通过钯催化螺环化合成由赤霉醇和谷甾醇衍生的苯并螺环酮类化合物。核磁共振和 X 射线表征。细胞毒性和抗炎活性评估

IF 2 3区化学 Q2 CHEMISTRY, ORGANIC

Journal of Heterocyclic Chemistry Pub Date : 2024-10-02 DOI:10.1002/jhet.4900

William H. Garcia-Santos, Martha C. Mayorquin-Torres, Nimsi Campos-Xolalpa, Salud Pérez-Gutiérrez, Marcos Flores-Álamo, Martín A. Iglesias-Arteaga

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Synthesis of Benzannulated Spiroketals Derived From Stigmasterol and Sitosterol by Pd-Catalyzed Spirocyclization. NMR and X-ray Characterization. Evaluation of Cytotoxicity and Anti-Inflammatory Activity

Five new benzannulated steroid spiroketals were synthesized by Pd-catalyzed spiroketalization of 5α and 5β-alkynediols derived from stigmasterol and sitosterol. The detailed nuclear magnetic resonance (NMR) and X-ray characterization of the newly obtained spiroketals are presented. While the obtained compounds showed null or very low cytotoxicity, two of them inhibited more than 60% of the nitrous oxide production in J774A.1 macrophages stimulated with LPS, showing promising properties as anti-inflammatory agents.

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来源期刊

Journal of Heterocyclic Chemistry 化学-有机化学

CiteScore

5.20

自引率

4.20%

发文量

177

审稿时长

3.9 months

期刊介绍： The Journal of Heterocyclic Chemistry is interested in publishing research on all aspects of heterocyclic chemistry, especially development and application of efficient synthetic methodologies and strategies for the synthesis of various heterocyclic compounds. In addition, Journal of Heterocyclic Chemistry promotes research in other areas that contribute to heterocyclic synthesis/application, such as synthesis design, reaction techniques, flow chemistry and continuous processing, multiphase catalysis, green chemistry, catalyst immobilization and recycling.