A5015207156- Natural product bioactivities and synthesis
- Plant biochemistry and biosynthesis
- Bioactive Compounds and Antitumor Agents
- Synthesis and biological activity
- Phytochemical compounds biological activities
- Biological Activity of Diterpenoids and Biflavonoids
- Pharmacological Effects of Natural Compounds
- Crystallization and Solubility Studies
- X-ray Diffraction in Crystallography
- Natural Antidiabetic Agents Studies
- Cholinesterase and Neurodegenerative Diseases
- Toxin Mechanisms and Immunotoxins
- Phytochemistry and Biological Activities
- Carbohydrate Chemistry and Synthesis
- Chemical Reaction Mechanisms
- Free Radicals and Antioxidants
- Sesquiterpenes and Asteraceae Studies
- Multicomponent Synthesis of Heterocycles
- Synthesis and Characterization of Pyrroles
- Catalysis and Oxidation Reactions
- Synthetic Organic Chemistry Methods
- Synthesis of Tetrazole Derivatives
- Synthesis of heterocyclic compounds
- Phytochemicals and Antioxidant Activities
- Click Chemistry and Applications
Ufa Institute of Chemistry
2017-2025
Omsk State University
2025
Sofia University "St. Kliment Ohridski"
2007-2024
City Clinical Hospital No15 named. O. M. Filatova
2023
Bashkir State University
2017-2022
Institute of Biochemistry and Genetics of Ufa Scientific Centre
2021
Boreskov Institute of Catalysis
1984
ABSTRACT A series of oleanane and ursane‐type derivatives conjugated with a tetrazole cycle were obtained by 2 + 3 cycloaddition C28‐cyanoalkyl esters sodium azide in the presence NH 4 Cl. It was shown that 2,3‐indolo‐oleanolic ursolic acids moiety exhibited strong inhibitory activity against α‐glucosidase IC 50 values 1.15 1.28 μM, respectively, being more active than marketed drug acarbose (IC 649.94 μM). also established forms hydrogen bond backbone Ser308, which allowed an explanation...
A one-pot method was proposed for the synthesis of 3-amino-2-arylquinolin-4(1H)-ones based on intermolecular cyclocondensation isatoic anhydride and 1-(2-oxo-2-arylethyl)pyridinium salts in a basic medium followed by decomposition pyridinium to amine action hydrazine hydrate. Solutions all obtained amines emit blue-green region visible spectrum with fluorescence quantum yield up 0.59 when irradiated ultraviolet or violet light.
Abstract A series of new betulin, lupeol, erythrodiol, and oleanolic acid phosphoryloxy‐ furoyloxy‐derivatives has been synthesized their structure was confirmed by NMR spectroscopy. Synthesized compounds were subjected to Ellman's assays determine ability inhibit the enzymes AChE BChE. Among them, diethoxyphosphoryloxy‐oleanolic inhibited BChE with a value 99%, thereby acting as mixed‐type inhibitor holding very low K i values Ki = 6.59 nM ’ 1.97 nM, respectively.
Synthesis of A-ring-modified lupane, oleanane and ursane type triterpenoid conjugates with spermidine through an aldimine linkage or diethylentriamine via amide bond is described. These derivatives were evaluated for their in vitro antimicrobial properties against human pathogens. Except 1 7, all compounds have moderate to weak minimum inhibitory concentrations (MICs) Gram-positive Staphylococcus aureus bacteria, MICs varying from 3.125 200 µM. Compound 11 efficient Escherichia coli...
A series of A-ring modified oleanolic and ursolic acid derivatives including C28 amides (3-oxo-C2-nicotinoylidene/furfurylidene, 3β-hydroxy-C2-nicotinoylidene, 3β-nicotinoyloxy-, 2-cyano-3,4-seco-4(23)-ene, indolo-, lactame azepane) were synthesized screened for their cytotoxic activity against the NCI-60 cancer cell line panel. The results first assay thirty-two tested compounds showed that eleven exhibited cytotoxicity cells, six them selected complete dose-response studies. systematic...
Using oleanolic acid as a starting compound, series of new oleanane-type triterpenic derivatives were synthesized via O-acylation (with nicotinic, isonicotinic, and methoxycinnamic acyl chlorides), N-amidation cyclic- or polyamines), the Mannich reaction secondary cyclic amines), Claisen–Schmidt condensation aromatic aldehydes), their potencies treatments for immunometabolic disorders investigated. The compounds evaluated against α-glucosidase PTP1B enzymes LPS-stimulated murine macrophages....
Cancer persists as a global challenge due to the extent which conventional anticancer therapies pose high risks counterbalanced with their therapeutic benefit. Naturally occurring substances stand an important safer alternative source for drug development. In current study, series of modified lupane and ursane derivatives was subjected in vitro screening on NCI-60 cancer cell line panel. Compounds 6 7 have been identified highly active GI50 values ranging from 0.03 µM 5.9 (compound 6)...
Dipterocarpus alatus-derived products are expected to exhibit anti-diabetes properties. Natural dipterocarpol (1) was isolated from alatus collected in Quang Nam province, Vietnam; afterwards, 20 derivatives including 13 oxime esters (2 and 3a-3m) 7 lactones (4, 5, 6a-6e) were semi-synthesised. Their inhibitory effects towards diabetes-related proteins investigated experimentally (α-glucosidase) computationally (3W37, 3AJ7, PTP1B). Except for compound 2, the other 19 compounds (3a-3m, 4,...
Twenty lupane type A-ring azepano-triterpenoids were synthesized from betulin and its related derivatives their antitubercular activity against Mycobacterium tuberculosis, mono-resistant MTB strains, nontuberculous strains abscessus avium investigated in the framework of AToMIc (Anti-mycobacterial Target or Mechanism Identification Contract) realized by Division Microbiology Infectious Diseases, NIAID, National Institute Health. Of all tested triterpenoids, 17 compounds showed 6 highly...
Modified synthesis of 3β-nicotinoyloxy-olean-12(13)-en-28-oic acid and 3-deoxy-3a-homo-3a-aza-28-hydroxy-olean-12(13)-ene from natural occurring oleanolic is suggested.These compounds two others ursane lupane type triterpenoids (3-oximino-urs-12-en-28-oic 3-deoxy-3a-homo-3a-aza-28-hydroxy-lup-12(13)-ene) were screened in vitro against Chlamydia trachomatis strain F-3271/Belarus/2015. Oleanane became the leading with chemotherapeutic index > 8 chosen for further research.
Diastereoselective synthesis of triterpenoid 1,2,4-trioxolanes by Griesbaum co-ozonolysis was shown for the first time. Ozonolysis 2-methoxyoximes (syn–anti-isomers mixture) allobetulin or methyl oleanoate with CF3-ketones resulted in asymmetrical spiro-1,2,4-trioxolanes as mixtures diastereomers yields up to 80–85%. The configuration spiro-C-2 center individual ozonides determined 2D NMR spectra and X-ray crystallographic analysis. products ozonolysis 3-methoxyoximes were regioisomeric...
A series of unexpected triterpenic C17-[5-methyl-1,3]-oxazoles along with targeted N-propargylamides was synthesized by an interaction acid chlorides propargylamine hydrochloride. We proposed that the formation methyl oxazole passes through alternative pathway participation terminal alkyne carbon atom and chloride intermediate following intramolecular rearrangements. The compounds were evaluated for their cytotoxicity at U.S. National Cancer Institute....
A series of sixteen A-ring modified (2,3-indolo-, 2-benzylidene) oleanonic acid derivatives, holding some cyclic amines, linear polyamines and benzylaminocarboxamides at C28, has been synthesized screened for antiviral activity against influenza A/PuertoRico/8/34 (H1N1) Dengue virus serotypes DENV-1, -2, -3, -4. It was found that 28-homopiperazine 2 3-N-phthalyl 22 amides demonstrated high potency with selectivity index SI 27 (IC50 21 μM) 42 12 μM). Oleanonic aminoethylpiperazine amide 6...
Abstract Michael additions of [(diphenylmethylene)amino]acetonitrile (1) to α,β‐unsaturated ketones (chalkones) (2) under aqueous conditions allow for the highly diastereoselective synthesis substituted 2‐amino‐5‐oxonitriles (3). Selective removal diphenylmethylene protecting group, followed by in situ cyclization, gives 3,5‐diaryl‐3,4‐dihydro‐2H‐pyrrole‐2‐carbonitriles (4). Keywords: 3,4‐dihydro‐2H‐pyrrole‐2‐carbonitrilesCH‐acidic Schiff basesMichael reaction
A new series of propargylaminoalkyl derivatives with N-methylpiperazine and morpholine fragments was obtained by modification the carboxyl group [3,2b]-indolotriterpenic acids ( N-propargylation, Cu(I) catalyzed Mannich reaction). Cytotoxicity assays demonstrated that oleanane-type conjugate exhibited high antitumor activity against leukemia cell line SR non-small lung cancer NCI-H460.