Immunoactive ionic liquids based
on 2-hydroxyethylamines and 1-R-indol-3-ylsulfanylacetic acids. Crystal
and molecular structure of immunodepressant tris-(2-hydroxyethyl)ammonium
indol-3-ylsulfanylacetate
Abstract:Abstract:Immunoactive ionic liquids (2-hydroxyethyl) ammonium 1-R-indol-3-ylsulfanyl-acetates HNwere synthesized by the reaction of (2-hydroxyethyl)amines with indol-3-ylsulfanylaceticor 1-benzylindol-3-ylsulfanylacetic acid. 1: R 1 = R 2 = CH 2 CH 2 OH, R 3 = H; 2: R 1 = СН 3 ,R 2 =CH 2 CH 2 OH, R 3 = H; 3: R 1 = R 2 = CH 3 , R 3 = H; 4: R 1 = R 2 = CH 2 CH 2 OH, R 3 = СH 2 С 6 Н 5 ; 5: R 1 = СН 3 ; R 2 = CH 2 CH 2 OH; R 3 = СH 2 С 6 Н 5 . The structure of each compound was elucidated by IR, NMR 1 H, 13 С, an… Show more
“…В данном контексте перспективны синтезированные нами доступные физиологически активные соединения -протатраны [5][6][7][8][9][10][11][12]. В качестве основы для дизайна протатранов выбраны два вида доступных реактивов (компонентов): биогенные этаноламины (в частности, триэтаноламин) и биологически активные арилхалькогенилуксусные кислоты.…”
This study was aimed at investigating compounds from a series of protatranes as biostimulants for the growth of the Candida ethanolica yeast. The relevance of the study is associated with the need to determine conditions accelerating the growth of microorganisms in the presence of such highly effective, physiologically active and non-toxic compounds as protatranes. The research object was the Candida ethanolica yeast cultivated on a synthetic nutrient medium containing 1.5% ethanol solution as a carbon source. Protatrans were used at concentrations of 1·10-6 – 1·10-8 wt%. The number of yeast cells was controlled by determining the optical density of yeast suspensions using a KFK-3 Zomax photoelectrocolorimeter at a wavelength of 540 nm and optical path length of 10 mm. The determination of yeast biomass was carried out gravimetrically. The first stage of the work set out to study the accumulation of cells and biomass at various initial yeast cell concentrations. It was revealed that a slight increase in the initial concentration of yeast cells leads to a noticeable shift of the entire S-curve to the left. A comparison of the obtained data sets showed that the investigated protatranes significantly increase the specific growth rate and reduce the generation time during the log phase, provided that this phase accounts for a significant part of the cultivation process. However, the presence of protatranes significantly reduce the specific growth rate and increase the generation period in the log phase, provided that the culture remains in the stationary phase for a significant part of the cultivation time. This is likely to be associated with the positive effect of protatranes on protein synthesis, which is most intense during the log phase. The use of protatranes facilitates the control over the number of cells, amount of biomass, specific growth rate and generation time of the Candida ethanolica yeast depending on the initial cell concentration and, accordingly, the growth phase of the culture.
“…В данном контексте перспективны синтезированные нами доступные физиологически активные соединения -протатраны [5][6][7][8][9][10][11][12]. В качестве основы для дизайна протатранов выбраны два вида доступных реактивов (компонентов): биогенные этаноламины (в частности, триэтаноламин) и биологически активные арилхалькогенилуксусные кислоты.…”
This study was aimed at investigating compounds from a series of protatranes as biostimulants for the growth of the Candida ethanolica yeast. The relevance of the study is associated with the need to determine conditions accelerating the growth of microorganisms in the presence of such highly effective, physiologically active and non-toxic compounds as protatranes. The research object was the Candida ethanolica yeast cultivated on a synthetic nutrient medium containing 1.5% ethanol solution as a carbon source. Protatrans were used at concentrations of 1·10-6 – 1·10-8 wt%. The number of yeast cells was controlled by determining the optical density of yeast suspensions using a KFK-3 Zomax photoelectrocolorimeter at a wavelength of 540 nm and optical path length of 10 mm. The determination of yeast biomass was carried out gravimetrically. The first stage of the work set out to study the accumulation of cells and biomass at various initial yeast cell concentrations. It was revealed that a slight increase in the initial concentration of yeast cells leads to a noticeable shift of the entire S-curve to the left. A comparison of the obtained data sets showed that the investigated protatranes significantly increase the specific growth rate and reduce the generation time during the log phase, provided that this phase accounts for a significant part of the cultivation process. However, the presence of protatranes significantly reduce the specific growth rate and increase the generation period in the log phase, provided that the culture remains in the stationary phase for a significant part of the cultivation time. This is likely to be associated with the positive effect of protatranes on protein synthesis, which is most intense during the log phase. The use of protatranes facilitates the control over the number of cells, amount of biomass, specific growth rate and generation time of the Candida ethanolica yeast depending on the initial cell concentration and, accordingly, the growth phase of the culture.
“…As a result of multi‐year research, we have synthesized about 300 atranes (silatranes, hydrometallatranes, protatranes, metallprotatranes, aroxyprotatranes and similar ionic complexes) from three pharmacophoric components, biogenic ethanolamines (and other amines), biologically active acids and essential metals …”
Section: Introductionmentioning
confidence: 99%
“…It has been shown that the combination of two or more bioactive components in one molecule can ensure their synergistic effect . The compounds obtained are promising substances for agriculture, pharmacology, medicine, microbiology and biotechnology …”
This review article summarizes the data on the synthesis, physicochemical properties, structure, reactivity and actual or potential pharmacological activity novel atranes and their analogs synthesized based on biogenic 2‐hydroxyethylamines (and other amines containing the NCH2CH2OH structural unit), biologically active (het)arylchalcogenylacetic acids, and essential metals.
“…In light of this, the chemical compounds synthesized at the Irkutsk institute of chemistry SB RAS can be considered as potential such materials. In particular, numerous tris-(2 hydroxyethyl) ammonium arylchalcogenylacetates, so-called “protatranes ”, attract special interest [[17], [18], [19], [20]].…”
Section: Introductionmentioning
confidence: 99%
“…1), usually found as colourless low-melting powders or viscous protonic alkanolammonium ionic liquids (PAIL) [[24], [25], [26], [27], [28], [29]]. They are stable upon storage and highly soluble in water, alcohols, and other organic solvents [[17], [18], [19], [20],30]. Fig.…”
Highlights
We have synthesized a wide range of tris-(2-hydroxyethyl)ammonium arylchalcogenylacetates, “protatranes”.
“Protatranes” are growth stimulators of hydrocarbon-oxidizing
Rhodococcus erythropolis
bacteria isolated from Lake Baikal.
The effect of “protatranes” on growth of
Pseudomonas fluorescens
is less obvious.
The effect of stimulants on
Rhodococcus erythropolis
is likely due to the structure of protatranes and the cell wall of bacteria.
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