scholarly journals Biologically oriented synthesis of medicines (BIODS) based on heterylpoxid 2,5-disubstituted 1,3,4-oxadiazoles (Part 2)

2021 ◽  
Vol 14 (3) ◽  
pp. 390-398
Author(s):  
Yu. V. Karpenko ◽  
S. M. Kulish ◽  
N. А. Al Halaf
Keyword(s):  
Biological Activity ◽  
Therapeutic Potential ◽  
Biologically Active Compounds ◽  
Biologically Active ◽  
Active Compounds ◽  
Biological Potential ◽  
Drug Synthesis ◽  
Hiv Drugs ◽  
Derivatives Of ◽  
Interesting Area

Heterocyclic compounds make a very important branch of organic chemistry, and it has always been an interesting area of study in medical chemistry. They are present in a variety of drugs, vitamins and biologically active compounds. Over two decades, 1,3,4-oxadiazoles have been of interest to chemists owing to their diverse therapeutic potential; the studies focus mainly on the principles of combinatorial chemistry with a broad spectrum of biological activity. In the continuation of the review article, the general literature sources that consider chemical heteryl derivatives of 2,5-disubstituted 1,3,4-oxadiazoles as important synthetic substrates and precursors for biologically oriented synthesis, are systematized. Heterocyclic 1,3,4-oxadiazoles and their derivatives are widely used as antibacterial, fungicidal, anti-inflammatory, antidiabetic, anticancer, antitubercular, antioxidant, antimalarial, analgesic, anticonvulsant, antidepressant and anti-HIV drugs. It is important to note that the combination of 1,3,4-oxadiazole nuclei with different heterocyclic moieties in some cases had synergistic effect. The aim of the work is the search for new activities, systematization and generalization of literature sources on methods of biologically oriented drug synthesis (BIODS) based on heteryl derivatives of 2,5-disubstituted 1,3,4-oxadiazoles. Conclusions. The article analyzes, generalizes and systematizes the data obtained from the literature that describes the results of the study of the biological activity of 1,3,4-oxadiazoles, which allowed to confirm their diverse pharmacological and biological potential. It is established that oxadiazoscafold as the main structural component is found in various biologically active compounds which evidences the relevance of its further studies as a perspective structural matrix for construction of drug-like molecules. The analysis of the presented material demonstrates the significance and prospectivity of biologically oriented drugs of this segment of the chemistry of nitrogen-containing heterocycles.

Piperazine derivatives of boronic acids – potential bifunctional biologically active compounds

2015 ◽  
Vol 39 (6) ◽  
pp. 4308-4315 ◽  
Author(s):  
Agnieszka Adamczyk-Woźniak ◽  
Karolina Czerwińska ◽  
Izabela D. Madura ◽  
Alicja Matuszewska ◽  
Andrzej Sporzyński ◽  
...  
Keyword(s):  
Biological Activity ◽  
Boronic Acids ◽  
Biologically Active Compounds ◽  
Biologically Active ◽  
Active Compounds ◽  
Piperazine Derivatives ◽  
Derivatives Of

The combination of a piperazine and boronic groups within one molecule can result in a totally novel biological activity.

SOME DIRECTIONS IN THE MODIFICATION OF AZOLES

2020 ◽  
Vol 5 (443) ◽  
pp. 85-91
Author(s):  
Ibrayev M.K., ◽  
◽  
Takibayeva A.T., ◽  
Fazylov S.D., ◽  
Rakhimberlinova Zh.B., ◽  
...  
Keyword(s):  
13C Nmr Spectroscopy ◽  
Biologically Active Compounds ◽  
Biologically Active ◽  
Active Compounds ◽  
Synthesis Conditions ◽  
Alkaloid Cytisine ◽  
Azole Ring ◽  
Cyclic Compounds ◽  
New Compounds ◽  
Derivatives Of

This article presents studies on the targeted search for new derivatives of azoles, such as benzthiazole, 3,5-dimethylpyrazole, 1,3,4-oxadiazole-2-thione, 1,3,4-thiadiazole. The possibility of combining in one molecule of the azole ring with other cyclic compounds: the alkaloid cytisine, morpholine, furan and some arenes has been studied. To obtain new compounds, the reactions of bromination, acylation, and interaction with isothiocyanates were studied. Optimal synthesis conditions were studied for all reactions. It was found that the reaction of 4-bromo-3,5-dimethylpyrazole with isothiocyanates, in contrast to the previously written derivatives of anilines, takes a longer time and requires heating the reaction mixture. The combination of a pirasol fragment with halide substituents often results in an enhanced therapeutic effect. The synthesized 2-bromine-N-(6-rodanbenzo[d]thiazole-2-yl)acetamide, due to the alkylbromide group, is an important synth in the synthesis of new benzthiazole derivatives. Its derivatives combine in one molecule the rest of rhodanbenzthiazole with alkaloid cytisine and biogenic amine morpholine and are potentially biologically active compounds, since the molecule structure contains several pharmacophoric fragments: benzthiazole and alkaloid (amine) heterocycles, rhodane and urea groups. The mechanism of formation of 1,3,4-oxadiazole-2-tyons from hydrazides under action on them by carbon disulfide was studied and assumed. It was shown that dithiocarbamates in acidic medium decompose with the release of hydrogen sulfide and the formation of highly reactive isothiocyanate group. Then, intra-molecular cyclization occurs, with the formation of end products - 1,3,4-oxadiazole-2-thions. The structures of the synthesized compounds were studied by 1H and 13C NMR spectroscopy. All synthesized substances are potentially biologically active compounds, since they contain several pharmacophore fragments in their structure.

Chemical modification and Physicochemical properties of new derivatives 5-(thiophen-3-ilmethyl)-4-R1-1,2,4-triazole-3-thiol

2021 ◽  
pp. 4621-4629
Author(s):  
O.A. Bihdan ◽  
V.V. Parchenko
Keyword(s):  
Physicochemical Properties ◽  
High Reactivity ◽  
Biologically Active Compounds ◽  
Biologically Active ◽  
Active Compounds ◽  
Triazole Derivatives ◽  
Pharmaceutical Ingredients ◽  
Current Trends ◽  
Wide Range ◽  
Derivatives Of

Current trends in the search for new biologically active compounds among synthetic molecules have arguably proved a priority in studies of the heterocyclic 1,2,4-triazole system. For many years, 1,2,4-triazole derivatives remain the object of close attention of scientists of various scientific fields. The unique properties of 1,2,4-triazole derivatives include high reactivity, which allows different modification of this system, practical absence of toxicity of these derivatives and the presence of a wide range of biological, pharmacological properties, which in the complex provides the prerequisites for the creation of new biologically active compounds, and in the future, active pharmaceutical ingredients (AFI). The aim of our work is to investigate some transformations in a number of derivatives of 5-(thiophen-3-ylmethyl) -4-R1-1,2,4-triazole-3-thiol, to study the physicochemical properties of the new synthesized compounds. A well-known fact remains the successful attempt of many scientists involved in the study of the heterocyclic 1,2,4-triazole system to synthesize potential biologically active compounds. The process of creating new molecules is very painstaking and requires considerable effort. The chemical approaches for the synthesis of the starting compounds required for further transformations are well known and described. Therefore, we used the corresponding N-R1-2 as intermediates for the synthesis of new 5-(thiophen-3-ylmethyl) -4-R1-1,2,4-triazole-3-thiols appropriate ones were used N-R1-2-(2-(thiophen-3-yl) acetyl) hydrazinocarbothioamide.

scholarly journals Modular synthesis of α-fluorinated arylmethanes via desulfonylative cross-coupling

2019 ◽  
Vol 10 (1) ◽  
Author(s):  
Masakazu Nambo ◽  
Jacky C.-H. Yim ◽  
Luiza B. O. Freitas ◽  
Yasuyo Tahara ◽  
Zachary T. Ariki ◽  
...  
Keyword(s):  
Biological Activity ◽  
Late Stage ◽  
Recent Progress ◽  
Cross Coupling ◽  
Biologically Active Compounds ◽  
Biologically Active ◽  
Active Compounds ◽  
Arylboronic Acids ◽  
Modular Synthesis ◽  
Synthetic Routes

Abstract α-Fluoromethylarenes are common substructures in pharmaceuticals and agrochemicals, with the introduction of fluorine often resulting in improved biological activity and stability. Despite recent progress, synthetic routes to α-fluorinated diarylmethanes are still rare. Herein we describe the Pd-catalyzed Suzuki-Miyaura cross-coupling of α-fluorinated benzylic triflones with arylboronic acids affording structurally diverse α-fluorinated diarylmethanes. The ease of synthesis of fluorinated triflones as the key starting materials enables powerful late-stage transformations of known biologically active compounds into fluorinated analogs.

scholarly journals Monoterpenes as a renewable source of biologically active compounds

2017 ◽  
Vol 89 (8) ◽  
pp. 1105-1117 ◽  
Author(s):  
Nariman F. Salakhutdinov ◽  
Konstantin P. Volcho ◽  
Olga I. Yarovaya
Keyword(s):  
Biological Activity ◽  
Absolute Configuration ◽  
Biologically Active Compounds ◽  
Biologically Active ◽  
Great Promise ◽  
Active Compounds ◽  
Renewable Source ◽  
The Creation ◽  
Anti Inflammatory

AbstractMonoterpenes and their derivatives play an important role in the creation of new biologically active compounds including drugs. The review focuses on the data on various types of biological activity exhibited by monoterpenes and their derivatives, including analgesic, anti-inflammatory, anticonvulsant, antidepressant, anti-Alzheimer, anti-Parkinsonian, antiviral, and antibacterial (anti-tuberculosis) effects. Searching for novel potential drugs among monoterpene derivatives shows great promise for treating various pathologies. Special attention is paid to the effect of absolute configuration of monoterpenes and monoterpenoids on their activity.

scholarly journals A new perspective on fungal metabolites: identification of bioactive compounds from fungi using zebrafish embryogenesis as read-out

2019 ◽  
Vol 9 (1) ◽  
Author(s):  
Jelmer Hoeksma ◽  
Tim Misset ◽  
Christie Wever ◽  
Johan Kemmink ◽  
John Kruijtzer ◽  
...  
Keyword(s):  
Biological Activity ◽  
Secondary Metabolites ◽  
High Resolution Mass Spectrometry ◽  
Biologically Active Compounds ◽  
Biologically Active ◽  
Therapeutic Drug ◽  
Preparative Hplc ◽  
Active Compounds ◽  
Vis Spectroscopy ◽  
Therapeutic Compounds

AbstractThere is a constant need for new therapeutic compounds. Fungi have proven to be an excellent, but underexplored source for biologically active compounds with therapeutic potential. Here, we combine mycology, embryology and chemistry by testing secondary metabolites from more than 10,000 species of fungi for biological activity using developing zebrafish (Danio rerio) embryos. Zebrafish development is an excellent model for high-throughput screening. Development is rapid, multiple cell types are assessed simultaneously and embryos are available in high numbers. We found that 1,526 fungal strains produced secondary metabolites with biological activity in the zebrafish bioassay. The active compounds from 39 selected fungi were purified by liquid-liquid extraction and preparative HPLC. 34 compounds were identified by a combination of chemical analyses, including LCMS, UV-Vis spectroscopy/ spectrophotometry, high resolution mass spectrometry and NMR. Our results demonstrate that fungi express a wide variety of biologically active compounds, consisting of both known therapeutic compounds as well as relatively unexplored compounds. Understanding their biological activity in zebrafish may provide insight into underlying biological processes as well as mode of action. Together, this information may provide the first step towards lead compound development for therapeutic drug development.

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