Concise synthesis of (+)-serinolamide A |
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Authors: | Ya-Ru Gao Shi-Huan GuoZhuan-Xiang Zhang Shuai MaoYan-Lei Zhang Yong-Qiang Wang |
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Affiliation: | Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, Department of Chemistry & Materials Science, Northwest University, Xi’an 710069, PR China; Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, CAS, Shanghai 200032, PR China |
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Abstract: | Serinolamide A, isolated from a species of marine cyanobacteria, exhibits a moderate agonist effect and selectivity for the CB1 cannabinoid receptor, which is unusual for marine natural products. Herein, we reported a highly efficient enantiospecific first total synthesis of (+)-serinolamide A from l-serine in nine steps with 30% overall yield. The synthesis method provides a facile, practicable, and economical approach for the preparation of other similar endocanabinoid lipids. |
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Keywords: | Total synthesis Serinolamide A l-Serine Fatty acid Endocanabinoid lipids |
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