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Zhongguo Zhongyao Zazhi 2010-Feb

[Terpenoids of Heteroplexis micocephala and their bioactivities].

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Xiaona Fan
Sheng Lin
Chenggen Zhu
Jinfeng Hu
Yang Liu
Xiaoguang Chen
Naihong Chen
Wenjie Wang
Jiangong Shi

Ključne riječi

Sažetak

OBJECTIVE

To investigate the chemical constituents of Heteroplexis nicocephala.

METHODS

The constituents were isolated by using a combination of various chromatographic techniques including column chromatography over silica gel, Pharmadex LH-20, and C-18, as well as reversed-phase HPLC. Structures of the isolates were identified by spectroscopic data analysis. In vitro cytotoxic, neuroprotective, and anti-inflammatory activities were screened by using cell-based models.

RESULTS

Seventeen terpenoids were isolated. The structures were identified as two monoterpenoids: (-)-bomyl ferulate(1) and loliolide(2). Seven sesquiterpenoids: 1beta-hydroxy-alpha-cyperone(3) , alpha-rotunol(4), 10alpha-hydroxycadin-4-en-15-al (5), 1-epi-10beta-hydroxycadin-4-en-15-al(6), 10alpha-hydroxyisodauc-3-en-15-al(7), germacrene B(8), and mandassidione(9). Five diterpenoids: 12-epi-bacchotricuneatin A(10), 1-hydroxy-12-epi-bacchotricuneatin A(11), cleroinermin(12), desoxyarticulin(13), and anhydroolearin(14). And three triterpenoids: friedelin (15), ursolic acid(16), and obtusalin(17). In the in vitro assays, 1 showed selective cytotoxic activity against BGC-823, with an IC50 value of 8.00 x 10(-5) mol x L(-1). At a concentration of 1 x 10(-5) mol x L(-1), 12 showed neuroprotective activity against MPP+ induced PC12-syn cell damage, with a relative cell proliferation rate of 104.32% (P < 0.001). 2 exhibited inhibitory activity against the release of beta-glucuronidase from the polymorphous nuclear leukocytes induced by PAF, with an inhibitory rate of 52.7% (P < 0.05) at the same concentration.

CONCLUSIONS

Compounds 1-17 were obtained from the genus Heteroplexis for the first time. 1 showed selective cytotoxic activity against human gastric cancer cell lines (BGC-823), 12 and 2 showed potent neuroprotective and anti-inflammatory activities, respectively.

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