The influence of silatranes, germatranes, protatranes, and triethanolamine on vital functions of microorganisms

Гарабаджиу, А. В.; Воронков, М. Г.; Nyanikova, G. G.; Samokhin, G. S.; Vrazhnov, D. V.; Кочина, Т. А.

doi:10.1134/s001249661104020x

Cited by 11 publications

(5 citation statements)

References 3 publications

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“…The LD 50 for this compound for white mice was about 0.35 mg/Kg, being considered extremely toxic. A concentration of 10 −3 % of 1-ethoxysilatrane was also found to inhibit some fungi species such as Alternaria alternate, Penicillium ochrochloron, Botrytis cinerea, and to stimulate some bacteria (Bacillus subtilis, Bacillus mucilaginosus) [8,59].…”

Section: Antimicrobial Activitymentioning

confidence: 97%

Chemical Attachment of 5-Nitrosalicylaldimine Motif to Silatrane Resulting in an Organic–Inorganic Structure with High Medicinal Significance

Zaltariov¹,

Turtoi

Peptanariu³

et al. 2022

Pharmaceutics

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Two chemical motifs of interest for medicinal chemistry, silatrane as 1-(3-aminopropyl) silatrane (SIL M), and nitro group attached in position 5 to salicylaldehyde, are coupled in a new structure, 1-(3-{[(2-hydroxy-5-nitrophenyl)methylidene]amino}propyl)silatrane (SIL-BS), through an azomethine moiety, also known as a versatile pharmacophore. The high purity isolated compound was structurally characterized by an elemental, spectral, and single crystal X-ray diffraction analysis. Given the structural premises for being a biologically active compound, different specific techniques and protocols have been used to evaluate their in vitro hydrolytic stability in simulated physiological conditions, the cytotoxicity on two cancer cell lines (HepG2 and MCF7), and protein binding ability—with a major role in drug ADME (Absorption, Distribution, Metabolism and Excretion), in parallel with those of the SIL M. While the latter had a good biocompatibility, the nitro-silatrane derivative, SIL-BS, exhibited a higher cytotoxic activity on HepG2 and MCF7 cell lines, performance assigned, among others, to the known capacity of the nitro group to promote a specific cytotoxicity by a “activation by reduction” mechanism. Both compounds exhibited increased bio- and muco-adhesiveness, which can favor an optimized therapeutic effect by increased drug permeation and residence time in tumor location. Additional benefits of these compounds have been demonstrated by their antimicrobial activity on several fungi and bacteria species. Molecular docking computations on Human Serum Albumin (HSA) and MPRO COVID-19 protease demonstrated their potential in the development of new drugs for combined therapy.

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Section: Antimicrobial Activitymentioning

confidence: 97%

Chemical Attachment of 5-Nitrosalicylaldimine Motif to Silatrane Resulting in an Organic–Inorganic Structure with High Medicinal Significance

Zaltariov¹,

Turtoi

Peptanariu³

et al. 2022

Pharmaceutics

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“…Many years of functional research in organometallic chemistry have led to the creation of a new generation of biologically active substancesatranes and their elemental derivatives (B, Ge, Si, etc. ), which have enriched such important areas of practice as medicine and agriculture [13][14][15][16].…”

Section: Introductionmentioning

confidence: 99%

Selenolanes, Selenatrans and Esters of Selenic Acid

Mammadov¹

2022

AChJ

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It is known that selenic acid and selenium dioxide act as oxidizing agents in reactions with α-oxides when heated. The proposed paper presents data on the synthesis of organoselenium compounds based on reactions of α-oxides with selenic acid and its anhydride, where the latter act as selenation agents. It was found that in the presence of catalytic amounts of boron trifluoride esterate in the reactions of oxiranes with acid the oxirane ring opens both according to the rule and against the Krasussky rule with the formation of a mixture of α- and β- isomers of selenic acid esters. In contrast to the acid, the reactions of oxiranes with selendioxide involve the expansion of the oxirane ring to form functionally substituted selenolanes. This paper is followed by the analysis of the literature material on atranes, a unique class of heterocyclic compounds with distinct biologically active properties, and their element derivatives (B, Ge, Si, etc.). For the first time we have synthesized selenatranol, which is not described in the literature. In future it may not only possess bioactive properties in itself, like the majority of organoselenium compounds, but also be a drug precursor. Acetylselenatranol was synthesized by the reaction of selenatranol with acetic anhydride in acid medium. The data of IR, PMR spectra and elemental analysis of the synthesized compounds as well as the data of thermogravimetric (TGA) and differential thermal analysis (DTA) of some of them are given

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“…The most studied compounds of the elements of group 14 are silatranes and germatranes, as well as their bicyclic analogues–ocanes and monocyclic–hypoatranes. The diverse biological activity of atrane systems depends on the nature of the substituents, and such compounds can be both effective immunostimulants and adaptogens, and immunosuppressants, thus providing a stimulating or inhibiting effect on the vital activity of micro- and macroorganisms [ 3 , 4 , 5 , 6 , 7 , 8 , 9 , 10 ]. In addition, atranes are used as important functional reagents [ 11 , 12 , 13 , 14 , 15 ], catalysts for the formation of polyurethanes [ 16 , 17 ].…”

Section: Introductionmentioning

confidence: 99%

Mechanism of Reactions of 1-Substituted Silatranes and Germatranes, 2,2-Disubstituted Silocanes and Germocanes, 1,1,1-Trisubstituted Hyposilatranes and Hypogermatranes with Alcohols (Methanol, Ethanol): DFT Study

2020

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The mechanism of reactions of silatranes and germatranes, and their bicyclic and monocyclic analogues with one molecule of methanol or ethanol, was studied at the Density Functional Theory (DFT) B3PW91/6-311++G(df,p) level of theory. Reactions of 1-substituted sil(germ)atranes, 2,2-disubstituted sil(germ)ocanes, and 1,1,1-trisubstituted hyposil(germ)atranes with alcohol (methanol, ethanol) proceed in one step through four-center transition states followed by the opening of a silicon or germanium skeleton and the formation of products. According to quantum chemical calculations, the activation energies and Gibbs energies of activation of reactions with methanol and ethanol are close, their values decrease in the series of atranes–ocanes–hypoatranes for interactions with both methanol and ethanol. The reactions of germanium-containing derivatives are characterized by lower activation energies in comparison with the reactions of corresponding silicon-containing compounds. The annular configurations of the product molecules with electronegative substituents are stabilized by the transannular N→X (X = Si, Ge) bond and different intramolecular hydrogen contacts with the participation of heteroatoms of substituents at the silicon or germanium.

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The influence of silatranes, germatranes, protatranes, and triethanolamine on vital functions of microorganisms

Cited by 11 publications

References 3 publications

Chemical Attachment of 5-Nitrosalicylaldimine Motif to Silatrane Resulting in an Organic–Inorganic Structure with High Medicinal Significance

Chemical Attachment of 5-Nitrosalicylaldimine Motif to Silatrane Resulting in an Organic–Inorganic Structure with High Medicinal Significance

Selenolanes, Selenatrans and Esters of Selenic Acid

Mechanism of Reactions of 1-Substituted Silatranes and Germatranes, 2,2-Disubstituted Silocanes and Germocanes, 1,1,1-Trisubstituted Hyposilatranes and Hypogermatranes with Alcohols (Methanol, Ethanol): DFT Study

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