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Synthesis and Cytotoxic Activity of Fluorine-Containing 6,7-Dihydroindazolone and 6,7-Dihydrobenzisoxazolone Derivatives
Pharmaceutical Chemistry Journal ( IF 0.9 ) Pub Date : 2020-10-01 , DOI: 10.1007/s11094-020-02258-z
T. S. Khlebnikova , Yu. A. Piven’ , V. G. Zinovich , A. V. Baranovskii , É. B. Rusanov , O. V. Panibrat , S. É. Ogurtsova , F. A. Lakhvich

The oximes of fluorine-containing 6,7-dihydroindazole-4,5-diones and 6,7-dihydrobenzisoxazole-4-5-diones, 5-[3-fluorobenzoyloxy)imino)]-6,6-dimethyl-3-(3-fluorophenyl)-6,7-dihydrobenz[d]]isoxazol-4(5H)-one, and 5,5-dimethyl-7-phenyl-9-(4-fluorophenyl)-3,5,6,7-tetrahydro-2H-pyrazolo[4,3-f]quinoxaline were synthesized. The cytotoxic activity of these compounds against cell lines MCF-7 (human breast carcinoma) and HepG2 (human hepatocellular carcinoma) was determined. The fluorine-containing 6,7-dihydroindazolone derivatives synthesized here included substances with marked antiproliferative activity, the mechanism of which may be linked with induction of apoptosis due to impairment of the regular cell cycle, i.e., delayed of tumor cells in the G2/M phase.

中文翻译:

含氟 6,7-二氢吲唑酮和 6,7-二氢苯并异恶唑酮衍生物的合成及细胞毒活性

含氟6,7-二氢吲唑-4,5-二酮和6,7-二氢苯并异恶唑-4-5-二酮的肟,5-[3-氟苯甲酰氧基)亚氨基)]-6,6-二甲基-3-( 3-氟苯基)-6,7-二氢苯并[d]]异恶唑-4(5H)-one和5,5-二甲基-7-苯基-9-(4-氟苯基)-3,5,6,7-合成了四氢-2H-吡唑并[4,3-f]喹喔啉。测定了这些化合物对细胞系 MCF-7(人乳腺癌)和 HepG2(人肝细胞癌)的细胞毒活性。此处合成的含氟 6,7-二氢吲唑酮衍生物包括具有显着抗增殖活性的物质,其机制可能与由于正常细胞周期受损而诱导细胞凋亡有关,即肿瘤细胞在 G2/M 期延迟阶段。
更新日期:2020-10-01
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