Synthesis, in vitro biological analysis and molecular docking studies of new thiadiazole-based thiourea derivatives as dual inhibitors of a-amylase and a-glucosidase DOI Creative Commons

Imran Khan,

Wajid Rehman, Fazal Rahim

et al.

Arabian Journal of Chemistry, Journal Year: 2023, Volume and Issue: 16(9), P. 105078 - 105078

Published: June 17, 2023

Diabetes mellitus is a syndrome that caused due to the imbalance of insulin production in body. In present study we have synthesized class fifteen compounds (1–15) based on thiadiazole-bearing thiourea were assessed for vitro alpha-amylase and alpha-glucosidase inhibitory potentials against standard drug acarbose. this series, all scaffolds recognized as inhibitors both targeted enzymes, α-amylase having varied range from IC50 values = 35.70 ± 0.70 µM 1.30 0.05 acarbose (10.30 0.20 µM) while α-glucosidase 37.60 0.80 2.20 0.10 (9.80 µM). Among nine such 4, 6, 7, 9, 8, 11, 12, 14 15 showed excellent activity a-amylase a-glucosidase found many folds more potent than drugs change nature number/s substituent along entire skeleton. A molecular docking was conducted active understand binding modes synthetic analogs how they show interaction with part enzymes. To confirm structure different spectroscopic techniques will be used like NMR HREI-MS.

Language: Английский

Energetic heterocyclic N-oxides: synthesis and performance DOI
Alexander А. Larin, Леонид Л. Ферштат

Mendeleev Communications, Journal Year: 2022, Volume and Issue: 32(6), P. 703 - 713

Published: Nov. 1, 2022

Language: Английский

Citations

30
Expanding the Limits of Organic Energetic Materials: High-Performance Alliance of 1,3,4-Thiadiazole and Furazan Scaffolds DOI
Ilya Deltsov, Ivan V. Ananyev, Dmitry B. Meerov

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 89(1), P. 174 - 182

Published: Dec. 11, 2023

A majority of known and newly synthesized energetic materials comprise polynitrogen or nitrogen–oxygen heterocycles with various explosophores. However, available structural combinations these organic scaffolds are finite about to reach their limits. Herein, we present the design synthesis a series sulfur-containing polyazole structures comprising 1,3,4-thiadiazole furazan rings linked by C–C bonds enriched nitro azo functionalities. In terms detonation performance, all 1,3,4-thiadiazole-furazan assemblies (D = 7.7–7.9 km s–1; P 26–28 GPa) lie between powerful explosive TATB 8.0 31 melt-cast material TNT 6.9 23 GPa). series, azo-bridged derivative 5 seems be most practically interesting, as it combines relatively high performance 7.9 28 GPa), very thermal stability (271 °C), insensitivity friction. By functional properties, outperforms benchmark heat-resistant hexanitrostilbene (HNS). To best our knowledge, this is first example an alliance rare case high-energy materials, which can certainly considered evolutionary step in science.

Language: Английский

Citations

20
Impact of regiochemistry in energetic materials science: a case of (nitratomethyl-1,2,3-triazolyl)furazans DOI

Маргарита А. Епишина,

Alexander S. Kulikov, Ivan V. Ananyev

et al.

Dalton Transactions, Journal Year: 2023, Volume and Issue: 52(22), P. 7673 - 7683

Published: Jan. 1, 2023

The preparation of multipurpose high-energy materials for space technologies remains a challenging task and such usually require special precautions fine tunability their functional properties. To unveil new opportunities en route to high-performance energetic materials, novel potential melt-castable explosives plasticizers incorporating (1,2,3-triazolyl)furazan scaffold enriched with nitro nitratomethyl explosophoric functionalities were synthesized. successful implementation the regiodivergent approach enabled regioisomeric (nitratomethyltriazolyl)furazans that possessed significantly different physicochemical properties classifying target as substances or plasticizers. Hirshfeld surface calculations supported by energy framework plots also performed better understand relationship between molecular structure sensitivity. All prepared (1,2,3-triazolyl)furazans show high nitrogen-oxygen contents (76-77%), good experimental densities (up 1.72 g cm-3) positive enthalpies formation (180-318 kJ mol-1) resulting in detonation performances (D = 7.1-8.0 km s-1; P 21-29 GPa). Overall, this work unveils strategies construction balanced various applications.

Language: Английский

Citations

18
HOMER: a reparameterization of the harmonic oscillator model of aromaticity (HOMA) for excited states DOI Creative Commons
Enrique M. Arpa, Bo Durbeej

Physical Chemistry Chemical Physics, Journal Year: 2023, Volume and Issue: 25(25), P. 16763 - 16771

Published: Jan. 1, 2023

Excited-state aromaticity (ESA) and antiaromaticity (ESAA) are by now well-established concepts for explaining photophysical properties photochemical reactivities of cyclic, conjugated molecules. However, their application is less straightforward than the corresponding process which thermal chemistry such systems rationalized in terms ground-state (GSA) (GSAA). Recognizing that harmonic oscillator model (HOMA) provides an easy way to measure on geometric grounds, it therefore notable this yet be parameterized excited states. Against background, we here present a new parameterization HOMA - termed HOMER T1 state both carbocyclic heterocyclic compounds based high-level quantum-chemical calculations. Considering CC, CN, NN CO bonds testing parametrization using calculated magnetic data as reference, find description ESA ESAA superior afforded original scheme, reaches same overall quality does GSA GSAA. Furthermore, demonstrate derived parameters can used predictive modeling at very different levels theory. Altogether, results highlight potential facilitate future studies ESAA.

Language: Английский

Citations

18
Energetic 1,2,4-oxadiazoles: synthesis and properties DOI
Alexander V. Shaferov, Леонид Л. Ферштат

Russian Chemical Reviews, Journal Year: 2024, Volume and Issue: 93(2), P. RCR5109 - RCR5109

Published: Jan. 16, 2024

The study of high-energy materials based on poly nitrogen- and nitrogen-oxygen-containing heterocycles is one the most important relevant modern interdisciplinary research areas at intersection organic physical chemistry science. Among such heterocycles, 1,2,4-oxadiazole ring a rather interesting building block for synthesis new energetic compounds. Although 1,2,4-oxadiazoles has been developed more than 100 years, these have only recently become known are currently "hot spots" in this field This review systematizes published methods features reactivity 1,2,4-oxadiazole-based Mono- bis(1,2,4-oxadiazoles) as well structures containing other azoles pyrazole, 1,2,5-oxadiazole, 1,3,4-oxadiazole, 1,2,3-triazole, 1,2,4-triazole tetrazole considered. For series structurally similar compounds, their physicochemical properties summarized factors affecting particular parameter discussed.<br> Bibliography — 123 references.

Language: Английский

Citations

8
Anticancer potential of ferrocene-containing derivatives: Current and future prospective DOI
Vijesh Tomar, Parveen Kumar, Deepak Sharma

et al.

Journal of Molecular Structure, Journal Year: 2024, Volume and Issue: 1319, P. 139589 - 139589

Published: Aug. 9, 2024

Language: Английский

Citations

8
Synthesis, characterization and H2 uptake of novel Hg(II) complexes containing 1,4-benzothiazin-3-one DOI

Subhi A. Al‐Jibori,

Nora A. Salih,

Ahmed S. Al‐Janabi

et al.

Materials Today Proceedings, Journal Year: 2020, Volume and Issue: 43, P. 875 - 882

Published: Aug. 11, 2020

Language: Английский

Citations

42
A review of antimalarial activity of two or three nitrogen atoms containing heterocyclic compounds DOI

Arshiya Chugh,

Ashwani Kumar, Anu Verma

et al.

Medicinal Chemistry Research, Journal Year: 2020, Volume and Issue: 29(10), P. 1723 - 1750

Published: Aug. 7, 2020

Language: Английский

Citations

40
Design and Synthesis of Nitrogen‐Rich Azo‐Bridged Furoxanylazoles as High‐Performance Energetic Materials DOI
Alexander А. Larin, Alexander V. Shaferov, Alexander S. Kulikov

et al.

Chemistry - A European Journal, Journal Year: 2021, Volume and Issue: 27(59), P. 14628 - 14637

Published: July 29, 2021

A series of novel energetic materials comprising azo-bridged furoxanylazoles enriched with functionalities was designed and synthesized. These high-energy were thoroughly characterized by IR multinuclear NMR (1 H, 13 C, 14 N) spectroscopy, high-resolution mass spectrometry, elemental analysis, differential scanning calorimetry (DSC). The molecular structures representative amino azo oxadiazole assemblies additionally confirmed single-crystal X-ray diffraction powder diffraction. comparison contributions explosophoric moieties into the density revealed that furoxan 1,2,4-oxadiazole rings are densest motifs while substitution azide fragments on nitro ones leads to an increase density. Azo bridged have high nitrogen-oxygen contents (68.8-76.9 %) thermal stability. synthesized compounds exhibit good experimental densities (1.62-1.88 g cm-3 ), very enthalpies formation (846-1720 kJ mol-1 and, as a result, excellent detonation performance (detonation velocities 7.66-9.09 km s-1 pressures 25.0-37.7 GPa). From application perspective, parameters exceed those benchmark explosive RDX, combination acceptable friction sensitivity azo(1,2,4-triazolylfuroxan) make it promising potential alternative PETN.

Language: Английский

Citations

35
Exploring biological efficacy of novel benzothiazole linked 2,5-disubstituted-1,3,4-oxadiazole hybrids as efficient α-amylase inhibitors: Synthesis, characterization, inhibition, molecular docking, molecular dynamics and Monte Carlo based QSAR studies DOI

Meenakshi Duhan,

Parvin Kumar, Jayant Sindhu

et al.

Computers in Biology and Medicine, Journal Year: 2021, Volume and Issue: 138, P. 104876 - 104876

Published: Sept. 17, 2021

Language: Английский

Citations

34