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Synthesis and X-ray structure of potent anticancer 4-(4-methoxyphenyl)-3-(3,4,5-trimethoxyphenyl)isoxazole

Victor Petrovich Kislyi 1
Victor Petrovich Kislyi
, 
Anna Sergeevna Maksimenko 1
Anna Sergeevna Maksimenko
,  , 
Marina N Semenova 2
Marina N Semenova
, 
Victor Vladimirovich Semenov 1
Victor Vladimirovich Semenov
2 N.K. Koltsov Institute of Developmental Biology, Russian Academy of Sciences, Moscow, Russian Federation
10.1016/j.mencom.2024.06.013
Published 2024-06-19
Communication , Volume 34, Issue 4, 511-513
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Kislyi V. P. et al. Synthesis and X-ray structure of potent anticancer 4-(4-methoxyphenyl)-3-(3,4,5-trimethoxyphenyl)isoxazole // Mendeleev Communications. 2024. Vol. 34. No. 4. pp. 511-513.
GOST all authors (up to 50) Copy
Kislyi V. P., Maksimenko A. S., Samigullina A. I., Semenova M. N., Semenov V. V. Synthesis and X-ray structure of potent anticancer 4-(4-methoxyphenyl)-3-(3,4,5-trimethoxyphenyl)isoxazole // Mendeleev Communications. 2024. Vol. 34. No. 4. pp. 511-513.
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TY - JOUR
DO - 10.1016/j.mencom.2024.06.013
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.06.013
TI - Synthesis and X-ray structure of potent anticancer 4-(4-methoxyphenyl)-3-(3,4,5-trimethoxyphenyl)isoxazole
T2 - Mendeleev Communications
AU - Kislyi, Victor Petrovich
AU - Maksimenko, Anna Sergeevna
AU - Samigullina, Aida Ildusovna
AU - Semenova, Marina N
AU - Semenov, Victor Vladimirovich
PY - 2024
DA - 2024/06/19
PB - Mendeleev Communications
SP - 511-513
IS - 4
VL - 34
ER -
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@article{2024_Kislyi,
author = {Victor Petrovich Kislyi and Anna Sergeevna Maksimenko and Aida Ildusovna Samigullina and Marina N Semenova and Victor Vladimirovich Semenov},
title = {Synthesis and X-ray structure of potent anticancer 4-(4-methoxyphenyl)-3-(3,4,5-trimethoxyphenyl)isoxazole},
journal = {Mendeleev Communications},
year = {2024},
volume = {34},
publisher = {Mendeleev Communications},
month = {Jun},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.06.013},
number = {4},
pages = {511--513},
doi = {10.1016/j.mencom.2024.06.013}
}
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Kislyi, Victor Petrovich, et al. “Synthesis and X-ray structure of potent anticancer 4-(4-methoxyphenyl)-3-(3,4,5-trimethoxyphenyl)isoxazole.” Mendeleev Communications, vol. 34, no. 4, Jun. 2024, pp. 511-513. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.06.013.

Keywords

cancer cells
nitromethylarenes
o-diarylisoxazoles
sea urchin embryo
X-ray.

Abstract

The three-step synthesis of potent anticancer 4-(4-methoxy- phenyl)-3-(3,4,5-trimethoxyphenyl)isoxazole starting from 1,2,3-trimethoxy-5-(nitromethyl)benzene and anisaldehyde was developed. In phenotypic sea urchin embryo assay, this compound exhibited antimitotic antitubulin activity comparable to that of the natural cytostatic combretastatin A4 (CA4). The title isoxazole inhibited in vitro growth of A549 human lung cancer cells and PC-3 human prostate cancer cells with IC50 values of 8 and 6 nm, respectively, exceeding the effect of CA4.

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