Synthesis and antibacterial and antifungal activities of thiourea derivatives of the alkaloid anabasine

Кулаков, И. В.; Нуркенов, О. А.; Ахметова, С. Б.; Seidakhmetova, R. B.; Zhambekov, Z. M.

doi:10.1007/s11094-011-0551-9

Cited by 30 publications

(24 citation statements)

References 2 publications

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“…[346] The preparation of N-(β-d-glucopyranosyl)-N -substituted thioureas were accomplished by reaction of β-d-glucopyranosylammonium carbamate with an isothiocyanate in dry pyridine at room temperature. [347] The biological activity of macromolecules containing the 1-(acyl)thiourea group has also been evaluated.…”

Section: Biological Aspectsmentioning

confidence: 99%

A review on the chemistry, coordination, structure and biological properties of 1-(acyl/aroyl)-3-(substituted) thioureas

Saeed

Flörke

Erben

2013

Journal of Sulfur Chemistry

198

123

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This review provides an overview of the chemistry, structure and potential applications of 1-(acyl/aroyl)-3-(mono-substituted) and 1-(acyl/aroyl)-3,3-(di-substituted) thioureas, with general formula R 1 C(O)N (1) HC(S)N (3) R 2 R 3 . In recent years, the title compounds have found extensive applications as ligands in coordination chemistry. The effect that nitrogen substituents exert on the intra-and intermolecular hydrogen-bonding interactions is discussed, including their role on the coordination properties displayed by these ligands. Novel applications of transition metal complexes bearing 1-(acyl/aroyl)-3-(mono-and di-substituted) thioureas are introduced. Biological aspects are also highlighted. As recently demonstrated, high-throughput screening assay and structure-activity analyses are feasible for this class of compounds. The chemical versatility of 1-(acyl)-3-(substituted) thiourea molecules and the derived metal complexes, together with the possibility of determining detailed structural properties, join biological applications in a promising interdisciplinary approach. The bibliography includes 382 references with emphasis on the literature appearing after 2007.

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Section: Biological Aspectsmentioning

confidence: 99%

A review on the chemistry, coordination, structure and biological properties of 1-(acyl/aroyl)-3-(substituted) thioureas

Saeed

Flörke

Erben

2013

Journal of Sulfur Chemistry

198

123

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“…Yet, the effect of nicotine on the bacterial community might be crucial even in relatively low concentrations and thus leads to a relatively similar community composition of the two wild type plants. Furthermore, anabasine which is the most dominant alkaloid in N. glauca is known to possess pronounced antibacterial properties 46 47 . Thus, anabasine may have a similar prominent impact on the bacterial community as nicotine.…”

Section: Discussionmentioning

confidence: 99%

Pyridine-type alkaloid composition affects bacterial community composition of floral nectar

Aizenberg-Gershtein

Izhaki

Santhanam

et al. 2015

Sci Rep

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Pyridine-type alkaloids are most common in Nicotiana species. To study the effect of alkaloid composition on bacterial community composition in floral nectar, we compared the nicotine-rich wild type (WT) N. attenuata, the nicotine biosynthesis-silenced N. attenuata that was rich in anatabine and the anabasine-rich WT N. glauca plants. We found that the composition of these secondary metabolites in the floral nectar drastically affected the bacterial community richness, diversity and composition. Significant differences were found between the bacterial community compositions in the nectar of the three plants with a much greater species richness and diversity in the nectar from the transgenic plant. The highest community composition similarity index was detected between the two wild type plants. The different microbiome composition and diversity, caused by the different pyridine-type alkaloid composition, could modify the nutritional content of the nectar and consequently, may contribute to the change in the nectar consumption and visitation. These may indirectly have an effect on plant fitness.

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“…Based on the structure of a compound, PASS (Prediction of Activity Spectra) [89] is an online tool which predicts different types of activities. PASS analysis of the title compound predicts activities given in the Table 4, cytochrome reductase activity with probability to be active (Pa) value of 0.763.Cytochrome bc1 reductase against the antifungal agent ilicicolin H [90] and substituted aromatic and aliphatic thiourea compounds are antifungal agent [91,92].…”

Section: Molecular Dockingmentioning

confidence: 99%

Investigation of spectroscopic, reactive, transport and docking properties of 1-(3,4-dichlorophenyl)-3-[3-(trifluoromethyl)phenyl]thiourea (ANF-6): Combined experimental and computational study

Aswathy¹,

Mary

Jojo

et al. 2017

Journal of Molecular Structure

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Synthesis and antibacterial and antifungal activities of thiourea derivatives of the alkaloid anabasine

Cited by 30 publications

References 2 publications

A review on the chemistry, coordination, structure and biological properties of 1-(acyl/aroyl)-3-(substituted) thioureas

A review on the chemistry, coordination, structure and biological properties of 1-(acyl/aroyl)-3-(substituted) thioureas

Pyridine-type alkaloid composition affects bacterial community composition of floral nectar

Investigation of spectroscopic, reactive, transport and docking properties of 1-(3,4-dichlorophenyl)-3-[3-(trifluoromethyl)phenyl]thiourea (ANF-6): Combined experimental and computational study

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