Synthesis, Acaricidal, Bacteriostatic Activity Among the Amino Derivatives 5,7-Dichloro-4,6-Dinitrobenzofuroxana

Introduction. In recent years, interest in the compounds of the benzofuroxane series has increased, because they have a wide range of biological activity, and in addition are donors of nitric oxide. In the scientific literature, many works are related to the synthesis and study of the biological activity of 5-nitro-4,6-dichlorobenzofuroxane amino derivatives, whereas amino derivatives of the 5,7-dichlor-4,6-dinitrobenzofuroxane substrate have been poorly studied.Aim. Is the synthesis of new amino derivatives of 5,7-dichloro-4,6-dinitrobenzofuroxane and the study of their biological activity.Materials and methods. Investigated the reaction of condensation of 5,7-dichloro-4,6-dinitrobenzofuroxane with different aromatic amines, containing functional groups of acceptor character in their structure were selected. In order to increase the yield for each specific reaction, the reaction conditions were selected (the reaction temperature, medium, and the amount of amine). The structure of the compounds confirmed IR, NMR spectra and elemental analysis.Results and discussion. New compounds in the 5,7-diamino-4,6-dinitrobenzofuroxane series were obtained. Acute toxicity, acaricidal and bacteriostatic activity against Escherichia coli and Staphylococcus aureus were studied. The obtained compounds were found to have high pharmacological activity, superior to the comparison drug (Chlorophos and Creolin).Conclusion. Most of the amino derivative synthesized 5,7-dichloro-4,6-dinitrobenzofuroxane have a high activity against mites and bacteria. Compounds containing in their structure chlorine and methyl radicals, have biological activity at low concentrations, are low-toxic and belong to the 4th hazard class.

Download Full-text

A Review on Onychine and its Analogs: Synthesis and Biological Activity

Current Organic Synthesis ◽

10.2174/1570179417666191218112842 ◽

2020 ◽

Vol 17 (1) ◽

pp. 3-22

Author(s):

Claudia R.B. Gomes ◽

Marcus V.N. de Souza ◽

Victor Facchinetti

Keyword(s):

Biological Activity ◽

Multicomponent Reactions ◽

Diels Alder ◽

Synthetic Methods ◽

Reaction Conditions ◽

Low Concentrations ◽

Wide Range ◽

Intramolecular Cyclizations ◽

Synthetic Approaches ◽

Operational Simplicity

Background: Onychine is a 4-azafluorenone alkaloid isolated from the Annonaceae family, in low concentrations. Onychine and its analogs exhibit a wide range of pharmacological activities such as antifungal, antibacterial, anticancer, and antimalarial. Because of the high bioactivity of some 4-azafluorenone derivatives, several synthetic methods have been developed for their procurement. Objective: Considering the importance of these alkaloids, we aim to present the main synthetic approaches to onychines and its derivatives and the biological activity of some 4-azafluorenones. Methods: The most prominent methodologies for the synthesis of onychines were reviewed. Results: In this work, we cover many synthetic approaches for the synthesis of onychine and 4-azafluorenone derivatives including intramolecular cyclizations, multicomponent reactions, microwave-assisted multicomponent reactions, Diels-alder reactions, among others. Moreover, we also review the biological activity of 4-azafluorenones. Conclusion: 4-azafluorenones have risen as prominent structures in medicinal chemistry; however, most of the time, access to new derivatives involves toxic catalysts, harsh reaction conditions, and long-step procedures. Therefore, the development of new synthetic routes with more operational simplicity, simple purification procedure, good yields, and low environmental impact, is desirable.

Download Full-text

Identification of promising objects for the synthesis of thiosulphonate derivatives of benzoquinone and hydroquinone

Chemistry, Technology and Application of Substances ◽

10.23939/ctas2021.02.047 ◽

2021 ◽

Vol 4 (2) ◽

pp. 47-53

Author(s):

N. Y. Monka ◽

◽

N. E. Stadnytska ◽

I. R. Buchkevych ◽

K. O. Kaplia ◽

...

Keyword(s):

Biological Activity ◽

Biological Activities ◽

Experimental Studies ◽

New Drugs ◽

Reduced Form ◽

Free Form ◽

Wide Range ◽

On Line ◽

Living Organisms ◽

Derivatives Of

Benzoquinone and its reduced form hydroquinone belong to phenolic compounds and are found in living organisms in free form or in glycosides. They are active substances of some medicinal plants and have a pharmacological effect on the human body. Accordingly, their derivatives are important objects for chemical synthesis and development of new drugs. This article presents the findings of the structural design of substances with benzoquinone or hydroquinone fragment and sulfur-containing compound. By use of appropriate on-line programs a predictive screening of the biological activity and cytotoxicity of thiosulfonate derivatives of benzoquinone and hydroquinone has been conducted. It has been found that they have immense methodological potential to be synthesized by substances with a wide range of biological activities and a high value of probable activity, which substantiates the feasibility of conducting experimental studies on their biological activity, particularly anticancer.

Download Full-text

Synthesis and Properties of Methyl-, Formyl- and Amino-Diazaphenanthrene

Australian Journal of Chemistry ◽

10.1071/ch9942129 ◽

1994 ◽

Vol 47 (11) ◽

pp. 2129 ◽

Cited By ~ 27

Author(s):

L Chrzastek ◽

B Mianowska ◽

W Sliwa

Keyword(s):

Biological Activity ◽

Activity Data ◽

Amino Derivatives ◽

Derivatives Of

Methyl, formyl and amino derivatives of the isomeric benzo [c][1,5] naphthyridine and benzo [f][1,7] naphthyridine have been obtained, and their structures confirmed by 1H n.m.r. spectroscopy. Biological activity data (MIC) for some methyl and formyl derivatives are presented.

Download Full-text

Synthesis and biological activity of certain amino-derivatives of 5α-steroids

Chemistry of Natural Compounds ◽

10.1007/s10600-006-0110-x ◽

2006 ◽

Vol 42 (3) ◽

pp. 322-324 ◽

Cited By ~ 5

Author(s):

M. I. Merlani ◽

L. Sh. Amiranashvili ◽

K. G. Mulkidzhanyan ◽

E. P. Kemertelidze

Keyword(s):

Biological Activity ◽

Amino Derivatives ◽

Derivatives Of

Download Full-text

Synthesis of Optically Active Bicyclic Derivatives of Nitroimidazoles

Compounds ◽

10.3390/compounds1030013 ◽

2021 ◽

Vol 1 (3) ◽

pp. 145-153

Author(s):

Justyna Żwawiak ◽

Lucjusz Zaprutko

Keyword(s):

Mycobacterium Tuberculosis ◽

Biological Activity ◽

Optically Active ◽

Tuberculostatic Activity ◽

Wide Range ◽

Derivatives Of

Nitroimidazoles are characterized by a wide range of biological activity and many of them are used as therapeutics. Moreover, some bicyclic nitroimidazooxazoles show considerable potency against Mycobacterium tuberculosis. Some authors noticed that in the case of chiral derivatives of nitroimidazodihydrooxazoles, the (R) form shows a greater tuberculostatic activity than the (S) enantiomer. This work describes the procurement of new 12 enantiomeric bicyclic derivatives of nitroimidazole.

Download Full-text

Structure and biological action of analogs and derivatives of biogenic polyamines

Тонкие химические технологии ◽

10.32362/2410-6593-2021-16-4-287-306 ◽

2021 ◽

Vol 16 (4) ◽

pp. 287-306

Author(s):

O. S. Egorov ◽

N. Yu. Borisova ◽

E. Ya. Borisova ◽

M. L. Rezhabbaev ◽

E. Yu. Afanas’eva ◽

...

Keyword(s):

Biological Activity ◽

Biological Action ◽

Drug Formulation ◽

Receptor Interaction ◽

Cell Transport ◽

Neuropsychiatric Diseases ◽

Wide Range ◽

Biogenic Polyamines ◽

The Impact ◽

Derivatives Of

Objectives. Biogenic polyamines are widely present in nature. They are characteristic of both protozoan cells and multicellular organisms. These compounds have a wide range of biological functions and are necessary for normal growth and development of cells. Violation of polyamine homeostasis can cause significant abnormalities in cell functioning, provoking various pathological processes, including oncological and neuropsychiatric diseases. The impact on the “polyamine pathway” is an attractive basis for the creation of many pharmacological agents with a diverse spectrum of action. The purpose of this review is to summarize the results of the studies devoted to understanding the biological activity of compounds of the polyamine series, comparing their biological action with action on certain molecular targets. Due to the structural diversity of this group of substances, it is impossible to fully reflect the currently available data in one review. Therefore, in this work, the main attention is paid to the derivatives, acyclic saturated polyamines.Results. The following aspects are considered: biological functionality, biosynthesis and catabolism, cell transport, and localization of biogenic polyamines in the living systems. Structural analogs and derivatives of biogenic polyamines with antitumor, neuroprotective, antiarrhythmic, antiparasitic, antibacterial, and other biological activities are represented; the relationship between biological activity and the target of exposure is reflected. It was found that the nature of the substituent, the number of cationic centers, and the length of the polyamine chain have a great influence on the nature of the effect.Conclusions. At present, the use of polyamine structures is restrained by cytotoxicity and nonspecific toxic effects on the central nervous system. Further research in the field of biochemistry, cell transport, and a deeper understanding of receptor interaction mechanisms will help making polyamines as the basis for potential drug formulation.

Download Full-text

FLAVONOID COMPOUNDS FROM ARTEMISIA GLABELLA KAR. ET. KIR., SYNTHESIS ON THEIR BASIS AND BIOLOGICAL ACTIVITY

chemistry of plant raw material ◽

10.14258/jcprm.2018033766 ◽

2018 ◽

pp. 215-222

Author(s):

Габиден (Gabiden) Маратович (Maratovich) Байсаров (Baysarov) ◽

Айдана (Аjdana) Рахманиякызы (Rakhmaniyakyzy) Жуматаева (Zhumatayeva) ◽

Гулим (Gulim) Кенесбековна (Kenesbekovna) Мукушева (Mukusheva) ◽

Эльвира (El'vira) Эдуардовна (Eduardovna) Шульц (Shul'ts) ◽

Роза (Roza) Батталовна (Battalovna) Сейдахметова (Seydakhmetova) ◽

...

Keyword(s):

Biological Activity ◽

Raw Materials ◽

Hepatoprotective Activity ◽

Biologically Active ◽

Secondary Amines ◽

Moderate Activity ◽

Amino Derivatives ◽

Anti Inflammatory ◽

Derivatives Of

As a result of complex chemical processing of medicinal raw materials of Artemisia glabella Kar. et Kir., including CO2 extraction and lactones isolation, we have investigated the chemical composition of flavonoids to select the biologically active ones and carry out modifications on their basis. Two flavonoids pectolinaringenin and cirsilineol have been isolated by partition chromatography from the secondary raw materials of Artemisia glabella Kar. et. Kir. and identified. To obtain new biologically active compounds, we have synthesized new amino derivatives of cirsilineol by the Mannich reaction with secondary amines (piperidine and N-methylpiperazine) in isopropanol with the presence of dimethylaminopyridine. In proton NMR spectrum of the synthesized compounds there are proton signals of the initial cirsilineol fragment; however, there is no N-8 proton signal, besides other signals typical for amines’ benzene ring have been observed at 1.53–3.90 ppm. It means that reaction occurred at the C-8 position of carbon in ring A. The synthesized compounds have been studied for various types of biological activity typical for this class, including hepatoprotective and anti-inflammatory activities. Amino derivatives of cirsilineol exhibit a moderate activity against HepG2 cell line, while cirsilineol at a dose of 5 mg/ml expresses a pronounced hepatoprotective activity. Moreover, all samples at a dose of 25 mg/kg show poor anti-inflammatory effects on the model of acute exudative reaction in vivo.

Download Full-text

Amino- and polyaminophthalazin-1(2H)-ones: synthesis, coordination properties, and biological activity

Beilstein Journal of Organic Chemistry ◽

10.3762/bjoc.17.50 ◽

2021 ◽

Vol 17 ◽

pp. 558-568

Author(s):

Zbigniew Malinowski ◽

Emilia Fornal ◽

Agata Sumara ◽

Renata Kontek ◽

Karol Bukowski ◽

...

Keyword(s):

Biological Activity ◽

Metal Ion ◽

Spectroscopic Data ◽

Anticancer Activities ◽

Biological Screening ◽

Biological Assays ◽

Palladium Catalyzed ◽

Amino Derivatives ◽

Derivatives Of ◽

Ht 29

Amino- and polyaminophthalazinones were synthesized by the palladium‐catalyzed amination (alkyl- and arylamines, polyamines) of 4-bromophthalazinones in good yields. The coordinating properties of selected aminophthalazinones towards Cu(II) ions were investigated and the participation of the nitrogen atoms in the complexation of the metal ion was shown. A biological screening of the potential cytotoxicity of selected synthesized compounds on HT-29 and PC-3 cell lines, as well as on the L-929 cell line, proved that some amino derivatives of phthalazinone show interesting anticancer activities. The detailed synthesis, spectroscopic data, and biological assays are reported.

Download Full-text