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An efficient synthesis towards the core of Crinipellin: TD-DFT and docking studies
Journal of Saudi Chemical Society ( IF 5.6 ) Pub Date : 2021-01-07 , DOI: 10.1016/j.jscs.2020.101193
Raghaba Sahu , Ranjan K. Mohapatra , Saud I. Al-Resayes , Debadutta Das , Pankaj K. Parhi , Shakilur Rahman , Lucia Pintilie , Manjeet Kumar , Mohammad Azam , Azaj Ansari

In this present report, we are describing a novel route for the synthesis of the tetracyclic ring systems, a common core of crinipellin, via oxidative dearomatization, cycloaddition and oxa- di-pi-methane rearrangement. We are also concerned to explore a route to tetracyclic core (1e) of Crinipellin and tricyclic core (1g) of Allicaol B through intermolecular diels alder reaction and photochemically 1,2 acyl shift. Moreover, docking study of compound 13 and 16 is investigated against AcrB multidrug efflux pump of Escherichia coli (PDB ID: 1T9U), main protease of SARS COV-2 (PDB ID: 6W63), DNA gyrase of Streptococcus pneumonia (PDB ID: 4Z2C), human estrogen receptor alpha (PDB ID: 3ERT), human lanosterol 14-alpha-demethylase (CYP51)(PDB ID: 3JUS) and cyclooxygenase-2 (Prostaglandin Synthase-2) (PDB ID: 1CX2). The obtained results are important for the exploitation of the therapeutic potential of these derivatives as antimicrobial, antiviral, anticancer, antifungal or anti-inflammatory agents. In addition, TD-DFT studies of the compounds are also carried out.



中文翻译:

crinipellin核心的有效合成方法:TD-DFT和对接研究

在本报告中,我们描述了通过氧化脱芳香化作用,环加成反应和氧-二-pi-甲烷重排合成四环环系统(crinipellin的共同核心)的新途径。我们还关注通过分子间狄尔斯al光反应和光化学上的1,2酰基转移,探索通向crinipellin的四环核心(1e)和Allicaol B的三环核心(1g)的途径。此外,还针对化合物的AcrB多药外排泵(大肠杆菌(PDB ID:1T9U),SARS COV-2的主要蛋白酶(PDB ID:6W63),链球菌肺炎的DNA促旋酶)对化合物13和16的对接研究进行了研究。(PDB ID:4Z2C),人雌激素受体α(PDB ID:3ERT),人羊毛甾醇14-α-脱甲基酶(CYP51)(PDB ID:3JUS)和环氧合酶2(前列腺素合酶2)(PDB ID:1CX2) 。获得的结果对于开发这些衍生物作为抗微生物剂,抗病毒剂,抗癌剂,抗真菌剂或抗炎剂的治疗潜力很重要。此外,还对化合物进行了TD-DFT研究。

更新日期:2021-01-22
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