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首页> 外文期刊>Chemistry and Physics of Lipids >Antibacterial effect of indene on Helicobacter pylori correlates with specific interaction between its compound and dimyristoyl-phosphatidylethanolamine
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Antibacterial effect of indene on Helicobacter pylori correlates with specific interaction between its compound and dimyristoyl-phosphatidylethanolamine

机译：indene对幽门螺杆菌对其化合物与磷酰氨基乙醇胺的特异性相互作用的抗菌作用

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摘要

Recent studies by our group have suggested that the vitamin D-3 decomposition product VDP1 [(1R,3aR,7aR)-1-[(1R)-1,5-dimethylhexyl]octahydro-7a-methyl-4H-inden-4-one] confers the potent bactericidal action to Helicobacter pylori by targeting the membranal dimyristoyl-phosphatidylethanolamine (di-14:0 PE). In this study we synthesized a new VDP1 derivative to advance further investigation as for the correlative relationship between VDP1 structure and anti-H. pylori activity or PE vesicle collapse induction activity. The derivative VD3-7 [(1R,7aR)-4-fluoro-7a-methyl-14(R)-6-methylheptan-2-yDoctahydro-1H-indene] retained a fluorine atom in place of the oxygen atom of VDP1. The fluorination of the carbonyl portion of VDP1 forfeited the effective anti-H. pylori activity. We, therefore, prepared Coomassie brilliant blue (CBB)-containing unilamellar vesicles consisting of various PE molecular species, and examined the vesicle collapse induction activity of either VDP1 or VD3-7 by detecting the CBS eluted from the PE unilamellar vesicles. VDP1 strongly induced CBB elution from the unilamellar vesicles of rectus-PE retaining the same two fatty acid side-chains shorter than carbon numbers 14, indicating that VDP1 specifically disrupted the vesicular conformation of those PE unilamellar vesicles. Meanwhile, VD3-7 had no influence on the structural stability of any PE unilamellar vesicles. This study obtained additional evidence that VDP1 acts as a bactericidal agent on H. pylori by targeting the membranal di-14:0 PE.
机译：我们群体的最近研究表明，维生素D-3分解产物VDP1 [（1R，3AR，7AR）-1 - [（1R）-1,5-二甲基己基]八氢钕-7A-甲基-4H-Inden-4-一种]通过靶向膜Divyristoyl-磷脂酰乙醇胺（di-14：0 pe）来赋予幽门螺杆菌有效的杀菌作用。在这项研究中，我们综合了新的VDP1衍生物，以进一步调查VDP1结构与抗H之间的相关关系。幽门螺杆菌活性或PE囊泡塌陷诱导活性。衍生物Vd3-7 [（1R，7AR）-4-氟-7a-甲基-14（R）-6-甲基-2- ydoctahydro-1h-indene]保留氟原子代替Vdp1的氧原子。 VDP1的羰基部分的氟化物无效。幽门螺杆菌活动。因此，我们制备了由各种PE分子物种组成的Coomassie辉煌的蓝色（CBB） - 统一的Unilamellar囊泡，通过检测从PE Unilamellar囊泡洗脱的CBS检测VDP1或Vd3-7的囊泡塌陷感应活性。 VDP1强烈地诱导了直肠体积的Unilamellar囊泡的CBB洗脱，保持与碳数14短的相同的两个脂肪酸侧链，表明VDP1特异性地破坏了那些PE Unilamellar囊泡的囊泡构象。同时，VD3-7对任何PE Unilamellar囊泡的结构稳定性没有影响。该研究获得了额外的证据，即通过靶向膜DI-14：0 PE，VDP1用作幽门螺杆菌上的杀菌剂。

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  • 来源
    《Chemistry and Physics of Lipids》 |2020年第2020期|共8页
  • 作者

    Wanibuchi Kiyofumi; Takezawa Motoki; Hosoda Kouichi; Amgalanbaatar Avarzed; Tajiri Kentaro; Koizumi Yuki; Niitsu Sakura; Masui Hisashi; Sakai Yuki; Shoji Mitsuru; Takahashi Takashi; Hirai Yoshikazu; Shimomura Hirofumi;

  • 作者单位

    Yokohama Univ Pharm Fac Pharmaceut Sci Totsuka Ku 601 Matano Cho Yokohama Kanagawa 2450066 Japan;

    Yokohama Univ Pharm Fac Pharmaceut Sci Totsuka Ku 601 Matano Cho Yokohama Kanagawa 2450066 Japan;

    Nikon Cell Innovat Co Ltd Koto Ku 2-4-10 Shinsuna Tokyo 1360075 Japan;

    Mongolian Natl Univ Med Sci Sch Biomed Dept Microbiol &

    Immunol Zoing St Ulaanbaatar 14210 Mongolia;

    Yokohama Univ Pharm Fac Pharmaceut Sci Totsuka Ku 601 Matano Cho Yokohama Kanagawa 2450066 Japan;

    Yokohama Univ Pharm Fac Pharmaceut Sci Totsuka Ku 601 Matano Cho Yokohama Kanagawa 2450066 Japan;

    Yokohama Univ Pharm Fac Pharmaceut Sci Totsuka Ku 601 Matano Cho Yokohama Kanagawa 2450066 Japan;

    Yokohama Univ Pharm Fac Pharmaceut Sci Totsuka Ku 601 Matano Cho Yokohama Kanagawa 2450066 Japan;

    Yokohama Univ Pharm Fac Pharmaceut Sci Totsuka Ku 601 Matano Cho Yokohama Kanagawa 2450066 Japan;

    Yokohama Univ Pharm Fac Pharmaceut Sci Totsuka Ku 601 Matano Cho Yokohama Kanagawa 2450066 Japan;

    Yokohama Univ Pharm Fac Pharmaceut Sci Totsuka Ku 601 Matano Cho Yokohama Kanagawa 2450066 Japan;

    Tamano Inst Hlth &

    Human Serv 1-1-20 Chikko Tamano Okayama 7600002 Japan;

    Big Bear Vet Hosp Higashi Ku 3-1-5 Oyama Kumamoto Kumamoto 8618045 Japan;

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  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类 脂类;
  • 关键词

    Helicobacter pylori; Indene; Phosphatidylethanolamine; Myristic acid; Vitamin D;

    机译：幽门螺杆菌;indene;磷脂酰乙醇胺;肉豆蔻酸;维生素D;

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