Purpose

The cimemoxin derivatives and their biological importance in antioxidant, antibacterial, and cytotoxic activities were the main focus of this study. By using a one-step reaction and green chemistry method, this study was able to synthesise derivatives of cimemoxin-related Mannich base compounds.

Methods

Green chemistry can be used to prepare new, one-pot syntheses of cimemoxin derivatives (1a-i) Mannich base derivatives. FTIR, mass spectrometry, elemental analysis, and ¹H and ¹³C NMR were used to analyse the newly synthesised compounds. The cytotoxic, antibacterial, and antioxidant activities of synthesized compounds (1a-i) were investigated. To test all synthesised compounds (1a–i) for cytotoxicity against normal Vero cell lines and MCF-7, the antioxidant activities were studied using DPPH, NO, H₂O₂, and ABTS^•+ assays. The synthesised compounds were screened for anti-tyrosinase and antibacterial activities. Highly active compounds were investigated using molecular docking studies.

Results

The compound 1h showed considerable activity in H₂O₂ (IC₅₀: 13.79 µg/mL) and DPPH-scavenging was significantly active (IC₅₀: 19.62 µg/mL) compared to the standard BHT (IC₅₀: 27.16 and 33.88 µg/mL). Compound 1f was more effective than trolox (85.28 %) against ABTS and AAPH antioxidants. The most potent inhibitory activity was observed for compound 1h (IC₅₀ = 15.16 µg/mL) which was more potent than kojic acid (IC₅₀ = 17.79 ± 0.95 µg/mL). All synthetic substances were tested for their cytotoxic potential. Compound 1f (IC₅₀ = 0.12 µg/mL) was extremely active compared to doxorubicin (IC₅₀ = 0.74 µg/ml) and other compounds were lowly active compared to the MCF-7 cell line. In terms of anti-tyrosinase activity, compound 1h was highly active compared with the standard, and compound 1d was highly active against K. pneumonia.

Conclusion

In this study, strong antioxidant, antibacterial, and cytotoxic activities were reported for all the compounds. In molecular docking studies, compounds 1d and 1h had higher binding affinities than the other compounds. Compounds 1d and 1h performed well in all tests. Additionally, this investigation successfully identified a number of intriguing compounds with cytotoxic and antioxidant properties.

中文翻译：

---

西美莫辛衍生物的抗氧化、抗菌和细胞毒活性及其分子对接研究

目的

西美莫辛衍生物及其在抗氧化、抗菌和细胞毒活性方面的生物学重要性是本研究的主要焦点。本研究采用一步反应和绿色化学方法，合成了西美莫辛相关曼尼希碱化合物的衍生物。

方法

绿色化学可用于制备新的一锅法合成西美莫辛衍生物( 1a-i )曼尼希碱衍生物。使用FTIR、质谱、元素分析以及¹ H 和^{13 C NMR 来分析新合成的化合物。}研究了合成化合物 ( 1a-i )的细胞毒性、抗菌和抗氧化活性。为了测试所有合成化合物 ( 1a–i ) 对正常 Vero 细胞系和 MCF-7 的细胞毒性，使用 DPPH、NO、H ₂ O ₂和 ABTS ^•+测定法研究抗氧化活性。筛选合成的化合物的抗酪氨酸酶和抗菌活性。使用分子对接研究研究了高活性化合物。

结果

与标准 BHT（IC ₅₀：27.16 和 33.88 µg /）相比，化合物1h在 H ₂ O _{2中表现出相当大的活​​性（IC 50} ：13.79 µg /mL），并且具有显着的 DPPH 清除活性（IC ₅₀ ：19.62 µg/mL）毫升）。化合物1f比 trolox (85.28%) 对抗 ABTS 和 AAPH 抗氧化剂更有效。化合物1h的抑制活性最强（IC ₅₀  = 15.16 µg/mL），比曲酸（IC ₅₀  = 17.79 ± 0.95 µg/mL）更有效。所有合成物质都经过了细胞毒性潜力测试。与阿霉素(IC ₅₀  = 0.74 µg/ml) 相比，化合物1f (IC ₅₀  = 0.12 µg/mL) 活性极高，而与 MCF-7 细胞系相比，其他化合物活性较低。在抗酪氨酸酶活性方面，化合物1h与标准品相比具有较高的活性，化合物1d对肺炎克雷伯菌具有较高的活性。

结论

在这项研究中，所有化合物都具有很强的抗氧化、抗菌和细胞毒活性。在分子对接研究中，化合物1d和1h比其他化合物具有更高的结合亲和力。化合物1d和1h在所有测试中均表现良好。此外，这项研究成功地鉴定了许多具有细胞毒性和抗氧化特性的有趣化合物。