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
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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Abstract
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.
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.
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