Polycyclic Polyprenylated Acylphloroglucinols and Chromone O-Glucosides from Hypericum henryi subsp uraloides

Polycyclic Polyprenylated Acylphloroglucinols and Chromone O-Glucosides from Hypericum henryi subsp uraloides
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DOI:
10.1002/cbdv.200900009
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发表时间:
2010-01-01
影响因子:
2.9
通讯作者:
Zhao, Qin-Shi
Zhao, Qin-Shi
中科院分区:
化学3区
文献类型:
--
作者:
Chen, Xuan-Qin;Li, Yan;Zhao, Qin-Shi

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从金丝桃地上部分分离得到两个新的C(30)-表位多环多戊烯基间苯三酚(PPAPs),分别命名为uralodins B和C(1,2)。乌拉罗酮类化合物和两个新的色酮糖苷。熊果色酮A和B(分别为3和4),以及16个已知化合物。通过广泛的核磁共振技术和MS分析确定了它们的结构。当用TLC检测时,差向异构体1和2总是表现为单一的化合物,并被高效液相色谱分离。通过与已知类似物的核磁共振数据的对比分析,结合ROESY实验,区分了它们的构型。对所有分离的PPAP进行了细胞毒活性测定,包括对HepG2、SGC7901、HL-60和K562细胞的杀伤活性。化合物1对SGC7901和HL-60细胞有一定的细胞毒作用,化合物2对HepG2、SGC7901、HL-60和K562细胞有一定的细胞毒作用。
Two new C(30)-epimeric polycyclic polyprenylated acylphloroglucinols (PPAPs), named uralodins B and C (1 and 2, resp.), were isolated from the aerial parts of Hypericum henryi subsp. uraloides together with two new chromone glucosides. urachromones A and B (3 and 4, resp.), as well as 16 known compounds. Their structures were established by extensive NMR techniques and MS analysis. The epimers 1 and 2 always behaved like a single compound when examined by TLC, and were separated by HPLC. Their configuration was distinguished by comparative analysis of the NMR data with known analogues together with the ROESY experiment. All the isolated PPAPs were evaluated for their cytotoxic activities against HepG2, SGC7901, HL-60, and K562 cell lines. Compound 1 showed modest cytotoxic activities against SGC7901 and HL-60 cell lines, and 2 showed modest cytotoxic activities against HepG2, SGC7901, HL-60, and K562 cell lines.