Centro de Investigacións Mariñas (CIMA), Pedras de Corón s/n, 36620 Vilanova de Arousa, Spain.
Intecmar (Instituto Tecnolóxico para o Control do Medio Mariño de Galicia), Peirao de Vilaxoán s/n, Vilagarcía de Arousa, 36611 Pontevedra, Spain.
Toxins (Basel). 2022 Dec 2;14(12):848. doi: 10.3390/toxins14120848.
The presence of a 13-desmethyl Spirolide C isomer (Iso-13-desm SPX C) is very common in some infaunal mollusks in Galicia contaminated with this toxin. Its possible origin by biological transformation was investigated by incubating homogenates of the soft tissues of limpets and cockles spiked with 13-desmethyl Spirolide C (13-desm SPX C). The involvement of an enzymatic process was also tested using a raw and boiled cockle matrix. The enzymatic biotransformation of the parent compound into its isomer was observed in the two species studied, but with different velocities. The structural similarity between 13-desm SPX C and its isomer suggests that epimerization is the most likely chemical process involved. Detoxification of marine toxins in mollusks usually implies the enzymatic biotransformation of original compounds, such as hydroxylation, demethylation, or esterification; however, this is the first time that this kind of transformation between spirolides in mollusks has been demonstrated.
在加利西亚受这种毒素污染的一些底栖软体动物中,经常存在 13-去甲石房蛤毒素同系物(Iso-13-desm SPX C)。通过用 13-去甲石房蛤毒素(13-desm SPX C)对帽贝和贻贝匀浆进行孵育,研究了其可能的生物转化来源。还使用生的和煮熟的贻贝基质测试了酶促过程的参与。在研究的两种物种中观察到母体化合物向其同系物的酶促生物转化,但转化速度不同。13-去甲石房蛤毒素 C 和其同系物之间的结构相似性表明,差向异构化是最有可能涉及的化学过程。软体动物中海洋毒素的解毒作用通常意味着原始化合物的酶促生物转化,如羟化、去甲基化或酯化;然而,这是首次证明软体动物中这种石房蛤毒素之间的这种转化。