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Research Progress of Polycyclic Polyprenylated Acylphloroglucinols
Chemical Reviews ( IF 51.4 ) Pub Date : 2018-02-20 00:00:00 , DOI: 10.1021/acs.chemrev.7b00551
Xing-Wei Yang 1 , Robert B. Grossman 2 , Gang Xu 1
Affiliation  

Polycyclic polyprenylated acylphloroglucinols (PPAPs) are a class of hybrid natural products sharing the mevalonate/methylerythritol phosphate and polyketide biosynthetic pathways and showing considerable structure and bioactivity diversity. This review discusses the progress of research into the chemistry and biological activity of 421 natural PPAPs in the past 11 years as well as in-depth studies of biological activities and total synthesis of some PPAPs isolated before 2006. We created an online database of all PPAPs known to date at http://www.chem.uky.edu/research/grossman/PPAPs. Two subclasses of biosynthetically related metabolites, spirocyclic PPAPs with octahydrospiro[cyclohexan-1,5′-indene]-2,4,6-trione core and complicated PPAPs produced by intramolecular [4 + 2] cycloadditions of MPAPs, are brought into the PPAP family. Some PPAPs’ relative or absolute configurations are reassigned or critically discussed, and the confusing trivial names in PPAPs investigations are clarified. Pharmacologic studies have revealed a new molecular mechanism whereby hyperforin and its derivatives regulate neurotransmitter levels by activating TRPC6 as well as the antitumor mechanism of garcinol and its analogues. The antineoplastic potential of some type B PPAPs such as oblongifolin C and guttiferone K has increased significantly. As a result of the recent appearances of innovative synthetic methods and strategies, the total syntheses of 22 natural PPAPs including hyperforin, garcinol, and plukenetione A have been accomplished.

中文翻译:

多环多烯丙基化酰基间葡糖醇的研究进展

多环多戊烯基化酰基间苯三酚(PPAP)是一类杂合天然产物,具有甲羟戊酸酯/甲基赤藓糖醇磷酸酯和聚酮化合物的生物合成途径,并显示出相当大的结构和生物活性多样性。这篇综述讨论了过去11年中对421种天然PPAP的化学和生物学活性的研究进展,以及对2006年之前分离出的某些PPAP的生物学活性和全合成的深入研究。我们创建了所有PPAP的在线数据库迄今已知的网址为http://www.chem.uky.edu/research/grossman/PPAPs。与生物合成相关的代谢物的两个子类,即具有八氢螺环[环己-1,5'-茚] -2,4,6-三酮核的螺环PPAP和分子内[4 + 2]环加成产生的复杂PPAP。家庭。重新分配或严格讨论了一些PPAP的相对或绝对配置,并澄清了PPAP研究中令人困惑的琐碎名称。药理学研究揭示了一种新的分子机制,通过该机制,hyperforin及其衍生物可通过激活TRPC6调节神经递质水平,以及藤黄素及其类似物的抗肿瘤机制。一些B型PPAP的抗肿瘤潜力(例如,长链富灵C和guttiferone K)已大大增加。由于最近出现了创新的合成方法和策略,因此已经完成了22种天然PPAP的总合成,包括Hyperforin,garcinol和plukenetioneA。药理学研究揭示了一种新的分子机制,通过该机制,hyperforin及其衍生物可通过激活TRPC6调节神经递质水平,以及藤黄素及其类似物的抗肿瘤机制。一些B型PPAP的抗肿瘤潜力(例如长抑菌素C和guttiferone K)已显着增加。由于最近出现了创新的合成方法和策略,因此已经完成了22种天然PPAP的总合成,包括Hyperforin,garcinol和plukenetioneA。药理学研究揭示了一种新的分子机制,通过该机制,hyperforin及其衍生物可通过激活TRPC6调节神经递质水平,以及藤黄素及其类似物的抗肿瘤机制。一些B型PPAP的抗肿瘤潜力(例如长抑菌素C和guttiferone K)已显着增加。由于最近出现了创新的合成方法和策略,因此已经完成了22种天然PPAP的总合成,包括Hyperforin,garcinol和plukenetioneA。一些B型PPAP的抗肿瘤潜力(例如长抑菌素C和guttiferone K)已显着增加。由于最近出现了创新的合成方法和策略,因此已经完成了22种天然PPAP的总合成,包括Hyperforin,garcinol和plukenetioneA。一些B型PPAP的抗肿瘤潜力(例如长抑菌素C和guttiferone K)已显着增加。由于最近出现了创新的合成方法和策略,因此已经完成了22种天然PPAP的总合成,包括Hyperforin,garcinol和plukenetioneA。
更新日期:2018-02-20
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