Latvian Institute of Organic Synthesis , Aizkraukles 21, Riga LV-1006, Latvia.
J Org Chem. 2014 May 2;79(9):4148-53. doi: 10.1021/jo500318w. Epub 2014 Apr 21.
Libiguins are limonoids with highly potent sexual activity enhancing effects, originally isolated from the Madagascarian Meliaceae species Neobeguea mahafalensis, where they exist in only minute quantities. Their low natural abundance has hampered mapping of their biological effects. Here we describe an approach to the semisynthesis of libiguin A and its close analogues 1-3 starting from phragmalin, which is a limonoid present in high amounts in a commercially cultivated Meliaceae species, Chukrasia tabularis, allowing the preparation of libiguins in appreciable quantities.
利比古因是具有强效增强性功能的柠檬苦素类化合物，最初从马达加斯加的楝科 Neobeguea mahafalensis 物种中分离出来，在该物种中仅以微量存在。它们在自然界中的低丰度阻碍了对其生物效应的研究。在这里，我们描述了一种从大量存在于商业种植的楝科植物 Chukrasia tabularis 中的黄烷醇开始半合成利比古因 A 及其类似物 1-3 的方法，这使得可以大量制备利比古因。
