Research Progress of Polycyclic Polyprenylated Acylphloroglucinols
Yang, Xing-Wei1,2; Grossman, Robert B.3; Xu, Gang1,2
2018-04-11
Source PublicationCHEMICAL REVIEWS
ISSN0009-2665
Volume118Issue:7Pages:3508-3558
AbstractPolycyclic 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.
DOI10.1021/acs.chemrev.7b00551
Language英语
WOS IDWOS:000430156100007
Citation statistics
Cited Times:25[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.kib.ac.cn/handle/151853/60491
Collection植物化学与西部植物资源持续利用国家重点实验室
Affiliation1.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Yunnan, Peoples R China
2.Yunnan Key Lab Nat Med Chem, Kunming 650201, Yunnan, Peoples R China
3.Univ Kentucky, Dept Chem, Lexington, KY 40506 USA
Recommended Citation
GB/T 7714
Yang, Xing-Wei,Grossman, Robert B.,Xu, Gang. Research Progress of Polycyclic Polyprenylated Acylphloroglucinols[J]. CHEMICAL REVIEWS,2018,118(7):3508-3558.
APA Yang, Xing-Wei,Grossman, Robert B.,&Xu, Gang.(2018).Research Progress of Polycyclic Polyprenylated Acylphloroglucinols.CHEMICAL REVIEWS,118(7),3508-3558.
MLA Yang, Xing-Wei,et al."Research Progress of Polycyclic Polyprenylated Acylphloroglucinols".CHEMICAL REVIEWS 118.7(2018):3508-3558.
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