Institut für Organische Chemie, Universität Regensburg, Universitätsstr. 31, 93053 Regensburg, Germany.
ChemMedChem. 2010 Mar 1;5(3):351-6. doi: 10.1002/cmdc.200900499.
alpha,beta-Unsaturated carbonyl compounds as potential drug candidates is a controversial topic since their potential Michael acceptor activity can lead to cell damage and cytotoxicity. Nevertheless, the alpha,beta-unsaturated carbonyl functionality can be employed as a tool to fine tune biological activity by directly manipulating this entity. Depending on their electronic properties, alpha,beta-unsaturated carbonyl functionalities display different reactivities, namely Michael addition, radical scavenging, oxidation or double bond isomerization. Modifying the alpha-position of the alpha,beta-unsaturated carbonyl system, a concept that has not been widely explored, could produce new, very interesting derivatives. Currently in drug development, irreversible binding in active sites has proven to be one answer to drug resistance in cancer treatment. Overall, natural products containing the alpha,beta-unsaturated carbonyl unit possess multiple biological activities that could be transferred into novel pharmaceutical agents.
α,β-不饱和羰基化合物作为潜在的药物候选物是一个有争议的话题，因为它们潜在的迈克尔受体活性可能导致细胞损伤和细胞毒性。然而，α,β-不饱和羰基官能团可以作为一种工具，通过直接操纵这个实体来精细调整生物活性。根据其电子性质，α,β-不饱和羰基官能团显示出不同的反应性，即迈克尔加成、自由基清除、氧化或双键异构化。修饰α,β-不饱和羰基系统的α-位，这一概念尚未得到广泛探索，可能会产生新的、非常有趣的衍生物。目前在药物开发中，在活性部位的不可逆结合已被证明是癌症治疗中耐药性的一个答案。总的来说，含有α,β-不饱和羰基单元的天然产物具有多种生物活性，可以转化为新型药物制剂。
