Incorporation of azo group at axial position of silatranes: synthesis, characterization and antimicrobial activity

Singh, Gurjaspreet; Saroa, Amandeep; Girdhar, Shally; Rani, Sapna; Choquesillo-Lazarte, Duane; Sahoo, Subash Chandra

doi:10.1002/aoc.3330

Cited by 16 publications

(6 citation statements)

References 32 publications

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“…Triisopropanolamine is widely used as emulsifier, stabilizer, surfactant and chemical intermediate. One of its main applications of triisopropanolamine is to neutralize pesticides [ 56 ].…”

Section: Resultsmentioning

confidence: 99%

Identification of Unknown Substances in Ambient Air (PM10), Profiles and Differences between Rural, Urban and Industrial Areas

López

Fuentes

Yusà

et al. 2022

Toxics

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A fast and automated strategy has been developed for identifying unknown substances in the atmosphere (concretely, in the particulate matter, PM10) using LC-HRMS (MS3). A total of 15 samples were collected in three different areas (rural, urban and industrial). A sampling flow rate of 30 m3 h−1 was applied for 24 h, sampling a total volume of around 720 m3. A total of 49 compounds were tentatively identified using very restrictive criteria regarding exact mass, retention time, isotopic profile and both MS2 and MS3 spectra. Pesticides, pharmaceutical active compounds, drugs, plasticizers and metabolites were the most identified compounds. To verify whether the developed methodology was suitable, 11 substances were checked with their analytical standards and all of them were confirmed. Different profiles for industrial, rural and urban areas were examined. The Principal Component Analysis (PCA) model allowed us to separate the obtained data of the three assessed area. When the profiles obtained in the three evaluated areas were compared using a Volcano plot (the rural area was taken as reference), 11 compounds were confirmed as being discriminant: three of them (3-hydroxy-2-methylpyridine, 3-methyladenine and nicotine) were more likely to be found in industrial sites; ten compounds (3-hydroxy-2-methylpyridine, 3-methyladenine, azoxystrobin, cocaine, cotinine, ethoprophos, imidacloprid, metalaxyl-M, nicotine and pyrimethanil) were more probable in the case of urban sites; finally, triisopropanolamine was more likely to be detected in rural locations.

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“…Triisopropanolamine is widely used as emulsifier, stabilizer, surfactant and chemical intermediate. One of its main applications of triisopropanolamine is to neutralize pesticides [ 56 ].…”

Section: Resultsmentioning

confidence: 99%

Identification of Unknown Substances in Ambient Air (PM10), Profiles and Differences between Rural, Urban and Industrial Areas

López

Fuentes

Yusà

et al. 2022

Toxics

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“…Therefore, Sa-AB 2 should be considered as a new representative of the silatrane series, with possible other unique properties (e. g. reactivity, see the related works [50,52] ).…”

Section: Silyl (Si-ab) and Silatranyl (Sa-ab) Substituted Azobenzenesmentioning

confidence: 99%

Molecular Design of Silicon‐Containing Diazenes: Absorbance ofEandZIsomers in the Near‐Infrared Region

Doronina

Jouikov

Sidorkin

2022

Chemistry A European J

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The effective use of photochromic systems based on azo compounds in a number of applications, especially biomedical and pharmacological ones, is impeded by the unresolved problem of their E⇆Z isomerization in the near‐IR region, NIR (780–1400 nm). We have demonstrated at the TD‐DFT, STEOM‐DLPNO‐CCSD and CASSCF‐NEVPT2 levels of theory that the presence of a silylated diazene core −Si−N=N−Si− with three‐, tetra‐ or five‐coordinated silicon atoms practically guarantees the absorption of the E and Z forms of such derivatives in NIR and the amazing (185–400 nm) separation of their first absorption bands. In particular, the maximum λ1 of the first n→π* band of the E isomer of azosilabenzene ASiB is at ∼1030 nm, while for the Z isomer λ1≅1340 nm. Based on the found bistable azo compounds (ASiB, bis(silyl)‐ SiD and bis(silatranyl)‐ SaD diazenes) and their derivatives with E and Z absorption in NIR, unique photoswitches can be created for a number of applications, in particular, for photothermal therapy.

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“…In addition, 3‐aminopropylsilatranes and their derivatives show antimicrobial, [ 12,13 ] antiparasitic, [ 14 ] antihepatitis B, [ 15 ] antitumor, [ 16 ] immunomodulatory [ 17 ] and growth stimulating [ 18 ] activity.…”

Section: Introductionmentioning

confidence: 99%

“…[ 27,28 ] The MG approach is based on the principle “two heads are better than one”, which has been successfully employed to create novel hybrid compounds with anticancer, anti‐inflammatory, antimicrobial, and other activities. [ 12–14,29–33 ]…”

Section: Introductionmentioning

confidence: 99%

Isoxazole derivatives of silatrane: synthesis, characterization, in silico ADME profile, prediction of potential pharmacological activity and evaluation of antimicrobial action

Адамович

Kondrashov

Ushakov

et al. 2020

Applied Organom Chemis

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A new family of mono‐ (3a‐h) and bis‐ (4a‐g) isoxazole‐bridged silatranes has been synthesized by the reaction of 3‐aminopropylsilatrane (1) and 3‐substituted 5‐chloro‐methylisoxazoles (2a‐h). The structure of the isoxazole‐silatrane hybrids is characterized by elemental analysis, FT‐IR, UV, NMR (1H, 13C,29Si and 15N) spectroscopy, high‐resolution mass spectrometry, and X‐ray diffraction analysis. The in silico ADME (absorption, distribution, metabolism, excretion) assessment reveals that properties of mono‐adducts (3a‐h) are similar to those of drugs obeyed to the Lipinski's rule. The calculated screening of potential pharmacological activity profiles (in silico PASS program) of isoxazole‐silatranes shows that all synthesized compounds (both mono‐ and bis‐substituted) may have high antitumor action, unlike starting isoxazoles. The preliminary screening of the synthesized silatranes for antimicrobial activity against Enterococcus durans, Bacillus subtilis, Escherichia coli, and Pseudomonas aeruginosa indicates that all test samples are active only against gram‐positive microorganisms. Silatrane 3f displays minimal inhibitory concentration (MIC 12.5 and 6.2 μg ml−1) against E. durans and B. subtilis as compared with standard drug gentamicin (MIC 25 and 50 μg ml−1).

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Incorporation of azo group at axial position of silatranes: synthesis, characterization and antimicrobial activity

Cited by 16 publications

References 32 publications

Identification of Unknown Substances in Ambient Air (PM10), Profiles and Differences between Rural, Urban and Industrial Areas

Identification of Unknown Substances in Ambient Air (PM10), Profiles and Differences between Rural, Urban and Industrial Areas

Molecular Design of Silicon‐Containing Diazenes: Absorbance ofEandZIsomers in the Near‐Infrared Region

Isoxazole derivatives of silatrane: synthesis, characterization, in silico ADME profile, prediction of potential pharmacological activity and evaluation of antimicrobial action

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