Structural Revision of Guttiferone F and 30-epi-Cambogin

doi:10.1021/acs.jnatprod.0c01031

KIB OpenIR

	Structural Revision of Guttiferone F and 30-epi-Cambogin
	Zheng,Dan ; Jiang,Jia-Ming ; Chen,Si-Min ; Wan,Shi-Jie ; Ren,Han-Gui ; Chen,Gan ; Xu,Gang; Zhou,Hua ; Zhang,Hong ; Xu,Hong-Xi
	2021
Source Publication	JOURNAL OF NATURAL PRODUCTS
ISSN	0163-3864
Volume	84 Issue:4 Pages:1397-1402
Abstract	Guttiferone F, a natural polyprenylated polycyclic acylphloroglucinol, was originally assigned as the 30-epimer of garcinol by NMR data analyses. Conversion of guttiferone F in the presence of acid afforded its cyclized form (2a), which was previously assigned as 30-epi-cambogin. However, the absolute configurations of guttiferone F and 2a have not been determined. Reinvestigation of the structures of those two compounds, using X-ray and NMR data analyses and chemical transformation, revealed that the original assignment of the C-30 absolute configuration in guttiferone F and 2a should be inverted. Guttiferone F is indeed garcinol, and 2a, which was previously identified as 30-epi-cambogin, is cambogin.
Keyword	XANTHONES LEAVES TWIGS BENZOPHENONE CONSTITUENTS DERIVATIVES PRODUCTS GARCINOL BARK
DOI	10.1021/acs.jnatprod.0c01031
WOS ID	WOS:000644478400049
Citation statistics
Document Type	期刊论文
Identifier	http://ir.kib.ac.cn/handle/151853/73082
Collection	中国科学院昆明植物研究所
Affiliation	1.Shanghai Univ Tradit Chinese Med, Sch Pharm, Shanghai 201203, Peoples R China 2.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Yunnan, Peoples R China 3.Shanghai Univ Tradit Chinese Med, Shuguang Hosp, Shanghai 201203, Peoples R China
Recommended Citation GB/T 7714	Zheng,Dan,Jiang,Jia-Ming,Chen,Si-Min,et al. Structural Revision of Guttiferone F and 30-epi-Cambogin[J]. JOURNAL OF NATURAL PRODUCTS,2021,84(4):1397-1402.
APA	Zheng,Dan.,Jiang,Jia-Ming.,Chen,Si-Min.,Wan,Shi-Jie.,Ren,Han-Gui.,...&Xu,Hong-Xi.(2021).Structural Revision of Guttiferone F and 30-epi-Cambogin.JOURNAL OF NATURAL PRODUCTS,84(4),1397-1402.
MLA	Zheng,Dan,et al."Structural Revision of Guttiferone F and 30-epi-Cambogin".JOURNAL OF NATURAL PRODUCTS 84.4(2021):1397-1402.

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