalization transition at p=2. It is found that the critical values for disorder strength W_c and also the critical exponent ν for localization length change with the values of p.     

Syntheses and optoelectronic properties of quinoxaline polymers: The effect of donor unit

Tuning the bandgap of electrochromic polymers is one of the important research topics in electrochromism. To understand clearly the effect of donor unit in donor–acceptor–donor‐type polymers, 2,3‐bis(4‐tert‐butylphenyl)‐5,8‐di(thiophen‐2‐yl)quinoxaline and 2,3‐bis(4‐tert‐butylphenyl)‐5‐(2,3‐dihydrothieno[3,4‐b][1,4]dioxin‐ 5‐yl)‐8‐(thiophen‐2‐yl)quinoxaline were synthesized and polymerized potentiodynamically. Their electrochemical and spectroelectrochemical studies were performed, and the results were compared with those of poly(2,3‐bis(4‐tert‐butylphenyl)‐5,8‐bis(2,3‐dihydrothieno[3,4‐b][1,4]dioxin‐5‐yl)quinoxaline) (Gunbas et al., Adv Mater 2008, 20, 691–695). A blue shift in the polymer π–π* transitions revealed that the bandgap of such polymers with the same acceptor unit is related to the electron density of donor units. © 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2011