Synthesis and Biological Activity of 2,7-Naphthyridine Derivatives: An Overview

2021 ◽  
Vol 25 ◽  
Author(s):  
Anna Wójcicka

: 2,7-Naphthyridine is one of the six structural isomers of pyridopyridine. Biological investigations have shown that these compounds have a broad spectrum of activity. They have been found to have antitumor, antimicrobial, analgesic and anticonvulsant effects. The broad spectrum of biological activity of 2,7-naphthyridine derivatives is the main reason for the preparation of new compounds containing this scaffold. This review aims to present various methods of obtaining 2,7-naphthyridine analogs. Compounds containing a 2,7-naphthyridine moiety can be synthesized from a variety of substrates and may be classified into four main categories: those derived from acyclic compounds, from quinoline derivatives, from pyridine derivatives, and from other compounds. Most of them were obtained by the cyclocondensation or intramolecular cyclization of pyridine derivatives. Cyclocondensations of non-cyclic substrates also produced 2,7-naphthyridine derivatives. Tricyclic benzo[2,7]naphthyridines were prepared from quinolines. The 2,7-naphthyridine scaffold has also been synthesized by the rearrangement of pyrrolo[3,4-c]pyridines, pyrano[3,4-c]pyridines or thiopyrano[3,4-c]pyridines.

2021 ◽  
Vol 14 (4) ◽  
pp. 354
Author(s):  
Anna Wójcicka ◽  
Aleksandra Redzicka

Pyrrolo[3,4-c]pyridine is one of the six structural isomers of the bicyclic ring system containing a pyrrole moiety fused to a pyridine nucleus. The broad spectrum of pharmacological properties of pyrrolo[3,4-c]pyridine derivatives is the main reason for developing new compounds containing this scaffold. This review presents studies on the biological activity of pyrrolo[3,4-c]pyridines that have been reported in the scientific literature. Most of these derivatives have been studied as analgesic and sedative agents. Biological investigations have shown that pyrrolo[3,4-c]pyridines can be used to treat diseases of the nervous and immune systems. Their antidiabetic, antimycobacterial, antiviral, and antitumor activities also have been found.


2018 ◽  
Vol 16 (1) ◽  
pp. 3-11 ◽  
Author(s):  
Anna Wojcicka ◽  
Anna Nowicka-Zuchowska

This review presents most of the literature data about synthesis and biological activity of pyridopyridazine derivatives. There are six structural isomers of the bicyclic ring system containing pyridine moiety condensed with pyridazine nucleus. Pyridopyridazine derivatives show antitumor, antibacterial, analgesic and diuretics activities. The derivatives have been identified as the selective phosphodiesterase 5 and phosphodiesterase 4 inhibitors. Pyridopyridazines are novel class of GABA-A receptor benzodiazepine binding site ligands. Some of pyrido[3,2-c]pyridazine derivatives possess molluscicidal activity and can be used as biodegradable agrochemicals. The broad spectrum of biological activity of pyridopyridazine derivatives is the main reason for the preparation of new compounds containing this scaffold.


2021 ◽  
Vol 22 (5) ◽  
pp. 2367
Author(s):  
Sen Yang ◽  
Chao-Li Ren ◽  
Tian-Yang Ma ◽  
Wen-Qian Zou ◽  
Li Dai ◽  
...  

To discover new compounds with broad spectrum and high activity, we designed a series of novel benzamides containing 1,2,4-oxadiazole moiety by bioisosterism, and 28 benzamides derivatives with antifungal activity were synthesized. These compounds were evaluated against four fungi: Botrytis cinereal, FusaHum graminearum, Marssonina mali, and Thanatephorus cucumeris. The results indicated that most of the compounds displayed good fungicidal activities, especially against Botrytis cinereal. For example, 10a (84.4%), 10d (83.6%), 10e (83.3%), 10f (83.1%), 10i (83.3%), and 10l (83.6%) were better than pyraclostrobin (81.4%) at 100 mg/L. In addition, the acute toxicity of 10f to zebrafish embryo was 20.58 mg/L, which was classified as a low-toxicity compound.


2015 ◽  
Vol 12 (1) ◽  
pp. 3910-3918 ◽  
Author(s):  
Dr Remon M Zaki ◽  
Prof Adel M. Kamal El-Dean ◽  
Dr Nermin A Marzouk ◽  
Prof Jehan A Micky ◽  
Mrs Rasha H Ahmed

 Incorporating selenium metal bonded to the pyridine nucleus was achieved by the reaction of selenium metal with 2-chloropyridine carbonitrile 1 in the presence of sodium borohydride as reducing agent. The resulting non isolated selanyl sodium salt was subjected to react with various α-halogenated carbonyl compounds to afford the selenyl pyridine derivatives 3a-f  which compounds 3a-d underwent Thorpe-Ziegler cyclization to give 1-amino-2-substitutedselenolo[2,3-b]pyridine compounds 4a-d, while the other compounds 3e,f failed to be cyclized. Basic hydrolysis of amino selenolo[2,3-b]pyridine carboxylate 4a followed by decarboxylation furnished the corresponding amino selenolopyridine compound 6 which was used as a versatile precursor for synthesis of other heterocyclic compound 7-16. All the newly synthesized compounds were established by elemental and spectral analysis (IR, 1H NMR) in addition to mass spectra for some of them hoping these compounds afforded high biological activity.


Molecules ◽  
2018 ◽  
Vol 23 (8) ◽  
pp. 2013 ◽  
Author(s):  
Ricardo Murcia ◽  
Sandra Leal ◽  
Martha Roa ◽  
Edgar Nagles ◽  
Alvaro Muñoz-Castro ◽  
...  

In this work, six complexes (2–7) of Cr(III) and Co(II) transition metals with triazole ligands were synthesized and characterized. In addition, a new ligand, 3,5-bis(1,2,4-triazol-1-ylmethyl)toluene (1), was synthesized and full characterized. The complexes were obtained as air-stable solids and characterized by melting point, electrical conductivity, thermogravimetric analysis, and Raman, infrared and ultraviolet/visible spectroscopy. The analyses and spectral data showed that complexes 3–7 had 1:1 (M:L) stoichiometries and octahedral geometries, while 2 had a 1:2 (M:L) ratio, which was supported by DFT calculations. The complexes and their respective ligands were evaluated against bacterial and fungal strains with clinical relevance. All the complexes showed higher antibacterial and antifungal activities than the free ligands. The complexes were more active against fungi than against bacteria. The activities of the chromium complexes against Candida tropicalis are of great interest, as they showed minimum inhibitory concentration 50 (MIC50) values between 7.8 and 15.6 μg mL−1. Complexes 5 and 6 showed little effect on Vero cells, indicating that they are not cytotoxic. These results can provide an important platform for the design of new compounds with antibacterial and antifungal activities.


2019 ◽  
Vol 25 (103) ◽  
pp. 68-89
Author(s):  
Hiba Ibrahim Abdulla AL-Joubory ◽  
Khalid Mohamad Motny Al-janaby

This work included synthesis of azo dye (H1) by the reaction of diazonium salt to sulfacetamide with 4-hydroxy benzaldehyde at (0-5) oC  and synthesis of schiff base (H2-H6) through reaction substituted aromatic amine (aniline, 4-nitro aniline, 4-chloro aniline, 4-amino benzoic acid and phenyl hydrazine)  with aldehyde group in azo compound (H1) in ethanol compounds (H2-H6) and tetrazole derivatives prepared by reaction schiff base with sodium azide in ethanol compounds (H7-H11) and characterization by using spectroscopic techniques Uv/Vis, FT-IR, C.H.N. and H1-NMR of some the prepared compounds using DMSO-d6 a solvent, in addition melting point and determination a purity of TLC, and this work consists a study of biological activity for the some prepared compounds against four types of pathogenic bacteria and know to be resistant to anti biotic.


ChemInform ◽  
1988 ◽  
Vol 19 (36) ◽  
Author(s):  
E. SURENDER ◽  
B. R. RAO ◽  
B. S. REDDY ◽  
G. V. P. C. MOULI ◽  
Y. D. REDDY

2021 ◽  
Vol 10 (02) ◽  
pp. 081-087
Author(s):  
Kumar Sannagowdara ◽  
Nadir Khan

AbstractAbout 70% of children with new-onset epilepsy have the potential to become seizure-free on antiepileptic drug (AED) monotherapy with appropriately selected first-line medication. In ideal world, physician is expected to achieve best possible seizure control without impacting the quality of life. There is rapid increase in number of AEDs available over last couple of decades. Although not necessarily all of them are superior to old generation drugs in terms of seizure control, certainly there is change in landscape from perspective of tolerability and side-effect profile. Physicians must therefore be familiar with safety, tolerability, therapeutic effects, synergistic combinations as well as AEDs to avoid in specific circumstances. The article attempts to give general overview of available AEDs under broad umbrella of effectiveness against focal and generalized seizures as well as drugs with “broad spectrum.” The emergence of newer AEDs with broad spectrum and favorable side-effect profile is welcome. However, the future lies in better understanding of underlying diverse pathophysiology of clinical symptom “epilepsy” and developing new compounds acting on molecular targets as well as individualizing therapy. Technological advances in molecular genetics research are bringing precision medicine to the fore.


2003 ◽  
Vol 58 (9) ◽  
pp. 861-868 ◽  
Author(s):  
Abd El-Galil E. Amr ◽  
Ashraf M. Mohamed ◽  
Alhussein A. Ibrahim

A series of chiral macrocyclic pyridines has been prepared starting from N2,N2-(pyridine- 2,6-dicarbonyl)diamino acid hydrazides (2a-c) and N,N-bis-(1-carboxy-2-substituted)-2,6- diaminocarbonyl)pyridines (3a,b). The coupling of (2a-c) with 2,6-pyridine dicarbonyldichloride (4) gave the compounds (5a-c). Compounds 2a-c were coupled with 2,6-diacetylpyridine (6) to yield compounds (7a-c) and with heterocyclic aldehydes (8) or (10) to give the compounds (9a-c) or (11a-c). In addition, the hydrazides (2a-c) were reacted with diformylcalix[4]arene 12 to afford the macrocyclic calix[4]arene hydrazone derivatives (13a-c) in reasonable yields. Finally, reaction of diaminocalix-[4]arene derivatives (14a,b) with hydrazides 2a,b or acids (3a,b), using azide or mixed anhydride methods afforded macrocyclic calix[4]arene derivatives 15a,b and 16a,b, respectively. The structure assignments of the new compounds are based on chemical and spectroscopic evidence. The biological activity screening tests showed that many of the obtained compounds exhibit high antimicrobial activity comparable to ampicillin and chloramphenicol which are used as reference compounds.


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