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Adamantyl and homoadamantyl derivatives from Garcinia multiflora fruits

机译：来自Garcinia Multiflora果实的金刚烷基和冠状酰胺酰胺衍生物

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摘要

Nine undescribed caged polycyclic polyprenylated acylphloroglucinols (PPAPs), including adamantane type PPAPs (1-2), and homoadamantane type PPAPs (3-9), were isolated from the fruits of Garcinia multiflora, along with three known analogues. A new epimeric pair of isohypersampsonone B (5) and epi-isohypersampsonone B (6), featuring an unusual hexahydrofuro[2,3-b]furan-diepoxy ring system fused in a homoadamantane skeleton, was not separated due to the rapid equilibration between the two isomeric forms. All new caged PPAPs (1-9), sharing a common isogeranyl group, were determined on the basis of comprehensive NMR and MS spectroscopic data. Their cytotoxicity against three human tumor cell lines (SGC-7901, HepG2, HCT-116) and the nitric oxide production inhibitory activity of lipopolysaccharides-stimulated RAW 264.7 cells were tested. Compounds 8 and 12 displayed mild cytotoxicity against three human cancer cell lines with IC50 values of 10-20 M. Furthermore, compounds 8 and 12 also exhibited NO production inhibitory effect with an IC50 value of 18.24 and 12.50 M respectively.
机译：与Garcinia Multiflora的水果一起分离出九个未描述的笼式多环聚烯基的酰基乙酰氯（PPAPS），包括金刚烷型PPAP（1-2）和冠状丹烷型PPAP（3-9），以及三种已知的类似物。一种新的映射对IsohypersampsononOnone B（5）和EPI-Isohypersampsonone B（6），其具有融合在同源式骨架中的不寻常的六氢呋喃[2,3-B]呋喃 - 模糊环系统，由于之间的快速平衡，未分离两种异构形式。根据全面的NMR和MS光谱数据确定共用普通异戊烷基的所有新的笼式PPAP（1-9）。对三种人肿瘤细胞系（SGC-7901，HEPG2，HCT-116）和脂多糖刺激的原料264.7细胞的一氧化氮产生抑制活性的细胞毒性。化合物8和12显示出对三种人癌细胞系的轻度细胞毒性，IC 50值为10-20米。此外，化合物8和12也没有与IC50值分别的产生抑制作用分别为18.24和12.50μm。

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  • 来源
    《RSC Advances》 |2019年第22期|共9页
  • 作者

    Chen Yu; Ma Ziyu; Teng Haida; Gan Fei; Xiong Hui; Mei Zhinan; Yang Guangzhong;

  • 作者单位

    South Cent Univ Nationalities Coll Chem &

    Mat Sci Wuhan 430074 Hubei Peoples R China;

    South Cent Univ Nationalities Coll Chem &

    Mat Sci Wuhan 430074 Hubei Peoples R China;

    South Cent Univ Nationalities Coll Chem &

    Mat Sci Wuhan 430074 Hubei Peoples R China;

    South Cent Univ Nationalities Coll Chem &

    Mat Sci Wuhan 430074 Hubei Peoples R China;

    South Cent Univ Nationalities Sch Pharmaceut Sci Wuhan 430074 Hubei Peoples R China;

    South Cent Univ Nationalities Sch Pharmaceut Sci Wuhan 430074 Hubei Peoples R China;

    South Cent Univ Nationalities Sch Pharmaceut Sci Wuhan 430074 Hubei Peoples R China;

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  • 正文语种 eng
  • 中图分类 化学;
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