Literature DB >> 23623712

Design and syntheses of novel N'-((4-oxo-4H-chromen-3-yl)methylene)benzohydrazide as inhibitors of cyanobacterial fructose-1,6-/sedoheptulose-1,7-bisphosphatase.

Qi-Dong Tu1, Ding Li, Yao Sun, Xin-Ya Han, Fan Yi, Yibamu Sha, Yan-Liang Ren, Ming-Wu Ding, Ling-Ling Feng, Jian Wan.   

Abstract

Cyanobacterial fructose-1,6-/sedoheptulose-1,7-bisphoshatase (Cy-FBP/SBPase) is an important target enzyme for finding inhibitors to solve harmful algal bloom (HAB). In this study, as potential inhibitors of Cy-FBP/SBPase, a series of novel chromone-connecting benzohydrazone compounds (Novel N'-((4-oxo-4H-chromen-3-yl)methylene)benzohydrazide) were designed and synthesized. Their inhibitory activities against Cy-FBP/SBPase were further examined in vitro. Some of these compounds, such as f6-f8, f11, f12 and f16, exhibit higher inhibitory activities (IC50=11.2-16.1 μM), especially, the compound f7 was identified as the most potent inhibitor with IC50 value of 11.2 μM. The probable binding-mode of compound f7 was further analyzed carefully by molecular docking methods. These results indicate that compound f7 could be used as a lead compound for further optimization and might have potential to be developed as a new algicide.
Copyright © 2013 Elsevier Ltd. All rights reserved.

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Year:  2013        PMID: 23623712     DOI: 10.1016/j.bmc.2013.04.003

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN: 0968-0896            Impact factor:   3.641


  11 in total

1.  (E)-4-Methyl-N'-[(4-oxo-4H-chromen-3-yl)methyl-idene]benzohydrazide.

Authors:  Yoshinobu Ishikawa; Kohzoh Watanabe
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2014-04-16

2.  Crystal structure of (3,5-di-chloro-2-hy-droxy-phen-yl){1-[(naphthalen-1-yl)carbon-yl]-1H-pyrazol-4-yl}methanone.

Authors:  Yoshinobu Ishikawa; Yuya Motohashi
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2014-11-19

3.  3-[(E)-(Benzyl-iminiumyl)meth-yl]-6,8-di-chloro-2H-chromen-4-olate.

Authors:  Yoshinobu Ishikawa; Yuya Motohashi
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2013-07-10

4.  (E)-3-{[([1,1'-Biphen-yl]-3-ylmeth-yl)iminium-yl]meth-yl}-6,8-di-chloro-2H-chromen-4-olate.

Authors:  Yoshinobu Ishikawa; Yuya Motohashi
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2013-08-17

5.  (E)-6,8-Di-chloro-3-{[(naphthalen-1-ylmeth-yl)iminiumyl]meth-yl}-2H-chromen-4-olate.

Authors:  Yoshinobu Ishikawa; Yuya Motohashi
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2013-07-10

6.  (E)-3,4,5-Trimeth-oxy-N'-[(4-oxo-4H-chromen-3-yl)methyl-idene]benzo-hydrazide.

Authors:  Yoshinobu Ishikawa; Kohzoh Watanabe
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2014-03-26

7.  Crystal structure of (2E)-N-methyl-2-[(4-oxo-4H-chromen-3-yl)methyl-idene]hydrazine-carbo-thio-amide.

Authors:  G Vimala; J Govindaraj; J Haribabu; R Karvembu; A SubbiahPandi
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2014-10-08

8.  Crystal structure of (3,5-dibromo-2-hy-droxyphenyl){1-[(naphthalen-1-yl)carbonyl]-1H-pyrazol-4-yl}methanone.

Authors:  Yoshinobu Ishikawa; Yuya Motohashi
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2014-08-20

9.  (E)-3,4,5-Trimeth-oxy-N'-[(6-meth-oxy-4-oxo-4H-chromen-3-yl)methyl-idene]benzohydrazide monohydrate.

Authors:  Yoshinobu Ishikawa; Kohzoh Watanabe
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2014-07-02

10.  (E)-4-Meth-oxy-N'-[(6-methyl-4-oxo-4H-chromen-3-yl)methyl-idene]benzo-hydrazide monohydrate.

Authors:  Yoshinobu Ishikawa; Kohzoh Watanabe
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2014-06-18
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