Anti-proliferative ambuic acid derivatives from Hawaiian endophytic fungus Pestalotiopsis sp. FT172.

Anti-proliferative ambuic acid derivatives from Hawaiian endophytic fungus Pestalotiopsis sp. FT172.
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DOI:
10.1016/j.phytochem.2017.04.017
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发表时间:
2017-08
期刊:
影响因子:
3.8
通讯作者:
Cao S
Cao S
中科院分区:
生物学2区
文献类型:
--
作者:
Li CS;Yang BJ;Turkson J;Cao S

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从拟盘多毛孢属FT 172的培养液中分离出五种以前未描述的ambuic酸衍生物,pestallic酸A-E和三种已知的类似物。新化合物的结构通过高分辨质谱和核磁共振波谱数据分析确定。通过与文献值比较,确定了pestallic acid B-E的绝对构型。针对A2780和顺铂抗性A2780(A2780 CisR)细胞系测试所有化合物。Pestallic acid E和(+)-ambuic acid显示出强活性,IC 50值为3.3 - 17.0 μM。夏威夷内生真菌拟盘多毛孢属FT 172的提取物的生物测定引导的分级分离导致八种化合物的分离,包括五种先前未描述的ambuic酸衍生物pestallic酸A-E。它们的化学结构通过高分辨质谱和核磁共振光谱确定。评价所有分离株对A2780和顺铂耐药A2780(A2780 CisR)癌细胞系的抗增殖活性。Pestallic acid E对A2780和A2780 CisR细胞系显示出强的抗增殖活性,IC 50值分别为3.3和5.1 μM,(+)-ambuic acid对上述两种癌细胞系显示出抑制活性,IC 50值分别为10.1和17.0 μM。
Five previously undescribed ambuic acid derivatives, pestallic acids A–E and three known analogs were isolated from the cultured broth of Pestalotiopsis sp. FT172. The structures of the new compounds were determined through the analysis of HRMS and NMR spectroscopic data. The absolute configurations (ACs) of pestallic acids B–E were assigned by comparison of the experimental electric circular dichroism (ECD) spectra or the optical rotations with those in the literature. All compounds were tested against A2780 and cisplatin resistant A2780 (A2780CisR) cell lines. Pestallic acid E and (+)-ambuic acid showed potent activities with IC50 values from 3.3 to 17.0 μM. Bioassay-guided fractionation of an extract from a Hawaiian endophytic fungus Pestalotiopsis sp. FT172 led to the isolation of eight compounds, including five previously undescribed ambuic acid derivatives pestallic acids A–E. Their chemical structures were determined by HRMS and NMR spectroscopy. All isolates were evaluated for their anti-proliferative activity against A2780 and cisplatin-resistant A2780 (A2780CisR) cancer cell lines. Pestallic acid E showed potent anti-proliferative activity against A2780 and A2780CisR cell lines with IC50 values of 3.3 and 5.1 μM, respectively, and (+)-ambuic acid demonstrated inhibitory activity against the above two cancer cell lines with IC50 values of 10.1 and 17.0 μM, respectively.
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