Antonio Rosales Martínez, Ignacio Rodríguez-García
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引用次数: 0
摘要
Meroterpenoid 类型的海洋天然化合物因其奇特的化学结构和开发重要治疗探针的潜力而受到越来越多的关注。在这类物质中,pelorol 脱颖而出;它是从海洋生物中分离出来的天然化合物,具有独特的结构和有趣的生物特征。在这篇文章中,我们总结并强调了该化合物合成过程中最有趣的方面,其中有两个共同的关键步骤。第一个步骤是将 drimanyl 衍生物与源自炔烃的化合物偶联。第二个步骤是弗里德尔-卡夫斯环化反应,形成天然产物的 C 环。尽管迄今为止在合成方面取得了一些进展,但我们认为还可以采用更有效的合成方法,因为这些方法的合成路线由于反应步骤繁多以及某些试剂的使用限制而难以推广。在这篇文章中,我们介绍了一种新的、多用途的(-)-佩罗洛尔及其类似物的逆合成分析方法,这对于轻松制备它们以及随后广泛研究它们的生物活性来说是非常理想的。就成本效益而言,这种逆合成途径可以改进文献中报道的逆合成途径。
Synthesis of Marine (-)-Pelorol and Future Perspectives.
Meroterpenoid-type marine natural compounds have attracted an increasing amount of attention due to their peculiar chemical structures and their potential for the development of therapeutically important probes. Within this group of substances pelorol stands out; it is a natural compound isolated from marine organisms with a unique structure and an interesting biological profile. In this article, we summarize and highlight the most interesting aspects of the synthetic procedures towards this compound, which have two common key steps. The first is the coupling of a drimanyl derivative with a compound derived from an arene. The second is a Friedel-Crafts cyclization which forms the C ring of the natural product. Despite the synthetic advances achieved so far, we consider that a more efficient synthetic procedures could be carried out, since their synthetic routes are difficult to scale up due to numerous reaction steps and the limitations imposed by the use of some reagents. In this article, we present a new and versatile retrosynthetic analysis of (-)-pelorol and analogs, which is highly desirable for their easy preparation and subsequent broad study of their biological activities. This is a retrosynthetic route that could improve those reported in the literature in terms of cost-effectiveness.
期刊介绍:
Marine Drugs (ISSN 1660-3397) publishes reviews, regular research papers and short notes on the research, development and production of drugs from the sea. Our aim is to encourage scientists to publish their experimental and theoretical research in as much detail as possible, particularly synthetic procedures and characterization information for bioactive compounds. There is no restriction on the length of the experimental section.