Fukuda Tsutomu, Ishibashi Fumito, Iwao Masatomo
Nagasaki University, Nagasaki, Japan.
Nagasaki University, Nagasaki, Japan.
Alkaloids Chem Biol. 2020;83:1-112. doi: 10.1016/bs.alkal.2019.10.001. Epub 2020 Jan 23.
Lamellarins are marine alkaloids containing fused 14-phenyl-6H-[1]benzopyrano[4',3':4,5]pyrrolo[2,1-a]isoquinoline or non-fused 3,4-diarylpyrrole-2-carboxylate ring systems. To date, more than 50 lamellarins have been isolated from a variety of marine organisms, such as mollusks, tunicates, and sponges. Many of them, especially fused type I lamellarins, exhibit impressive biological activity, such as potent cytotoxicity, topoisomerase I inhibition, protein kinases inhibition, and anti-HIV-1 activity. Due to their useful biological activity and limited availability from natural sources, a number of synthetic methods have been developed. In this chapter, we present an updated and comprehensive review on lamellarin alkaloids summarizing their isolation, synthesis, and biological activity.
片螺素是一类海洋生物碱,含有稠合的14-苯基-6H-[1]苯并吡喃并[4',3':4,5]吡咯并[2,1-a]异喹啉或非稠合的3,4-二芳基吡咯-2-羧酸酯环系。迄今为止,已从多种海洋生物中分离出50多种片螺素,如软体动物、被囊动物和海绵。其中许多,尤其是稠合的I型片螺素,表现出令人瞩目的生物活性,如强大的细胞毒性、拓扑异构酶I抑制、蛋白激酶抑制和抗HIV-1活性。由于它们具有有用的生物活性且天然来源有限,因此已开发出多种合成方法。在本章中,我们对片螺素生物碱进行了更新且全面的综述,总结了它们的分离、合成和生物活性。