Laboratory of Phytochemistry and Organic Synthesis (LAFIS), Faculty of Pharmacy, Universidade Federal do Rio Grande do Sul (UFRGS), Porto Alegre, Brazil.
Pharmaceutical Synthesis Group (PHARSG), Faculty of Pharmacy, Universidade Federal do Rio Grande do Sul (UFRGS), Porto Alegre, Brazil.
Mini Rev Med Chem. 2021;21(14):1813-1829. doi: 10.2174/1389557521666210212150504.
Limonene and perillyl alcohol are natural monoterpenes that have attracted the attention of medicinal chemists due to their promising anticancer activities. Considering this, both compounds were explored as scaffolds to obtain various derivatives with anticancer activity. In this review, the data are organized for the first time, with a focus on the synthetic methods and strategies to obtain the derivatives throughout the period from 2000 to 2020. A brief discussion regarding the structure and activity relationships of the most active derivatives, stereoisomers, and their mechanisms of action is presented. Among the active compounds, a series of limonenes with thiosemicarbazone groups and perillyl alcohol hybrids with glycosides or drugs are illustrated. Taking all of this into account, this review may help researchers develop new promising anticancer candidates based on the structures of limonene and perillyl alcohol.
柠檬烯和紫苏醇是天然单萜类化合物，由于其具有有前景的抗癌活性，引起了药物化学家的关注。有鉴于此，这两种化合物都被探索作为支架，以获得具有抗癌活性的各种衍生物。在本次综述中，首次对 2000 年至 2020 年期间获得衍生物的合成方法和策略进行了数据整理。简要讨论了最具活性的衍生物、立体异构体及其作用机制的结构与活性关系。在活性化合物中，一系列带有硫代氨基甲酰基团的柠檬烯和带有糖苷或药物的紫苏醇杂合物被例举。考虑到这一切，本综述可能有助于研究人员根据柠檬烯和紫苏醇的结构开发新的有前途的抗癌候选物。
