General Access to Taiwaniaquinoids Based on a Hypothetical Abietane C7–C8 Cleavage Biogenetic Pathway
作者:Rubén Tapia、Juan J. Guardia、Esteban Alvarez、Ali Haidöur、Jose M. Ramos、Ramón Alvarez-Manzaneda、Rachid Chahboun、Enrique Alvarez-Manzaneda
DOI:10.1021/jo202163y
日期:2012.1.6
cyclopentane B ring; it is also applicable to the synthesis of the wide variety of existing taiwaniaquinoids. Utilizing this, (−)-taiwaniaquinone A, F, G, and H, (−)-taiwaniaquinol B, and (−)-dichroanone have been synthesized from (+)-abietic acid. The versatility of this strategy allows us to propose the abietane C7–C8 cleavage as a possible biosynthetic pathway to this type of rearranged diterpenes; this
据报道,一种新的合成花环醌的策略是一组具有异常重排的5(6→7)或6-nor-5(6→7)abeo-abietane骨架的萜类化合物,它们显示出有前途的生物活性。该方法基于对枞豆二萜的C7–C8双键的裂解,是目前唯一报道的合成C 20的方法。在环戊烷B环上具有碳官能团的台湾醌。它也适用于各种现有的台湾紫杉醇类化合物的合成。利用此,已经由(+)-松香酸合成了(-)-台湾quin醌A,F,G和H,(-)-台湾quin醌B和(-)-二噻喃酮。这种策略的多功能性使我们可以提出将枞豆碱C7–C8裂解作为这种类型的重排二萜的可能的生物合成途径的建议。该提议似乎得到了植物化学证据的支持。