Cancer Research UK Cancer Therapeutics Unit, Institute of Cancer Research, 15 Cotswold Road, Sutton, Surrey SM2 5NG, UK.
J Nat Prod. 2011 Oct 28;74(10):2318-28. doi: 10.1021/np200125v. Epub 2011 Oct 4.
The 2,11-cyclized cembranoids are isolated from marine invertebrates of Octocorallia species. They are a very interesting class of natural products sharing a common oxatricyclo[6.6.1.0(2,7)]pentadecane core and carrying a varied substituent pattern. This review presents their structural diversity along with the reported biological activities. The 2,11-cyclized cembranoids were comprehensively reviewed previously in 1998, and this contribution will serve as an update of that work. Since 1998 a number of structural assignments of the isolated products have been revised, some as a result of total synthesis efforts. The chemical reactivity of several of the natural compounds has been studied, and the relevance of these findings to the biosynthesis or the generation of isolation artifacts is discussed. The wide range of biological activities displayed by the 2,11-cyclized cembranoids justifies the interest shown within the synthetic chemistry community and suggests that this class of natural products remains a fruitful area for future synthetic and biological research.
2,11-环化的柏烷类化合物分离自八放珊瑚物种的海洋无脊椎动物。它们是一类非常有趣的天然产物,具有共同的氧杂三环[6.6.1.0(2,7)]十五烷核心,并带有不同的取代模式。本综述介绍了它们的结构多样性以及报道的生物活性。1998 年曾对 2,11-环化的柏烷类化合物进行了全面综述,本综述是对该工作的更新。自 1998 年以来,一些分离产物的结构分配已被修订,部分是由于全合成工作的结果。还研究了一些天然化合物的化学反应性,并讨论了这些发现对生物合成或分离假象产生的相关性。2,11-环化的柏烷类化合物表现出广泛的生物活性,这证明了合成化学界对此类化合物的兴趣,并表明该类天然产物仍然是未来合成和生物研究的一个富有成效的领域。