scholarly journals Ammonium Formate-Pd/C as a New Reducing System for 1,2,4-Oxadiazoles. Synthesis of Guanidine Derivatives and Reductive Rearrangement to Quinazolin-4-Ones with Potential Anti-Diabetic Activity

2021 ◽  
Vol 22 (22) ◽  
pp. 12301
Author(s):  
Paola Marzullo ◽  
Sonya Vasto ◽  
Silvestre Buscemi ◽  
Andrea Pace ◽  
Domenico Nuzzo ◽  
...  

1,2,4-Oxadiazole is a heterocycle with wide reactivity and many useful applications. The reactive O-N bond is usually reduced using molecular hydrogen to obtain amidine derivatives. NH4CO2H-Pd/C is here demonstrated as a new system for the O-N reduction, allowing us to obtain differently substituted acylamidine, acylguanidine and diacylguanidine derivatives. The proposed system is also effective for the achievement of a reductive rearrangement of 5-(2′-aminophenyl)-1,2,4-oxadiazoles into 1-alkylquinazolin-4(1H)-ones. The alkaloid glycosine was also obtained with this method. The obtained compounds were preliminarily tested for their biological activity in terms of their cytotoxicity, induced oxidative stress, α-glucosidase and DPP4 inhibition, showing potential application as anti-diabetics.

2016 ◽  
Vol 41 (47) ◽  
pp. 22059-22066 ◽  
Author(s):  
Jun-Ping Zhou ◽  
Juan Zhang ◽  
Xiao-Hui Dai ◽  
Xin Wang ◽  
Shu-Yong Zhang

2020 ◽  
Vol 2020 ◽  
pp. 1-10
Author(s):  
Cestmir Cejka ◽  
Jan Kossl ◽  
Vladimir Holan ◽  
John H. Zhang ◽  
Jitka Cejkova

Corneal alkali burns are potentially blinding injuries. Alkali induces oxidative stress in corneas followed by excessive corneal inflammation, neovascularization, and untransparent scar formation. Molecular hydrogen (H2), a potent reactive oxygen species (ROS) scavenger, suppresses oxidative stress and enables corneal healing when applied on the corneal surface. The purpose of this study was to examine whether the H2 pretreatment of healthy corneas evokes a protective effect against corneal alkali-induced oxidative stress. Rabbit eyes were pretreated with a H2 solution or buffer solution, by drops onto the ocular surface, and the corneas were then burned with 0.25 M NaOH. The results obtained with immunohistochemistry and pachymetry showed that in the corneas of H2-pretreated eyes, slight oxidative stress appeared followed by an increased expression of antioxidant enzymes. When these corneas were postburned with alkali, the alkali-induced oxidative stress was suppressed. This was in contrast to postburned buffer-pretreated corneas, where the oxidative stress was strong. These corneas healed with scar formation and neovascularization, whereas corneas of H2-pretreated eyes healed with restoration of transparency in the majority of cases. Corneal neovascularization was strongly suppressed. Our results suggest that the corneal alkali-induced oxidative stress was reduced via the increased antioxidant capacity of corneal cells against reactive oxygen species (ROS). It is further suggested that the ability of H2 to induce the increase in antioxidant cell capacity is important for eye protection against various diseases or external influences associated with ROS production.


2017 ◽  
Vol 7 (1) ◽  
Author(s):  
Cestmir Cejka ◽  
Jan Kossl ◽  
Barbora Hermankova ◽  
Vladimir Holan ◽  
Sarka Kubinova ◽  
...  

2019 ◽  
Vol 99 (6) ◽  
pp. 793-806 ◽  
Author(s):  
Yasuhiro Terasaki ◽  
Tetsuya Suzuki ◽  
Kozue Tonaki ◽  
Mika Terasaki ◽  
Naomi Kuwahara ◽  
...  

Agronomy ◽  
2020 ◽  
Vol 10 (6) ◽  
pp. 808
Author(s):  
Nitza Soto ◽  
César González ◽  
Marco Mellado ◽  
Andrés F. Olea ◽  
Yamilet Coll ◽  
...  

Brassinosteroids (BRs) play an important role in the growth and development of plants. Herein, we describe the synthesis of epimeric mixtures of BR analogs with 24-norcholane type side chains, S/R configuration at C22 and A/B ring cis-type fusion. All epimeric mixtures were synthetized from hyodeoxycholic acid. The biological activity of mixtures was evaluated by using rice lamina inclination test and germination of tomato (Lycopersicum esculentum) seeds. The results show that these epimeric mixtures exhibit similar bioactivity to brassinolide in both bioassays. Thus, our results corroborate that the A/B junction has almost no effect on bioactivity and open the possibility of using epimeric mixtures instead of pure compounds. In this approach, the synthesized BR analogs maintain a good level of bioactivity, whereas the synthesis is shorter, cheaper and with higher yields. All these factors make this alternative very interesting for potential application.


2019 ◽  
Vol 97 (4) ◽  
pp. 287-292 ◽  
Author(s):  
Branislav Kura ◽  
Ashim K. Bagchi ◽  
Pawan K. Singal ◽  
Miroslav Barancik ◽  
Tyler W. LeBaron ◽  
...  

Uncontrolled production of oxygen and nitrogen radicals results in oxidative and nitrosative stresses that impair cellular functions and have been regarded as causative common denominators of many pathological processes. In this review, we report on the beneficial effects of molecular hydrogen in scavenging radicals in an artificial system of•OH formation. As a proof of principle, we also demonstrate that in rat hearts in vivo, administration of molecular hydrogen led to a significant increase in superoxide dismutase as well as pAKT, a cell survival signaling molecule. Irradiation of the rats caused a significant increase in lipid peroxidation, which was mitigated by pre-treatment of the animals with molecular hydrogen. The nuclear factor erythroid 2-related factor 2 is regarded as an important regulator of oxyradical homeostasis, as well as it supports the functional integrity of cells, particularly under conditions of oxidative stress. We suggest that the beneficial effects of molecular hydrogen may be through the activation of nuclear factor erythroid 2-related factor 2 pathway that promotes innate antioxidants and reduction of apoptosis, as well as inflammation.


2019 ◽  
Vol 2019 ◽  
pp. 1-13 ◽  
Author(s):  
Gayane G. Panova ◽  
Evgeny B. Serebryakov ◽  
Konstantin N. Semenov ◽  
Nikolay A. Charykov ◽  
Olga S. Shemchuk ◽  
...  

The present paper reports data on the biological activity of nanocompositions based on a C60-L-threonine (C60-Thr) derivative. These nanocompositions promote the nonspecific resistance of plants to the action of stress factors (ultraviolet radiation, pesticides, and phytopathogens). Additionally, we determined the perspectives of the C60-Thr adduct application in the cultivation of plants due to the decrease of the pesticide load on the environment. The biological study of C60-Thr revealed the plant growth-stimulating ability due to its influence on the photosynthetic apparatus activity and antioxidant properties.


Sign in / Sign up

Export Citation Format

Share Document