北村 充 (キタムラ ミツル)

KITAMURA Mitsuru

写真a

職名

教授

研究室住所

福岡県北九州市戸畑区仙水町1-1

研究分野・キーワード

有機合成

メールアドレス

メールアドレス

研究室電話

093-884-3304

研究室FAX

093-884-3304

Scopus 論文情報  
総論文数: 0  総Citation: 0  h-index: 14

Citation Countは当該年に発表した論文の被引用数

出身大学 【 表示 / 非表示

  • 1994年03月   慶應義塾大学   理工学部   化学専攻   卒業   日本国

出身大学院 【 表示 / 非表示

  • 1999年03月  東京工業大学  理工学研究科  化学専攻  博士課程・博士後期課程  修了  日本国

  • 1996年03月  慶應義塾大学  理工学研究科  化学専攻  修士課程・博士前期課程  修了  日本国

取得学位 【 表示 / 非表示

  • 東京工業大学 -  博士(理学)  1999年03月

学内職務経歴 【 表示 / 非表示

  • 2015年06月
    -
    継続中

    九州工業大学   大学院工学研究院   物質工学研究系   教授  

  • 2008年04月
    -
    2015年05月

    九州工業大学   大学院工学研究院   物質工学研究系   准教授  

所属学会・委員会 【 表示 / 非表示

  • 2010年04月
    -
    継続中
     

    日本化学会  日本国

  • 2010年04月
    -
    継続中
     

    アメリカ化学会  アメリカ合衆国

  • 2009年04月
    -
    継続中
     

    有機合成化学協会  日本国

専門分野(科研費分類) 【 表示 / 非表示

  • 有機合成化学

  • 有機合成化学

 

論文 【 表示 / 非表示

  • Structural modification of a novel inhibitor for mycobacterium enoyl-acyl carrier protein reductase assisted by in silico structure-based drug screening

    Taira J., Nagano T., Kitamura M., Yamaguchi M., Sakamoto H., Aoki S.

    International Journal of Mycobacteriology    9 ( 1 ) 12 - 17   2020年01月  [査読有り]

     概要を見る

    © 2020 Medknow. All rights reserved. Background: Mycobacterium tuberculosis enoyl-acyl carrier protein reductase (mtInhA) is involved in the biosynthesis of mycolic acids, a major component of mycobacterial cell walls, and has been targeted in the development of anti-tuberculosis (TB) drugs. In our previous in silico structure-based drug screening study, we identified KES4, a novel class of mtInhA inhibitor. KES4 is composed of four ring structures (A-D-rings) and molecular dynamic simulation predicted that the D-ring is essential for the interaction with mtInhA. Methods: The structure-activity relationship study of the D-ring was attempted and aided by in silico docking simulations to improve the mtInhA inhibitory activity of KES4. A virtual chemical library of the D-ring-modified KES4 was then constructed and subjected to in silico docking simulation against mtInhA using the GOLD program. The candidate compound showing the highest GOLD score, referred to as KEN1, was synthesized, and its biological properties were compared with those of the lead compound KES4. Results: We achieved the synthesis of KEN1 and evaluated its effects on InhA activity, mycobacterial growth, and cytotoxicity. The antimycobacterial activity of KEN1 was comparable to that of the lead compound (KES4), although it exhibited superior activity in mtInhA inhibition. \Conclusions: We obtained a KES4 derivative with high mtInhA inhibitory activity by in silico docking simulation with a chemical library consisting of a series of D-ring-modified KES4.

    DOI Scopus

  • Rh(II)-catalyzed formal [3+3] cycloaddition of diazonaphthoquinones and propargyl alcohols: Synthesis of 2,3-dihydronaphtho-1,4-dioxin derivatives

    Kitamura M., Nishimura T., Otsuka K., Shimooka H., Okauchi T.

    Tetrahedron Letters      2020年01月  [査読有り]

     概要を見る

    © 2020 A Rh(II)-catalyzed formal [3+3] cyclization of diazonaphthoquinones and propargyl alcohol is reported to afford 2,3-dihydro-1,4-benzodioxins. Various terminal propargyl alcohols react with diazonapthoquinone in the presence of Rh2(OAc)4 to give the corresponding dihydrodioxins in good to high yields. However, dihydrodioxins are not formed in the reaction of internal propargyl alcohols, and the O–H insertion product and 2,5-dihydrofurans are formed as the main product(s) depending on the terminal substituent. 2,3-Dihydro-1,4-benzodioxins are proposed to be formed via Rh(II)-catalyzed intermolecular oxonium ylide formation and subsequent 6-exo-dig cyclization with the internal alkynyl group.

    DOI Scopus

  • Improvement of the novel inhibitor for Mycobacterium enoyl-acyl carrier protein reductase (InhA): a structure–activity relationship study of KES4 assisted by in silico structure-based drug screening

    Taira J., Umei T., Inoue K., Kitamura M., Berenger F., Sacchettini J.C., Sakamoto H., Aoki S.

    Journal of Antibiotics      2020年01月  [査読有り]

     概要を見る

    © 2020, The Author(s), under exclusive licence to the Japan Antibiotics Research Association. InhA or enoyl-acyl carrier protein reductase of Mycobacterium tuberculosis (mtInhA), which controls mycobacterial cell wall construction, has been targeted in the development of antituberculosis drugs. Previously, our in silico structure-based drug screening study identified a novel class of compounds (designated KES4), which is capable of inhibiting the enzymatic activity of mtInhA, as well as mycobacterial growth. The compounds are composed of four ring structures (A–D), and the MD simulation predicted specific interactions with mtInhA of the D-ring and methylene group between the B-ring and C-ring; however, there is still room for improvement in the A-ring structure. In this study, a structure–activity relationship study of the A-ring was attempted with the assistance of in silico docking simulations. In brief, the virtual chemical library of A-ring-modified KES4 was constructed and subjected to in silico docking simulation against mtInhA using the GOLD program. Among the selected candidates, we achieved synthesis of seven compounds, and the bioactivities (effects on InhA activity and mycobacterial growth and cytotoxicity) of the synthesized molecules were evaluated. Among the compounds tested, two candidates (compounds 3d and 3f) exhibited superior properties as mtInhA-targeted anti-infectives for mycobacteria than the lead compound KES4.

    DOI Scopus

  • Selective Transesterification of 2,2,2-Trifluoroethyl Phosphates: Synthesis of Mixed Unsymmetrical Phosphates

    Tsubaki K., Shimooka H., Kitamura M., Okauchi T.

    Organic Letters    21 ( 23 ) 9779 - 9783   2019年12月  [査読有り]

     概要を見る

    © 2019 American Chemical Society. A selective transesterification starting with tris(2,2,2-trifluoroethyl) phosphate has been developed. This method involves a three-step substitution for 2,2,2-trifluoroethoxy groups and enables the facile synthesis of mixed unsymmetric phosphate triesters from three different alcohols. The substitution of the trifluoroethoxy group at the phosphorus proceeds selectively in the presence of DBU or lithium alkoxides. This method can be applied for the preparation of phospholipids.

    DOI Scopus

  • Design, Synthesis and Anticancer Evaluation of New Substituted Thiophene-Quinoline Derivatives

    Othman D., Selim K., El-Sayed M., Tantawy A., Amen Y., Shimizu K., Okauchi T., Kitamura M.

    Bioorganic and Medicinal Chemistry    27 ( 19 )   2019年10月  [査読有り]

     概要を見る

    © 2019 Elsevier Ltd A series of new isoxazolyl, triazolyl and phenyl based 3-thiophen-2-yl-quinoline derivatives were synthesized adopting click chemistry approach. In addition, the synthesis of new useful synthon, (2-chloroquinolin-3-yl) (thiophen-2-yl) methanol, is reported. The obtained compounds were characterized by spectral data analysis and evaluated for their anticancer activity. All the derivatives were subjected to in vitro MTT cytotoxicity screening assay against a panel of four different human cancer cell lines, liver (HepG-2), colon (HCT-116), human cervical cancer (HeLa) and breast (MCF-7). Out of a library of 17 compounds, two compounds have been identified as potent and selective cytotoxic agents against HeLa and MCF-7 cell lines. SAR studies for such hybridized analogues were investigated and phenyl derivatives were proved to be more potent than isoxazole and triazole derivatives. Furthermore, the promising compounds were selected for in vitro inhibition of EGFR-TK and Topo II enzymes. Also, they were subjected to cell cycle arrest analysis and apoptosis assay on MCF-7 cells. Our recent finding highlights these thiophene-quinoline analogues as a promising class of compounds for further studies concerning new anticancer therapies.

    DOI Scopus

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口頭発表・ポスター発表等 【 表示 / 非表示

  • コシノスタチンアグリコンの合成研究

    高橋周平, 清水湧太郎, 下岡弘和, 岡内辰夫, 北村充

    第55回化学関連支部合同九州大会  (北九州)  2018年06月  -  2018年06月   

  • インディゴ骨格を中心に持つ新規n型有機半導体の合成

    井津裕太, 下岡弘和, 北村充, 岡内辰夫

    第55回化学関連支部合同九州大会  (北九州)  2018年06月  -  2018年06月   

  • ビニルケテンイミン-鉄錯体の新規合成法の開発

    寺谷光平, 岡内辰夫, 北村充, 下岡弘和

    第55回化学関連支部合同九州大会  (北九州)  2018年06月  -  2018年06月   

  • ジアゾキノンを用いるアセタール化反応の開発

    藤村涼, 西村智晃, 下岡弘和, 岡内辰夫, 北村充

    第55回化学関連支部合同九州大会  (北九州)  2018年06月  -  2018年06月   

  • テアデノールの合成研究

    星野康佑, 末竹弘樹, 山口幸宏, 下岡弘和, 岡内辰夫, 北村充

    第55回化学関連支部合同九州大会  (北九州)  2018年06月  -  2018年06月   

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講演 【 表示 / 非表示

  • Azidoimidazolinium Salts: Safe and Efficient Diazo-transfer Reagents and Unique Azido-donors

    The Kyutech-KKU International Symposium ( Khon Kaen University )  2019年12月18日 

学術関係受賞 【 表示 / 非表示

  • 有機合成化学協会 九州山口支部奨励賞

    2011年12月   有機合成化学協会 九州山口支部   日本国

    受賞者:  北村 充

科研費獲得実績 【 表示 / 非表示

  • ジアゾナフトキノンからのメタロキノン生成と多置換芳香族合成への展開

    基盤研究(C)

    研究期間:  2014年04月  -  2017年03月

    研究課題番号:  26410054

  • 光学活性擬アザヘリセンの合成と不斉反応への展開

    挑戦的萌芽研究

    研究期間:  2012年04月  -  2014年03月

    研究課題番号:  24655086

  • グアニジノジアゾニウム塩を用いる合成反応の開発

    若手研究(B)

    研究期間:  2009年04月  -  2011年03月

    研究課題番号:  21750105

  • N-置換イミンを用いる多環式生体機能分子の合成

    特定領域研究

    研究期間:  2006年04月  -  2008年03月

    研究課題番号:  18032059

  • オキシムの分子内環化に基づく含窒素天然有機化合物の合成

    特定領域研究

    研究期間:  2005年04月  -  2006年03月

    研究課題番号:  17035018

 

担当授業科目 【 表示 / 非表示

  • 2019年度  有機化学Ⅱ

  • 2019年度  精密有機合成化学特論

  • 2018年度  有機化学Ⅱ

  • 2018年度  精密有機合成化学特論

  • 2018年度  応用化学特論Ⅱ

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