A5086308464- Synthesis and biological activity
- Synthesis and Reactions of Organic Compounds
- Synthesis and Characterization of Heterocyclic Compounds
- Chemical Reaction Mechanisms
- X-ray Diffraction in Crystallography
- Synthesis of heterocyclic compounds
- Crystallization and Solubility Studies
- Synthesis and Biological Evaluation
- Synthesis of Organic Compounds
- Cyclopropane Reaction Mechanisms
- Fluorine in Organic Chemistry
- Bioactive Compounds and Antitumor Agents
- Carbohydrate Chemistry and Synthesis
- Click Chemistry and Applications
- Chemical Synthesis and Reactions
- Synthesis and Reactivity of Heterocycles
- Angiogenesis and VEGF in Cancer
- Phenothiazines and Benzothiazines Synthesis and Activities
- Synthesis and Catalytic Reactions
- Chemical Reactions and Mechanisms
- Structural and Chemical Analysis of Organic and Inorganic Compounds
- Chemical Synthesis and Analysis
- Synthetic Organic Chemistry Methods
- Oxidative Organic Chemistry Reactions
- Asymmetric Synthesis and Catalysis
N.D. Zelinsky Institute of Organic Chemistry
2015-2024
G.A. Razuvaev Institute of Organometallic Chemistry
1998-2023
Lomonosov Moscow State University
2023
Koltzov Institute of Developmental Biology
2011-2023
Russian Academy of Sciences
2005-2019
Limassol General Hospital
2006-2015
Kazan State Medical University
2014
V.M. Glushkov Institute of Cybernetics
2012
A. N. Nesmeyanov Institute of Organoelement Compounds
1992-2011
CHDI Foundation
2010
A series of 4H-chromenes containing various modifications in the ring B and polyalkoxy substituents E has been synthesized by Knoevenagel–Michael–hetero-Thorpe–Ziegler three-component domino reaction with overall yield 45–82%. The targeted molecules were evaluated a phenotypic sea urchin embryo assay for antimitotic microtubule destabilizing activity. most active compounds 5{1,5} 5{5,5} featured sesamol-derived m-methoxyphenyl or m-methoxymethylenedioxyphenyl E. Compounds 5{3,1}, 5{1,2},...
Combretastatin derivatives is a promising class of antitumor agents, tubulin assembly inhibitors. However, due to poor solubility and insufficient selectivity tumor cells, we believe, their therapeutic potential has not been fully realized yet. This paper describes polymeric micelles based on chitosan (a polycation that causes pH thermosensitivity micelles) fatty acids (stearic, lipoic, oleic mercaptoundecanoic), which were used as carrier for range combretastatin reference organic...
A series of both novel and reported combretastatin analogues, including diarylpyrazoles, -isoxazoles, -1,2,3-triazoles, -pyrroles, were synthesized via improved protocols to evaluate their antimitotic antitubulin activity using in vivo sea urchin embryo assay a panel human cancer cells. systematic comparative structure-activity relationship studies these compounds conducted. Pyrazoles 1i 1p, isoxazole 3a, triazole 7b found be the most potent antimitotics across all tested causing cleavage...
A series of novel triphenylphosphonium (TPP) cations the diterpenoid isosteviol (1, 16-oxo-ent-beyeran-19-oic acid) have been synthesized and evaluated in an vivo phenotypic sea urchin embryo assay for antimitotic activity. The TPP moiety was applied as a carrier to provide selective accumulation connected compound into mitochondria. When fertilized eggs, targeted conjugates induced mitotic arrest with formation aberrant multipolar spindles, whereas both methyltriphenylphosphonium cation...
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTSynthesis of Antimitotic Polyalkoxyphenyl Derivatives Combretastatin Using Plant Allylpolyalkoxybenzenes (1)Victor V. Semenov*†‡, Alex S. Kiselyov§, Ilia Y. Titov†, Irina K. Sagamanova†, Natalie N. Ikizalp§, Natalia B. Chernysheva†, Dmitry Tsyganov†, Leonid D. Konyushkin†, Sergei I. Firgang†, Roman Semenov†, Karmanova†, Mikhail M. Raihstat†, and Marina Semenova‡⊥View Author Information Zelinsky Institute Organic Chemistry RAS, 47 Leninsky Prospect,...
A series of 4-azapodophyllotoxin derivatives with modified rings B and E have been synthesized using allylpolyalkoxybenzenes from parsley seed oil. The targeted molecules were evaluated in vivo a phenotypic sea urchin embryo assay for antimitotic tubulin destabilizing activity. most active compounds identified by the featured myristicin-derived ring (4e, 6e, 8e). These determined to be more potent than podophyllotoxin. Cytotoxic effects selected further confirmed conventional assays A549...
Allylpolyalkoxybenzenes (APABs) and terpenoids from plant essential oils exhibit a range of remarkable biological effects, including analgesic, antibacterial, anti-inflammatory, antioxidant, others. Synergistic activity with antibiotics different classes has been reported, inhibition P-glycoprotein impairment bacterial cell membrane claimed as probable mechanisms. Clearly, more detailed understanding APABs' could help in the development improved therapeutic options for diseases. However,...
Identification of antimitotic molecules that affect tubulin dynamics is a multistep procedure. It includes in vitro polymerization assay, studies cell cycle effect, and general cytotoxicity assessment. To simplify this lengthy screening protocol, we have introduced validated an assay system based on the sea urchin embryos. The proposed two-step procedure involves fertilized egg test for mitotic arrest behavioral assessment free-swimming blastula. In order to validate analyzed effect panel...
We have synthesized a series of novel cis-restricted 4,5-polyalkoxydiaryl-3-aminopyrazole analogues combretastatins via short synthetic sequences using building blocks isolated from dill and parsley seed extracts. The resulting compounds were tested in vivo the phenotypic sea urchin embryo assay to reveal their antimitotic antitubulin effects. most potent aminopyrazole, 14a, altered embryonic cell division at 10 nM concentration, exhibiting microtubule-destabilizing properties. Compounds 12a...
A metal‐free approach to 3,4‐diarylpyrrole‐2‐carboxylate and pyrrolocoumarin cores of lamellarins related natural products based on Barton–Zard reaction nitrostilbenes with ethyl isocyanoacetate was developed. In the case diarylpyrrole‐2‐carboxylates a 3‐( o ‐methoxyphenyl) fragment, treatment 1 equiv. of. BBr 3 resulted in selective O‐demethylation ortho ‐methoxy group, while other methoxy groups molecule remained intact. The resulting 3‐(2‐hydroxyphenyl)pyrrole‐2‐carboxylates underwent...
Derivatives of natural allylpolyalkoxybenzenes conjugated to triphenylphosphonium (TPP) cations by aliphatic linkers three, six, seven, and eight atoms were synthesized examine the role polyalkoxybenzene pharmacophore, TPP fragment, linker length in antiproliferative activities. The key synthetic procedures included (i) hydroboration-oxidation apiol, dillapiol, myristicin, allyltetramethoxybenzene; (ii) acylation polyalkoxybenzyl alcohols or amines; (iii) condensation polyalkoxybenzaldehydes...
The 1,3-dipolar cycloaddition reaction of isoquinolinium ylides to nitrostilbenes provides an approach 1,2-diarylpyrrolo[2,1-a]isoquinolinium-3-carboxylates and then a complete hexacyclic lamellarin core.