5,6-Dihydro-α-pyrones from the leaves of Cryptocarya pulchinervia (Lauraceae)

5,6-Dihydro-α-pyrones from the leaves of Cryptocarya pulchinervia (Lauraceae)
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DOI:
10.1007/s11418-020-01397-7
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发表时间:
2020-03-23
影响因子:
3.3
通讯作者:
Syah, Yana M.
Syah, Yana M.
中科院分区:
医学3区
文献类型:
--
作者:
Juliawaty, Lia D.;Ra'idah, Pramukti N.;Syah, Yana M.

文献摘要

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从厚壳桂(Cryptocarya pulchrinervia)的叶片中分离得到三个新的5,6-二氢-α-吡喃酮衍生物,分别命名为(S)-皱果内酯(1),Pulchrinervialactone A(2),Pulchrinervialactone B(4),沿着一个已知的吡喃酮,隐短叶甲内酯C(3)和三个已知的酰胺衍生物(5-7)。根据大量的光谱数据和文献数据,确定了化合物1-7的结构。通过单晶X射线衍射分析确定了化合物3和4的构型。这也是首次发现(S)-rugulactone(1)为天然产物。此外,使用[3-(4,5-二甲基噻唑-2-基)-2,5-二苯基四唑溴盐]测定评价分离的化合物对P-388细胞的初步细胞毒性活性。除化合物4外,所有吡喃酮均具有显著抑制P-388细胞生长的活性,而酰胺衍生物(5-7)显示中等至弱的活性。因此,化合物1-3可以潜在地进一步用于抗癌剂的检查。
Three new 5,6-dihydro-alpha-pyrones derivatives, named (S)-rugulactone (1) pulchrinervialactone A (2), and pulchrinervialactone B (4), along with one known pyrone, cryptobrachytone C (3), and three known amide derivatives (5-7) have been isolated from the leaves of Cryptocarya pulchrinervia. The structures of 1-7 were elucidated based on extensive spectroscopic data and comparison with literatures. The configurations of compounds 3 and 4 were established by single crystal X-ray diffraction analysis. This is also the first report in finding (S)-rugulactone (1) as a natural product. In addition, the preliminary cytotoxic activity of the isolated compounds was evaluated against P-388 cells using the [3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide] assay. All the pyrones, except compound 4, were active significantly inhibiting the growth of P-388 cells, while the amides derivatives (5-7) showed moderate to weak activities. Therefore, compounds 1-3 could be potentially examined further for anticancer agents.