- Synthesis, structure-activity relationship analysis and kinetics study of reductive derivatives of flavonoids as Helicobacter pylori urease inhibitors
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In a continuing study for discovering urease inhibitors based on flavonoids, nineteen reductive derivatives of flavonoids were synthesized and evaluated against Helicobacter pylori urease. Analysis of structure-activity relationship disclosed that 4-deoxy analogues are more potent than other reductive products. Out of them, 4′,7,8-trihydroxyl-2-isoflavene (13) was found to be the most active with IC50 of 0.85 μM, being over 20-fold more potent than the commercial available urease inhibitor, acetohydroxamic acid (AHA). Kinetics study revealed that 13 is a competitive inhibitor of H. pylori urease with a Ki value of 0.641 μM, which is well matched with the results of molecular docking. Biological evaluation and mechanism study of 13 suggest that it is a good candidate for discovering novel anti-gastritis and anti-gastric ulcer agent.
- Xiao, Zhu-Ping,Peng, Zhi-Yun,Dong, Jing-Jun,He, Juan,Ouyang, Hui,Feng, Yu-Ting,Lu, Chun-Lei,Lin, Wan-Qiang,Wang, Jin-Xiang,Xiang, Yin-Ping,Zhu, Hai-Liang
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p. 685 - 695
(2013/07/25)
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- Cytotoxicity against KB and NCI-H187 cell lines of modified flavonoids from Kaempferia parviflora
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Flavones 1-4 isolated from Kaempferia parviflora were used for structural modification. Sixteen flavonoid derivatives, including four new derivatives, were synthesized and evaluated for cytotoxicity against KB and NCI-H187 cell lines. Flavanones 2a-4a demonstrated higher cytotoxic activity than the parent compounds. Cytotoxicity against KB cell line of oxime 1c was about 7 times higher than the ellipticine standard. Interestingly, oximes 1c and 2c exhibited highly potent cytotoxicity against NCI-H187 cell line with IC50 values of 0.014 and 0.23 μM, respectively. Oximes 4c and 5c showed strong cytotoxicity against NCI-H187 cell line with IC50 values of 4.04 and 2.32 μM, respectively.
- Yenjai, Chavi,Wanich, Suchana
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supporting information; experimental part
p. 2821 - 2823
(2010/08/06)
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- Pd-C/ammonium formate: A selective catalyst for the hydrogenation of chalcones to dihydrochalcones
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Pd-C/ammonium formate is a highly efficient catalyst for the selective hydrogenation of chalcones to dihydrochalcones (DHCs). The reaction proceeds under mild conditions and the Pd-C catalyst is recovered without loss of activity.
- Ahmed, Naseem,Van Lier, Johan E.
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p. 584 - 585
(2007/10/03)
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- A simple and efficient conversion of chalcones to dihydrochalcones
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The remarcable efficiency of catalytic transfer hydrogenation of chalcones to dihydrochalcones using cyclohexene-Pd/C and ammonium formate-Pd/C is demonstrated.The method is preparatively simple and useful.
- De, Shantanu,Jain, Vimal Niveta,Krishnamurty, H. G.
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p. 163 - 165
(2007/10/02)
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- Facile reduction of chalcones to dihydrochalcones with NaBH4/Ni2+ system
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Chalcones have been found to undergo facile reduction on treatment with sodium borohydride-nickel chloride system in dioxan-methanol medium to afford dihydrochalcones.
- Dhawan,Grover
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p. 2405 - 2409
(2007/10/02)
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- Selective Reduction in 2'-Hydroxychalcones
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The selective reduction of double bond in 2'-hydroxychalcones with sodium dithionite under phase transfer catalysed conditions is described.
- Makrandi, J.K.,Kumari, Vandna
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p. 1885 - 1888
(2007/10/02)
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