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Synthesis and anticancer activities of polymethylenedioxy analogues of combretastatin A‑2
곽윤선,주소현,Enkhtaivan Gansukh,Bhunpendra M. Mistry,금영수 한국응용생명화학회 2019 Applied Biological Chemistry (Appl Biol Chem) Vol.62 No.-
Combretastatin A-4 is a highly potent natural stilbene that can inhibit cancer cell proliferation. Numerous analogues of combretastatin A-4 have been proposed for clinical applications. However, structural studies of combretastatin A-2, a methylenedioxy derivative of combretastain A-4, are not available. In this study, various analogues of combretastatin A-2 with polymethylenedioxy spacer were prepared and their antiproliferative activities to four human cancer cell lines (HeLa, SK-OV-3, A549, and HT-29) and two normal cells (HaCaT and MDCK) were evaluated. Binding characteristics were evaluated based on computational docking and previously reported experimental data. Results suggest that their binding conformations are highly dependent on steric volume and electrostatic properties of substituents.
Saini, Ramesh Kumar,Moon, So Hyun,Gansukh, Enkhtaivan,Keum, Young-Soo Elsevier 2018 Food chemistry Vol.266 No.-
<P><B>Abstract</B></P> <P>The foremost problem in carotenoid research is the excessive cost and difficulty of maintaining pure carotenoid compounds. This work presents an economical, efficient, and simplified one-step scheme for the purification of four major xanthophyll carotenoids from lettuce by utilizing preparative thin layer chromatography on Hyflo-Super-Cel: MgO (Heavy): calcium sulfate hemihydrate (9:9:2 w/w) based adsorbent. The mobile phase of acetone: hexane (1:1) provided the perfect separation of major xanthophylls, resulting in 95–96% purity after just single-step separation, with no interference from chlorophylls or other minor carotenoids. The identity of carotenoids was confirmed by absorption spectroscopy, chemical tests and APCI<SUP>+</SUP>–MS/MS. The proposed scheme can be used to isolate the carotenoids at the analytical and preparative scale. In anticancer studies, among four xanthophylls, 9-<I>Z</I>-neoxanthin was found most potent for reduction of cell viability of cervical (HeLa) and lung cancer (A549) cells, with IC<SUB>50</SUB> values of 3.8 and 7.5 μM, respectively.</P> <P><B>Highlights</B></P> <P> <UL> <LI> Hyflo-Super-Cel: MgO: calcium sulfate hemihydrate based adsorbent was used. </LI> <LI> The mobile phase of acetone: hexane (1:1) provided the perfect separation. </LI> <LI> Utilizing proposed scheme carotenoids can be isolated with 95–96% purity. </LI> <LI> 9-<I>Z</I>-neoxanthin is the most potent inhibitor of HeLa and A549 cells proliferation. </LI> </UL> </P>