Department of Chemistry, Università degli Studi di Milano, 20133 Milan, Italy.
Department of Pharmacological and Biomolecular Sciences "Rodolfo Paoletti", Università degli Studi di Milano, 20133 Milan, Italy.
J Nat Prod. 2024 Jul 26;87(7):1725-1734. doi: 10.1021/acs.jnatprod.4c00212. Epub 2024 Jun 18.
Despite millennia of therapeutic plant use, deliberate exploitation of 's diverse biomedical potential has only recently gained attention. Bioactivity studies focus mainly on cannabidiol (CBD) and tetrahydrocannabinol (THC) with limited information about the broader cannabinome's "minor phytocannabinoids". In this context, our research targeted the synthesis of minor cannabinoids containing a lateral chain with 3 or 4 carbon atoms, focusing on cannabigerol (CBG) and cannabichromene (CBC) analogues. Using known and innovative strategies, we achieved the synthesis of 11 C3 and C4 analogues, five of which were inhibitors of skin inflammation, with the CBG-C4 ester derivative emerging as the most potent compound.
尽管人类使用药用植物已有数千年的历史，但直到最近，人们才开始关注大麻素的广泛生物医学潜力。生物活性研究主要集中在大麻二酚 (CBD) 和四氢大麻酚 (THC) 上，关于大麻素组“次要植物大麻素”的信息有限。在这种情况下，我们的研究目标是合成含有 3 或 4 个碳原子侧链的次要大麻素，重点是大麻萜酚 (CBG) 和大麻色烯 (CBC) 类似物。我们使用已知和创新的策略，成功合成了 11 个 C3 和 C4 类似物，其中 5 个具有抑制皮肤炎症的活性，CBG-C4 酯衍生物表现出最强的抑制活性。
