Active Metabolite of Aeruginascin (4-Hydroxy‑N,N,N‑trimethyltryptamine): Synthesis, Structure, and Serotonergic Binding Affinity

The putative active metabolite of aeruginascin, a naturally occurring tryptamine of “magic mushrooms,” has been synthesized and structurally characterized. Competitive radioligand binding assays demonstrate that it has a high affinity at human serotonin receptors 5-HT1A, 5-HT2A, and 5-HT2B, though it does not bind at the 5-HT3 receptor, where activity was previously predicted.作为一种天然存在于迷幻蘑菇中的色胺类化合物，蓝革伞碱（aeruginascin）的推定活性代谢产物已被合成并完成结构表征。竞争性放射性配体结合实验表明，该产物对人类5-羟色胺受体5-HT1A、5-HT2A及5-HT2B具有高亲和力，尽管它并不结合此前曾被预测可发挥活性的5-HT3受体。