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Enantiomeric Pairs of Meroterpenoids with Diverse Heterocyclic Systems from Rhododendron nyingchiense
Huang, Guang-Hui1; Hu, Zhu1; Lei, Chun1; Wang, Pei-Pei2; Yang, Jing3; Li, Jing-Ya2; Li, Jia2; Hou, Ai-Jun1
2018-08-01
发表期刊JOURNAL OF NATURAL PRODUCTS
ISSN0163-3864
卷号81期号:8页码:1810-1818
摘要Eight enantiomeric pairs of new meromono-terpenoids (1a/1b-8a/8b) and four known compounds (9-12) were isolated from Rhododendron nyingchiense. Their structures were established by spectroscopic methods, quantum chemical calculations, and X-ray crystallography. The enantiomeric pairs were acquired from scalemic mixtures by chiral-phase HPLC and showed diverse heterocyclic frameworks. Compounds 1a/1b possess a rare 6/7/5/5 heterocyclic system, and 2a/2b incorporate a new 6/6/3/5 heterocyclic system featuring a quinone motif. Compounds 3a/3b represent the first meroterpenoids with a 6/6/5 ring system from the Rhododendron genus. Putative biosynthetic pathways of these compounds are proposed. Compounds 1b, 2a-4a, 8a, and 11 exhibited weak inhibitory effects on PTP1B, with IC50 values ranging from 5.7 +/- 0.5 to 61.0 +/- 4.8 mu M.
资助信息Shanghai Commission of Science and Technology; National Key Research and Development Program of China
DOI10.1021/acs.jnatprod.8b00273
语种英语
资助项目Shanghai Commission of Science and Technology[14431902800] ; National Key Research and Development Program of China[2016YFC1305500]
WOS研究方向Plant Sciences ; Pharmacology & Pharmacy
WOS类目Plant Sciences ; Chemistry, Medicinal ; Pharmacology & Pharmacy
WOS记录号WOS:000443103700014
出版者AMER CHEMICAL SOC
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文献类型期刊论文
条目标识符http://ir.kib.ac.cn/handle/151853/62055
专题中国科学院昆明植物研究所
通讯作者Hou, Ai-Jun
作者单位1.Fudan Univ, Sch Pharm, Dept Pharmacognosy, State Key Lab Med Neurobiol, Shanghai 201203, Peoples R China
2.Chinese Acad Sci, Shanghai Inst Mat Medica, Natl Ctr Drug Screening, State Key Lab Drug Res, Shanghai 201203, Peoples R China
3.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Yunnan, Peoples R China
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Huang, Guang-Hui,Hu, Zhu,Lei, Chun,et al. Enantiomeric Pairs of Meroterpenoids with Diverse Heterocyclic Systems from Rhododendron nyingchiense[J]. JOURNAL OF NATURAL PRODUCTS,2018,81(8):1810-1818.
APA Huang, Guang-Hui.,Hu, Zhu.,Lei, Chun.,Wang, Pei-Pei.,Yang, Jing.,...&Hou, Ai-Jun.(2018).Enantiomeric Pairs of Meroterpenoids with Diverse Heterocyclic Systems from Rhododendron nyingchiense.JOURNAL OF NATURAL PRODUCTS,81(8),1810-1818.
MLA Huang, Guang-Hui,et al."Enantiomeric Pairs of Meroterpenoids with Diverse Heterocyclic Systems from Rhododendron nyingchiense".JOURNAL OF NATURAL PRODUCTS 81.8(2018):1810-1818.
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