Diaryl α-nitrostilbenes as nitro-substituted analogues of combretastatins: synthesis and biological evaluation in the sea urchin embryo model

A series of nitro analogues of potent antimitotic combretastatin A-4 (diaryl α-nitrostilbenes, DNSs) was synthesized by the Knoevenagel condensation of arylnitromethanes with methylamine Schiff bases of benzaldehydes. The obtained stilbenes featured only <em>cis</em>-diaryl topology irrespective of substitution pattern in the aryl fragments. The evaluation on a sea urchin embryo model suggested that DNSs exhibited both antitubulin and tubulin-unrelated effects similar to those of corresponding monoaryl nitrostyrenes.

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Publication Details

Journal
Mendeleev Communications
Published
2025-01-01
DOI
https://doi.org/10.71267/mencom.7633
Citations
1
Primary Topic
Synthesis and biological activity
Type
article
Field-Weighted Citation Impact
0.94

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article

Diaryl α-nitrostilbenes as nitro-substituted analogues of combretastatins: synthesis and biological evaluation in the sea urchin embryo model

Ivan A. Koblov, Victor N. Khrustalev, Anna S. Maksimenko, В. П. Кислый et al.
1 citations
Mendeleev Communications
Synthesis and biological activity
0.94
article

Diaryl α-nitrostilbenes as nitro-substituted analogues of combretastatins: synthesis and biological evaluation in the sea urchin embryo model

Ivan A. Koblov, Victor N. Khrustalev, Anna S. Maksimenko, В. П. Кислый, A. V. Samet, Aida I. Samigullina, Nikita A. Kuznetsov, Marina N. Semenova, Victor V. Semenov, Karim Narimanovich Alisultanov
article en
1 citations

Abstract

A series of nitro analogues of potent antimitotic combretastatin A-4 (diaryl α-nitrostilbenes, DNSs) was synthesized by the Knoevenagel condensation of arylnitromethanes with methylamine Schiff bases of benzaldehydes. The obtained stilbenes featured only <em>cis</em>-diaryl topology irrespective of substitution pattern in the aryl fragments. The evaluation on a sea urchin embryo model suggested that DNSs exhibited both antitubulin and tubulin-unrelated effects similar to those of corresponding monoaryl nitrostyrenes.

Mendeleev CommunicationsVol. 35(3)
N.D. Zelinsky Institute of Organic Chemistry (RU), Koltzov Institute of Developmental Biology (RU)
Ministry of Education and Science of the Russian Federation
Openalex Percentile: Top 28%
Synthesis and biological activity
0.94
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