Synthesis of bioactive benzo[d] [1,3] dioxolyl–1,8-naphthyridine scaffolds and evaluation of their anticancer activity

IF 1.8 3区化学 Q3 CHEMISTRY, ORGANIC

Synthetic Communications Pub Date : 2026-04-18 Epub Date: 2026-04-21 DOI:10.1080/00397911.2026.2655336

Venkata Konda Prasad. B. (Writing – original draft Writing – review & editing) , G Venkata Haritha (Formal analysis) , Kavati Shireesha (Data curation) , Kumara Swamy Jella (Supervision)

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引用次数: 0

Abstract

Cancer, the second leading cause of death, demands new therapies. Small molecule drugs can provide strong and targeted therapy. Herein, we report the design and synthesis of biologically active 3-(benzo[1,3]dioxol-5-yl)-N-(3-aryl-1,8-naphthyridin-2-yl)-1,8-naphthyridin-2-amine derivatives via a microwave-assisted Buchwald–Hartwig coupling strategy and their anticancer activity evaluation. The molecular structures of the synthesized compounds were confirmed by spectroscopic methods. The synthesized compounds were evaluated for their in vitro anticancer activity against three human cancer cell lines. Several compounds demonstrated promising anticancer activity. Compounds 3e and 3h exhibited the most potent anticancer activity among the series. Compound 3e showed IC₅₀ values of 6.37 ± 0.09 μM (MCF-7), 8.29 ± 0.76 μM (A549), and 10.22 ± 0.41 μM (SiHa), while compound 3h displayed IC₅₀ values of 9.27 ± 0.18 μM, 11.65 ± 0.54 μM, and 15.65 ± 0.26 μM against the three cancer cell lines.

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生物活性苯并[d][1,3]二氧基- 1,8-萘啶支架的合成及其抗癌活性评价

癌症是第二大死亡原因，需要新的治疗方法。小分子药物可以提供强有力的靶向治疗。本文采用微波辅助Buchwald-Hartwig偶联策略设计合成了具有生物活性的3-（苯并[1,3]二氧基）- n-（3-芳基-1,8-萘啶-2-基）-1,8-萘啶-2-胺衍生物，并对其抗癌活性进行了评价。合成的化合物的分子结构通过光谱方法得到了证实。对合成的化合物进行了体外抗癌活性评价。几种化合物显示出有希望的抗癌活性。其中化合物3e和3h的抗癌活性最强。化合物3e对3种癌细胞的IC50分别为6.37±0.09 μM （MCF-7）、8.29±0.76 μM （A549）和10.22±0.41 μM (SiHa)，化合物3h对3种癌细胞的IC50分别为9.27±0.18 μM、11.65±0.54 μM和15.65±0.26 μM。

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来源期刊

Synthetic Communications 化学-有机化学

CiteScore

4.40

自引率

4.80%

发文量

156

审稿时长

4.3 months

期刊介绍： Synthetic Communications presents communications describing new methods, reagents, and other synthetic work pertaining to organic chemistry with sufficient experimental detail to permit reported reactions to be repeated by a chemist reasonably skilled in the art. In addition, the Journal features short, focused review articles discussing topics within its remit of synthetic organic chemistry.