Key Laboratory of Ethnic Medicine Resource Chemistry, State Ethnic Affairs Commission & Ministry of Education, Yunnan University of Nationalities, Kunming, Yunnan, People's Republic of China.
Bioorg Med Chem Lett. 2012 Mar 15;22(6):2350-3. doi: 10.1016/j.bmcl.2012.01.068. Epub 2012 Feb 4.
Four new compounds, oliganthins A-D (1-4), and one known caged xanthone gaudichaudione H (5) were isolated from the stems of Garcinia oligantha. The structures of the new compounds were elucidated by spectroscopic evidences. All of the five compounds were evaluated for their apoptosis-inducing effects using HeLa-C3 cells which have been genetically engineered to produce a fluorescent biosensor capable of detecting caspase-3 activation. All of them induced cell apoptosis at 10 μM or lower concentrations. The apoptotic activity of oliganthins A, B and gaudichaudione H were further confirmed by detecting the cleavage of PARP, which is the substrate of activated caspase-3, in these compounds-treated cells using the method of Western blot. Moreover, the values of IC(50) were measured for all five compounds on HeLa cells using the MTT assay. Among them, gaudichaudione H had the lowest IC(50) value of 0.90 μM, while the other four new compounds had IC(50) values of 1.58, 1.52, 4.15, and 7.82 μM, respectively. These results show that gaudichaudione H has the strongest apoptosis-inducing effect and cell growth inhibition effect among these xanthones and it may have the potential to be developed into a new anticancer agent.
从藤黄属植物密花藤黄的茎中分离得到了 4 种新化合物寡紫檀素 A-D（1-4）和 1 种已知笼状紫檀酮 gaudichaudione H（5）。通过光谱证据阐明了新化合物的结构。所有这 5 种化合物均在经过基因工程改造的 HeLa-C3 细胞中评估了其诱导细胞凋亡的作用，该细胞能够产生一种荧光生物传感器，能够检测 caspase-3 的激活。它们都在 10 μM 或更低浓度下诱导细胞凋亡。寡紫檀素 A、B 和 gaudichaudione H 的凋亡活性通过检测 PARP 的切割进一步得到证实，PARP 是 caspase-3 激活的底物，在这些化合物处理的细胞中，采用 Western blot 法。此外，还采用 MTT 法测定了这 5 种化合物对 HeLa 细胞的 IC50 值。其中，gaudichaudione H 的 IC50 值最低，为 0.90 μM，而其他 4 种新化合物的 IC50 值分别为 1.58、1.52、4.15 和 7.82 μM。这些结果表明，gaudichaudione H 在这些紫檀酮中具有最强的诱导细胞凋亡和抑制细胞生长的作用，它可能具有开发成为一种新型抗癌药物的潜力。
