A series of dearomatized isoprenylated acylphloroglucinols derivatives,hyperhenols A-E(1-5),as well as seven known analogues(6-12),were characterized from Hypericum henryi.Their structures were determined by combinati...A series of dearomatized isoprenylated acylphloroglucinols derivatives,hyperhenols A-E(1-5),as well as seven known analogues(6-12),were characterized from Hypericum henryi.Their structures were determined by combination of NMR,ECD spectroscopy,and X-ray difraction analysis.Compounds 1 and 6-8 were tested to exhibit potential antitumor properties,of which 6 and 7 inhibited cell growth through inducing apoptosis and cell cycle arrest.In addition,these compounds could induce autophagy and PINK1/Parkin-mediated mitophagy in cancer cell lines,as well as suppress lung cancer A549 cells metastasis in vitro.展开更多
Main observation and conclusion Nineteen unprecedented 7-methoxylated caged xanthones(1—19)were isolated from the twigs of Garcinia oligantha under the guidance of NMR spectroscopy.Their structures and absolute confi...Main observation and conclusion Nineteen unprecedented 7-methoxylated caged xanthones(1—19)were isolated from the twigs of Garcinia oligantha under the guidance of NMR spectroscopy.Their structures and absolute configurations were demonstrated by extensive spectroscopic data,single-crystal X-ray diffraction,electronic circular dichroism(ECD)calculations,and the modified Mosher's method.Compound 1 is a rare scalemic 7-methoxylated neo-caged xanthone,which was resolved using HPLC with CD detection on a chiral-phase AD column,and compounds 2—3 are rare 7-methoxylated caged xanthones with the hydrogenatedΔ^(8(8a))double bond.Fourteen compounds exhibited promising inhibitory activities against four human cancer cell lines with IC50 values ranging from 1.9 to 14.3μmol/L.A cell apoptosis analysis using flow cytometry showed that compound 11 could induce apoptosis in a dose dependent manner.Moreover,PARP,caspase-9,and Bcl-2 western blotting suggested that compound 11-induced apoptosis may be involved in caspase-dependent pathway.展开更多
Objective To establish a quality control method for simultaneous determination of multiple components in gamboge. Methods A single reference standard for the determination of multiple components (SSDMC) with HPLC wa...Objective To establish a quality control method for simultaneous determination of multiple components in gamboge. Methods A single reference standard for the determination of multiple components (SSDMC) with HPLC was proposed. Seven major components of gamboge including gambogenic acid (S), β-morellic acid (C1), 2R-30-hydroxygambogic acid (C2), isogambogenic acid (C3), gambogellic acid (C4), 2R-gambogic acid (C5), and 2S-gambogic acid (C6) were simultaneously analyzed using gambogenic acid as reference standard. The credibility and feasibility of SSDMC method were validated with respect to linearity, limits of detection and quantification, precision, stability, repeatability, accuracy, ruggedness, and robustness. The relative conversion factors (RCFs) of S and C1-6 were calculated. Twelve batches of gamboge including crude and processed products were successfully analyzed by applying the SSDMC and traditional external standard (ES) methods. Results The SSDMC method was credible and feasible. The RCFs of S and C1-6 were 1.000, 0.913, 0.864, 1.064, 0.777, 0.921, and 0.919, respectively. No significant difference was observed in the contents of the seven components between SSDMC and ES methods. The heat-processing technique caused a reduction in the seven components. Conclusion SSDMC is a simple, reliable, and effective method for the analysis of the complex multiple components in gamboge, and it is also a practical and economical approach.展开更多
基金supported by the NSFC-Joint Foundation of Yunnan Province(U1902213)Chongqing Municipal Natural Science Foundation(cstc2018jcyjAX0388)+3 种基金the Second Tibetan Plateau Scientific Expedition and Research(STEP)program(2019QZKK0502)Southeast Asia Biodiversity Research Institute,CAS(2017CASSEABRIQG003)State Key Laboratory of Phytochemistry and Plant Resources in West China(P2017-KF02 and P2019-ZZ05)the Natural Sciences Foundation of Yunnan Province(2019FA003).
文摘A series of dearomatized isoprenylated acylphloroglucinols derivatives,hyperhenols A-E(1-5),as well as seven known analogues(6-12),were characterized from Hypericum henryi.Their structures were determined by combination of NMR,ECD spectroscopy,and X-ray difraction analysis.Compounds 1 and 6-8 were tested to exhibit potential antitumor properties,of which 6 and 7 inhibited cell growth through inducing apoptosis and cell cycle arrest.In addition,these compounds could induce autophagy and PINK1/Parkin-mediated mitophagy in cancer cell lines,as well as suppress lung cancer A549 cells metastasis in vitro.
基金sponsored partly by grants from the Three-year Development Plan Project for Traditional Chinese Medicine(No.ZY(2018-2020)-CCCX-2001-02)the Shanghai Sailing Program(No.17YF1419500)and NSFC(No.81803545)+2 种基金We are also grateful to NSFC-Joint Foundation of Yunnan Province(No.U1902213)the Key-Area ResearchDevelopment Program of Guangdong Province(No.2020B1111110003)for financial support.
文摘Main observation and conclusion Nineteen unprecedented 7-methoxylated caged xanthones(1—19)were isolated from the twigs of Garcinia oligantha under the guidance of NMR spectroscopy.Their structures and absolute configurations were demonstrated by extensive spectroscopic data,single-crystal X-ray diffraction,electronic circular dichroism(ECD)calculations,and the modified Mosher's method.Compound 1 is a rare scalemic 7-methoxylated neo-caged xanthone,which was resolved using HPLC with CD detection on a chiral-phase AD column,and compounds 2—3 are rare 7-methoxylated caged xanthones with the hydrogenatedΔ^(8(8a))double bond.Fourteen compounds exhibited promising inhibitory activities against four human cancer cell lines with IC50 values ranging from 1.9 to 14.3μmol/L.A cell apoptosis analysis using flow cytometry showed that compound 11 could induce apoptosis in a dose dependent manner.Moreover,PARP,caspase-9,and Bcl-2 western blotting suggested that compound 11-induced apoptosis may be involved in caspase-dependent pathway.
基金Science and Technology Commission of Shanghai Municipality(13ZR1442000)Shanghai Municipal Education Commission(2014YSN20)Support Program
文摘Objective To establish a quality control method for simultaneous determination of multiple components in gamboge. Methods A single reference standard for the determination of multiple components (SSDMC) with HPLC was proposed. Seven major components of gamboge including gambogenic acid (S), β-morellic acid (C1), 2R-30-hydroxygambogic acid (C2), isogambogenic acid (C3), gambogellic acid (C4), 2R-gambogic acid (C5), and 2S-gambogic acid (C6) were simultaneously analyzed using gambogenic acid as reference standard. The credibility and feasibility of SSDMC method were validated with respect to linearity, limits of detection and quantification, precision, stability, repeatability, accuracy, ruggedness, and robustness. The relative conversion factors (RCFs) of S and C1-6 were calculated. Twelve batches of gamboge including crude and processed products were successfully analyzed by applying the SSDMC and traditional external standard (ES) methods. Results The SSDMC method was credible and feasible. The RCFs of S and C1-6 were 1.000, 0.913, 0.864, 1.064, 0.777, 0.921, and 0.919, respectively. No significant difference was observed in the contents of the seven components between SSDMC and ES methods. The heat-processing technique caused a reduction in the seven components. Conclusion SSDMC is a simple, reliable, and effective method for the analysis of the complex multiple components in gamboge, and it is also a practical and economical approach.