School of Pharmacy, Department of Pharmaceutical Chemistry, The University of Oslo, P.O. Box 1068, Blindern, N-0316 Oslo, Norway.
Eur J Med Chem. 2013 Nov;69:465-79. doi: 10.1016/j.ejmech.2013.08.049. Epub 2013 Sep 16.
Indenoindoles and their isomers cyclopentacarbazoles represent a wide class of synthetic and natural compounds. The great interest of these structures in (bio)organic chemistry is due to the use of various building blocks to get the elemental four ring structure. Depending on the synthetic route chosen, the chemists can achieve a large number of regioisomers. Each regioisomer can be considered as a template for specific functionalizations. Therefore, this mini-review aims (i) to present an overview on how to access this large family of heterocyclic compounds and (ii) to discuss their various biological applications and drug development in oncology (e.g. kinases), in CNS disorders (e.g. Alzheimer's disease), in endocrinology (e.g. hormone replacement therapy) and oxidative stress (e.g. organ preservation). Past and present works will be presented through the systems 6-5-5-6 and 6-5-6-5 (combination of 6-membered and 5-membered rings).
茚并吲哚及其异构体环戊并咔唑代表了广泛的合成和天然化合物类别。这些结构在(生物)有机化学中引起广泛关注是因为使用了各种构建块来获得元素四环结构。根据所选择的合成路线,化学家可以获得大量的区域异构体。每个区域异构体都可以被视为特定官能化的模板。因此,本综述旨在(i)介绍如何获得这种大环杂环化合物的概述,以及(ii)讨论它们在肿瘤学(例如激酶)、中枢神经系统疾病(例如阿尔茨海默病)、内分泌学(例如激素替代疗法)和氧化应激(例如器官保存)中的各种生物应用和药物开发。将通过系统 6-5-5-6 和 6-5-6-5(6 元和 5 元环的组合)呈现过去和现在的工作。