题名 | Asymmetric synthesis of flavanols via Cu-catalyzed kinetic resolution of chromenes and their anti-inflammatory activity |
作者 | Yang,Qingjing1,2 ![]() ![]() ![]() ![]() ![]() ![]() ![]() ![]() ![]() ![]() ![]() ![]() ![]() ![]() ![]() ![]() ![]() ![]() ![]() ![]() ![]() ![]() ![]() ![]() ![]() ![]() ![]() ![]() ![]() ![]() ![]() |
发表日期 | 2022-06-03
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DOI | |
发表期刊 | |
ISSN | 2375-2548
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EISSN | 2375-2548
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卷号 | 8期号:22 |
摘要 | Flavanols are privileged heterocyclic compounds in medicinal chemistry. It is notable to develop an efficient and straightforward protocol for accessing chiral flavanols with precise control of the stereocenters. Here, a highly efficient kinetic resolution of chromenes was reported via Cu-catalyzed asymmetric hydroboration. This previously unidentified approach features a one-step synthesis of chiral flavan-3-ols containing two vicinal stereogenic centers via a highly efficient kinetic resolution (s factor up to 1060, >99% ee for most products). In addition, the anti-inflammation effects of these diversified flavan-3-ols were studied by the in vitro experiments and RNA sequencing analysis. These flavan-3-ols showed inhibitory effects on the secretion of pro-inflammation cytokines including interleukin-1β (IL-1β), IL-6, and tumor necrosis factor-α (TNF-α), as well as inhibiting the inflammation responses through down-regulating the gene transcriptions closely related to PI3K-Akt signaling pathway and TNF signaling pathway. The results suggested that these newly synthesized flavan-3-ols have the potential to be lead compounds for anti-inflammatory drugs. |
相关链接 | [Scopus记录] |
收录类别 | |
语种 | 英语
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重要成果 | NI论文
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学校署名 | 其他
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资助项目 | Guangdong Innovative Program[2019BT02Y335]
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WOS研究方向 | Science & Technology - Other Topics
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WOS类目 | Multidisciplinary Sciences
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WOS记录号 | WOS:000808053900020
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出版者 | |
EI入藏号 | 20222512241930
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EI主题词 | Catalysis
; Cell Death
; Kinetics
; Lead Compounds
; Pathology
; Stereochemistry
; Transcription
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EI分类号 | Medicine And Pharmacology:461.6
; Biology:461.9
; Fluid Flow, General:631.1
; Chemistry:801
; Chemical Reactions:802.2
; Organic Compounds:804.1
; Classical Physics
; Quantum Theory
; Relativity:931
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Scopus记录号 | 2-s2.0-85131701317
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来源库 | Scopus
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引用统计 |
被引频次[WOS]:14
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成果类型 | 期刊论文 |
条目标识符 | http://sustech.caswiz.com/handle/2SGJ60CL/336244 |
专题 | 理学院_化学系 |
作者单位 | 1.Department of Chemistry,Hong Kong Baptist University,Hong Kong, 2.Department of Chemistry,Southern University of Science and Technology,Shenzhen,518055,China 3.School of Chinese Medicine,Hong Kong Baptist University,Hong Kong, 4.School of Pharmaceutical Sciences,Shenzhen University,Shenzhen,Health Science Center,518066,China 5.Department of Chemistry,Hong Kong Baptist University,Hong Kong, 6.Department of Chemistry,Southern University of Science and Technology,Shenzhen,518055,China 7.School of Chinese Medicine,Hong Kong Baptist University,Hong Kong, 8.School of Pharmaceutical Sciences,Shenzhen University,Shenzhen,Health Science Center,518066,China 9.Department of Chemistry,Hong Kong Baptist University,Hong Kong, 10.Department of Chemistry,Southern University of Science and Technology,Shenzhen,518055,China 11.School of Chinese Medicine,Hong Kong Baptist University,Hong Kong, 12.School of Pharmaceutical Sciences,Shenzhen University,Shenzhen,Health Science Center,518066,China 13.Department of Chemistry,Hong Kong Baptist University,Hong Kong, 14.Department of Chemistry,Southern University of Science and Technology,Shenzhen,518055,China 15.School of Chinese Medicine,Hong Kong Baptist University,Hong Kong, 16.School of Pharmaceutical Sciences,Shenzhen University,Shenzhen,Health Science Center,518066,China 17.Department of Chemistry,Hong Kong Baptist University,Hong Kong, 18.Department of Chemistry,Southern University of Science and Technology,Shenzhen,518055,China 19.School of Chinese Medicine,Hong Kong Baptist University,Hong Kong, 20.School of Pharmaceutical Sciences,Shenzhen University,Shenzhen,Health Science Center,518066,China 21.Department of Chemistry,Hong Kong Baptist University,Hong Kong, 22.Department of Chemistry,Southern University of Science and Technology,Shenzhen,518055,China 23.School of Chinese Medicine,Hong Kong Baptist University,Hong Kong, 24.School of Pharmaceutical Sciences,Shenzhen University,Shenzhen,Health Science Center,518066,China 25.Department of Chemistry,Hong Kong Baptist University,Hong Kong, 26.Department of Chemistry,Southern University of Science and Technology,Shenzhen,518055,China 27.School of Chinese Medicine,Hong Kong Baptist University,Hong Kong, 28.School of Pharmaceutical Sciences,Shenzhen University,Shenzhen,Health Science Center,518066,China 29.Department of Chemistry,Hong Kong Baptist University,Hong Kong, 30.Department of Chemistry,Southern University of Science and Technology,Shenzhen,518055,China 31.School of Chinese Medicine,Hong Kong Baptist University,Hong Kong, 32.School of Pharmaceutical Sciences,Shenzhen University,Shenzhen,Health Science Center,518066,China 33.Department of Chemistry,Hong Kong Baptist University,Hong Kong, 34.Department of Chemistry,Southern University of Science and Technology,Shenzhen,518055,China 35.School of Chinese Medicine,Hong Kong Baptist University,Hong Kong, 36.School of Pharmaceutical Sciences,Shenzhen University,Shenzhen,Health Science Center,518066,China 37.Department of Chemistry,Hong Kong Baptist University,Hong Kong, 38.Department of Chemistry,Southern University of Science and Technology,Shenzhen,518055,China 39.School of Chinese Medicine,Hong Kong Baptist University,Hong Kong, 40.School of Pharmaceutical Sciences,Shenzhen University,Shenzhen,Health Science Center,518066,China |
第一作者单位 | 化学系 |
推荐引用方式 GB/T 7714 |
Yang,Qingjing,Wang,Zihao,Hor,Catherine Hong Huan,et al. Asymmetric synthesis of flavanols via Cu-catalyzed kinetic resolution of chromenes and their anti-inflammatory activity[J]. Science Advances,2022,8(22).
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APA |
Yang,Qingjing.,Wang,Zihao.,Hor,Catherine Hong Huan.,Xiao,Haitao.,Bian,Zhaoxiang.,...&Wang,Jun Joelle.(2022).Asymmetric synthesis of flavanols via Cu-catalyzed kinetic resolution of chromenes and their anti-inflammatory activity.Science Advances,8(22).
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MLA |
Yang,Qingjing,et al."Asymmetric synthesis of flavanols via Cu-catalyzed kinetic resolution of chromenes and their anti-inflammatory activity".Science Advances 8.22(2022).
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条目包含的文件 | ||||||
文件名称/大小 | 文献类型 | 版本类型 | 开放类型 | 使用许可 | 操作 | |
Sci. Adv. abm9603.pd(1560KB) | -- | -- | 开放获取 | -- | 浏览 |
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