唇丹二萜戊二醇新型驱动型氧苄基三唑的合成及体外抗增殖评价

IF 2.6 4区 医学 Q3 CHEMISTRY, MEDICINAL Medicinal Chemistry Research Pub Date : 2024-11-01 DOI:10.1007/s00044-024-03334-9
Gulzar Hussain, Manzoor Ahmed, Sundas Chowdhary, Sanket K. Shukla, Syed Khalid Yousuf
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引用次数: 0

摘要

以唇丹二萜戊二醇为模板,合成了一系列新的奥西平基三唑。合成过程包括氧化、氧乙烷开环、去乙酰化、甲酰化、叠氮化等步骤,然后与不同的炔烃进行Huisgen的1,3-偶极环加成反应。新合成的化合物经1H NMR和13C NMR确证。这些新型的从labdane二萜sclareol中提取的drimane oxepinyl三唑对结肠癌(HCT-116),乳腺癌(MCF-7)和肺癌(A-549)癌细胞的抗增殖作用进行了评估。化合物14m对所有细胞系均有明显的细胞毒作用,IC50为16µM。初步研究表明,该化合物可诱导细胞凋亡并抑制癌细胞增殖,这表明驱动型奥西平基三唑有望成为多种癌症的治疗药物。
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Synthesis and in vitro antiproliferative evaluation of novel drimane oxepinyl triazoles from labdane diterpene sclareol

A series of new oxepinyl triazoles were synthesized using labdane diterpene sclareol as a template. The synthesis process involved several steps including oxidation, oxetane ring opening, deacetylation, tosylation, and azidation followed by Huisgen’s 1,3-dipolar cycloaddition reaction with different alkynes. The newly synthesized compounds were confirmed using 1H NMR and 13C NMR. These novel drimane oxepinyl triazoles derived from labdane diterpene sclareol were evaluated for their antiproliferative efficacy in colon (HCT-116), breast (MCF-7), and lung (A-549) cancer cell lines. Compound 14m demonstrated significant cytotoxic effects in all tested cell lines with an IC50 of 16 µM. Initial investigations suggested that the compound induced apoptosis and inhibited cancer cell proliferation, indicating the potential of drimane oxepinyl triazoles as promising therapeutic agents for various cancers.

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来源期刊
Medicinal Chemistry Research
Medicinal Chemistry Research 医学-医药化学
CiteScore
4.70
自引率
3.80%
发文量
162
审稿时长
5.0 months
期刊介绍: Medicinal Chemistry Research (MCRE) publishes papers on a wide range of topics, favoring research with significant, new, and up-to-date information. Although the journal has a demanding peer review process, MCRE still boasts rapid publication, due in part, to the length of the submissions. The journal publishes significant research on various topics, many of which emphasize the structure-activity relationships of molecular biology.
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