Six new triterpenoid saponins,aesculusosides A-F(1-6),together with 19 known ones,were isolated from the seeds of Aesculus chinensis.The new structures were elucidated through extensive spectroscopic analyses and by c...Six new triterpenoid saponins,aesculusosides A-F(1-6),together with 19 known ones,were isolated from the seeds of Aesculus chinensis.The new structures were elucidated through extensive spectroscopic analyses and by comparison with previously reported data.Some of the isolates were evaluated for their cytotoxic activities against MCF-7 cell line by an MTT assay,and compounds 15,16,19,and 23-25 exhibited inhibitory activities against MCF-7 with IC50 values ranging from 7.1 to 31.3μM.展开更多
Two rare lyconadin-type Lycopodium alkaloids,lyconadins G(1)and H(2),together with four known ones(3–6),were isolated from Lycopodium complanatum.The structures were determined on the basis of their spectroscopic ana...Two rare lyconadin-type Lycopodium alkaloids,lyconadins G(1)and H(2),together with four known ones(3–6),were isolated from Lycopodium complanatum.The structures were determined on the basis of their spectroscopic analyses,and the absolute configuration of 1 was established by an X-ray crystallographic analysis.It is the first time to establish the absolute configuration of lyconadin-type Lycopodium alkaloid by an X-ray diffraction experiment.In addition,these findings may provide more information for the biosynthesis of lyconadins.展开更多
An undescribed pyrrole acid,1-(4′-methoxy-4′-oxobutyl)-1 H-pyrrole-2,5-dicarboxylic acid(1)and one known pyr-role acid(2)were isolated from the fruits of Phyllanthus emblica.The structures of these compounds were el...An undescribed pyrrole acid,1-(4′-methoxy-4′-oxobutyl)-1 H-pyrrole-2,5-dicarboxylic acid(1)and one known pyr-role acid(2)were isolated from the fruits of Phyllanthus emblica.The structures of these compounds were elucidated via the comprehensive analyses of IR,HRESIMS,1D and 2D spectroscopic data.A series of biological assays revealed that compounds 1 and 2 could inhibit LPS-induced over-production of nitric oxide(NO),interleukin-6(IL-6),monocyte chemotactic protein 1(MCP-1)and tumor necrosis factor-α(TNF-α)by reducing the phosphorylation of extracellular regulated protein kinases(ERK)and c-Jun N-terminal kinases(JNK)in RAW 264.7 cells.Additionally,compounds 1 and 2 were found to reduce lipid deposition and increase the mRNA expression of ATP-binding cassette transporter A1 in oxidized low-density lipoprotein-treated RAW264.7 macrophages.展开更多
Objective: Anthraquinone(AQ), a major bioactive component of the traditional Chinese medicine He ShouW u, has widespread applications in industry and medicine. The objective of the current study is to explore the diff...Objective: Anthraquinone(AQ), a major bioactive component of the traditional Chinese medicine He ShouW u, has widespread applications in industry and medicine. The objective of the current study is to explore the differences in the bioavailability of anthraquinones in vivo and the metabolism in liver microsomes. Materials and Methods: In vivo, we used a reliable UPLC?ESI?Qq Q?MS/MS method to measure seven AQ compounds in the jugular vein plasma of rats following oral administration of He Shou Wu. Furthermore, in order to quantify the bioavailability of AQs in vivo and to further understand the metabolism of these compounds, we compared the in vitro metabolism of AQ in different species with respect to metabolic profiles, the enzymes involved, and catalytic efficiency using liver microsomes from human(HLM), mouse(MLM), rat(RLM), and beagle dog(DLM). Results: We identified two metabolic pathways, including the hydroxylation and glucuronidation of AQ, in the liver microsomes of humans and other species using UPLC?ESI?Q?TOF. We found that substitutions on the AQ ring were crucial to the activity and regioselectivity of its hydroxylation. In general, hydroxylation activity decreased greatly with β?COOH(rhein) and enhanced dramatically with β?OH(emodin). We also found that glucuronidation of the compound emodin?8?O?β?D?glucoside acts as the main isoform in AQ hydroxylation in HLM and DLM. Total microsomal intrinsic clearance values for AQ were greatest in mouse microsomes, followed by those in dog, human, and rat microsomes. Conclusion: The absorption of different anthrquinone compounds varied based on the compound structure, the metabolism types and products of anthraquinones in liver microsomes were different in different species. These findings provide vital information for a deeper unuunderstanding of the metabolism of AQs.展开更多
2,4,6-Triarylpyrylium salts are stable,readily available and cheap.However,only their electron transfer oxi-dation ability has been explored.We herein report that they could perform both energy transfer and elec-tron ...2,4,6-Triarylpyrylium salts are stable,readily available and cheap.However,only their electron transfer oxi-dation ability has been explored.We herein report that they could perform both energy transfer and elec-tron transfer activation modes for the photocascade E→Z isomerization/cyclizations,E→Z isomerization of activated alkenes and oxidative cyclizations.展开更多
基金support from the independent topics supported by operational expenses for basic research of China Academy of Chinese Medical Sciences(ZXKT15032).
文摘Six new triterpenoid saponins,aesculusosides A-F(1-6),together with 19 known ones,were isolated from the seeds of Aesculus chinensis.The new structures were elucidated through extensive spectroscopic analyses and by comparison with previously reported data.Some of the isolates were evaluated for their cytotoxic activities against MCF-7 cell line by an MTT assay,and compounds 15,16,19,and 23-25 exhibited inhibitory activities against MCF-7 with IC50 values ranging from 7.1 to 31.3μM.
基金This work was financially supported by the NSFC-Joint Foundation of Yunnan Province(No.U1502223)the National Natural Science Foundation of China(No.21402212)+1 种基金the Science and Technology Program of Yunnan Province(No.2015FB173)the CAS“Light of West China”Program and Youth Innovation Promotion Association CAS(X.-D.Wu).
文摘Two rare lyconadin-type Lycopodium alkaloids,lyconadins G(1)and H(2),together with four known ones(3–6),were isolated from Lycopodium complanatum.The structures were determined on the basis of their spectroscopic analyses,and the absolute configuration of 1 was established by an X-ray crystallographic analysis.It is the first time to establish the absolute configuration of lyconadin-type Lycopodium alkaloid by an X-ray diffraction experiment.In addition,these findings may provide more information for the biosynthesis of lyconadins.
基金Scientific and technological innovation project of China Academy of Chinese Medical Sciences(CI2021A04409,CI2021A04404,CI2021A04405)the fundamental research funds for the central public welfare research institutes(No.ZZ13-YQ-061,ZXKT22012,ZXKT22039).
文摘An undescribed pyrrole acid,1-(4′-methoxy-4′-oxobutyl)-1 H-pyrrole-2,5-dicarboxylic acid(1)and one known pyr-role acid(2)were isolated from the fruits of Phyllanthus emblica.The structures of these compounds were elucidated via the comprehensive analyses of IR,HRESIMS,1D and 2D spectroscopic data.A series of biological assays revealed that compounds 1 and 2 could inhibit LPS-induced over-production of nitric oxide(NO),interleukin-6(IL-6),monocyte chemotactic protein 1(MCP-1)and tumor necrosis factor-α(TNF-α)by reducing the phosphorylation of extracellular regulated protein kinases(ERK)and c-Jun N-terminal kinases(JNK)in RAW 264.7 cells.Additionally,compounds 1 and 2 were found to reduce lipid deposition and increase the mRNA expression of ATP-binding cassette transporter A1 in oxidized low-density lipoprotein-treated RAW264.7 macrophages.
基金financial support from the Major Scientific and Technological Special Project for"Significant New Drugs Creation"(No.2014ZX09304307)
文摘Objective: Anthraquinone(AQ), a major bioactive component of the traditional Chinese medicine He ShouW u, has widespread applications in industry and medicine. The objective of the current study is to explore the differences in the bioavailability of anthraquinones in vivo and the metabolism in liver microsomes. Materials and Methods: In vivo, we used a reliable UPLC?ESI?Qq Q?MS/MS method to measure seven AQ compounds in the jugular vein plasma of rats following oral administration of He Shou Wu. Furthermore, in order to quantify the bioavailability of AQs in vivo and to further understand the metabolism of these compounds, we compared the in vitro metabolism of AQ in different species with respect to metabolic profiles, the enzymes involved, and catalytic efficiency using liver microsomes from human(HLM), mouse(MLM), rat(RLM), and beagle dog(DLM). Results: We identified two metabolic pathways, including the hydroxylation and glucuronidation of AQ, in the liver microsomes of humans and other species using UPLC?ESI?Q?TOF. We found that substitutions on the AQ ring were crucial to the activity and regioselectivity of its hydroxylation. In general, hydroxylation activity decreased greatly with β?COOH(rhein) and enhanced dramatically with β?OH(emodin). We also found that glucuronidation of the compound emodin?8?O?β?D?glucoside acts as the main isoform in AQ hydroxylation in HLM and DLM. Total microsomal intrinsic clearance values for AQ were greatest in mouse microsomes, followed by those in dog, human, and rat microsomes. Conclusion: The absorption of different anthrquinone compounds varied based on the compound structure, the metabolism types and products of anthraquinones in liver microsomes were different in different species. These findings provide vital information for a deeper unuunderstanding of the metabolism of AQs.
基金This study was supported by the National Natural Science Foundation of China(22173103 and 21773240)the Fundamental Research Funds for the Central Public Welfare Research Institutes(No.ZZ13-YQ-061)the Fundamental Research Funds for the Central Universities and the University of the Chinese Academy of Sciences.
文摘2,4,6-Triarylpyrylium salts are stable,readily available and cheap.However,only their electron transfer oxi-dation ability has been explored.We herein report that they could perform both energy transfer and elec-tron transfer activation modes for the photocascade E→Z isomerization/cyclizations,E→Z isomerization of activated alkenes and oxidative cyclizations.