Aiello Anna, Fattorusso Ernesto, Luciano Paolo, Macho Antonio, Menna Marialuisa, Muñoz Eduardo
Dipartimento di Chimica delle Sostanze Naturali, Universitá degli Studi di Napoli Federico II, Via Domenico Montesano n. 49-80131, Napoli, Italy.
J Med Chem. 2005 May 5;48(9):3410-6. doi: 10.1021/jm0489915.
The ascidian Aplidium conicum collected along Sardinia coasts (Italy) contained two novel prenylated benzoquinones, designated thiaplidiaquinone A (1) and thiaplidiaquinone B (2). These compounds showed an unprecedented tetracyclic structure. We have studied the pro-apototic mechanisms of both prenylated benzoquinones in the Jurkat cell line that is derived from a human T lymphoma, and we show that both compounds induce a strong production of intracellular reactive oxygen species (ROS) in this cell line. Moreover, kinetic experiments, comparing the timing of ROS induction with the collapse of the mitochondria potential (DeltaPsi(m)), clearly showed that ROS preceded the disruption of the mitochondrial potential, and the later one paralleled the appearance of apoptotic cells. Thus, thiaplidiaquinones A and B can enter into the cells and induce cell death by apoptosis.
在意大利撒丁岛海岸采集的海鞘锥海鞘（Aplidium conicum）含有两种新型的异戊烯基化苯醌，分别命名为硫海鞘醌A（1）和硫海鞘醌B（2）。这些化合物呈现出前所未有的四环结构。我们研究了这两种异戊烯基化苯醌在源自人T淋巴瘤的Jurkat细胞系中的促凋亡机制，结果表明这两种化合物均可在该细胞系中诱导细胞内活性氧（ROS）的大量产生。此外，通过动力学实验比较ROS诱导时间与线粒体膜电位（ΔΨm）的崩溃情况，清楚地表明ROS的产生先于线粒体膜电位的破坏，而后者与凋亡细胞的出现平行。因此，硫海鞘醌A和B可进入细胞并通过凋亡诱导细胞死亡。
