Abstract:
Monomethoxy substituted o-diarylazoles with isoxazole, triazole, pyrazole, or pyrrole linkers were synthesized and evaluated for antimitotic antitubulin activity in a sea urchin embryo model. Structure–activity relationship study revealed that only isoxazole heterocycle together with the unsubstituted phenyl ring next to the heteroatom endowed the molecule with appropriate configuration to exhibit antiproliferative effect by microtubule destabilizing mode of action.
Citation:
E. A. Silyanova, V. I. Ushkarov, A. V. Samet, A. S. Maksimenko, I. A. Koblov, V. P. Kislyi, M. N. Semenova, V. V. Semenov, “A comparative evaluation of monomethoxy substituted o-diarylazoles as antiproliferative microtubule destabilizing agents”, Mendeleev Commun., 32:1 (2022), 120–122
Linking options:
https://www.mathnet.ru/eng/mendc591
https://www.mathnet.ru/eng/mendc/v32/i1/p120
This publication is cited in the following 10 articles:
N. A. Kuznetsov, O. A. Bogomolova, I. A. Koblov, A. V. Samet, V. V. Semenov, Mendeleev Commun., 35:1 (2025), 22–23
Alexei N. Izmest'ev, Elena V. Svirshchevskaya, Sergey B. Akopov, Angelina N. Kravchenko, Galina A. Gazieva, “Recognition of arylmethylidene derivatives of imidazothiazolotriazinones as novel tubulin polymerization inhibitors”, RSC Med. Chem., 15:4 (2024), 1258
Yu. A. Kovygin, I. S. Zotova, N. M. Sotnikov, V. A. Polikarchuk, Kh. S. Shikhaliev, “Recyclization of N-arylitaconimides with hydrazines as a new effective synthesis of 2-(3-oxopyrazolidin-4-yl)acetanilides”, Mendeleev Commun., 34:2 (2024), 282–284
V. P. Kislyi, A. S. Maksimenko, A. I. Samigullina, M. N. Semenova, V. V. Semenov, “Synthesis and X-ray structure of potent anticancer 4-(4-methoxyphenyl)-3-(3,4,5-trimethoxyphenyl)isoxazole”, Mendeleev Commun., 34:4 (2024), 511–513
Leonid G. Menchikov, Alexander A. Shestov, Anatoliy V. Popov, “Warburg Effect Revisited: Embodiment of Classical Biochemistry and Organic Chemistry. Current State and Prospects”, Biochemistry Moscow, 88:S1 (2023), S1
Akira Nakamura, Tohko Kine, Haruna Uenishi, Yuri Maki, Yasuhito Kase, Mayo Takagi, Tomohiro Maegawa, “Regioselective Synthesis of 3,4-Disubstituted Isoxazoles by Using a Chalcone-Rearrangement Strategy”, Synlett, 34:11 (2023), 1253
Xiyue Wang, Qingyun Hu, Hui Tang, Xinhui Pan, “Isoxazole/Isoxazoline Skeleton in the Structural Modification of Natural Products: A Review”, Pharmaceuticals, 16:2 (2023), 228
Francesco De Sarlo, Fabrizio Machetti, “Primary nitro compounds: progress in the synthesis of isoxazoles by condensation with aldehydes or activated ketones”, Org. Biomol. Chem., 21:36 (2023), 7255
A. V. Samet, D. V. Tsyganov, V. P. Kislyi, E. I. Tujarov, V. V. Semenov, “Synthesis of a new apiol-derived cyclotriveratrylene analog”, Mendeleev Commun., 33:6 (2023), 774–775
V. E. Kalugin, O. I. Adaeva, D. V. Demchuk, V. V. Semenov, “Synthesis of new tetraalkoxyquinolines from parsley and dill secondary metabolites”, Mendeleev Commun., 33:4 (2023), 481–483
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