Brominated pyrrole alkaloids from marine Agelas sponges reduce depolarization-induced cellular calcium elevation
Brominated pyrrole alkaloids from marine Agelas sponges reduce depolarization-induced cellular calcium elevation
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DOI：
10.1016/j.toxicon.2004.04.001
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发表时间：
2004-07-01
期刊：
影响因子：
2.8
通讯作者：
Assmann, M
中科院分区：
文献类型：
--
作者：
Bickmeyer, U;Drechsler, C;Assmann, M
测试了从 Agelas 海绵中分离出的七种吡咯生物碱与细胞钙稳态的相互作用。溴化吡咯生物碱可降低 PC12 细胞中电压依赖性钙升高。二溴莫西汀是最有效的生物碱，半数浓度为 2.8 μM，其次是 sceptrin (67.5 μM) 和 oroidin (75.8 μM)。 4，5-二溴吡咯-2-羧酸在浓度超过30μM时降低钙升高，但在浓度高达1mM时不能消除钙升高。 4-溴吡咯-2-羧酸和吡咯-2-羧酸在这方面没有活性。通过将 oroidin 与 4,5-二溴吡咯-2-羧酸进行比较表明，氨基咪唑基团似乎对电压依赖性钙升高具有显着影响。吡咯部分的溴化程度是另一个重要因素，如通过比较4,5-二溴吡咯-2-羧酸与4-溴吡咯-2-羧酸、以及oroidin与hymenidin以及二溴七烯与sceptrin的比较所显示的。先前报道的阿吉拉斯海绵中溴化吡咯生物碱对掠食性礁鱼的摄食威慑活性可能部分是由于这些生物碱与细胞钙稳态的一般相互作用所致。使用海兔海兔鼻孔中的感觉神经元显示了海水中溴吡咯生物碱的化学感受。 (C) 2004 Elsevier Ltd. 保留所有权利。
Seven pyrrole alkaloids isolated from Agelas sponges were tested for interactions with the cellular calcium homeostasis. Brominated pyrrole alkaloids reduced voltage dependent calcium elevation in PC12 cells. Dibromosceptrin was the most potent alkaloid with a half maximal concentration of 2.8 muM followed by sceptrin (67.5 muM) and oroidin (75.8 muM). 4,5-Dibromopyrrole-2-carboxylic acid reduced calcium elevation at concentrations exceeding 30 muM but did not eliminate calcium elevation at concentrations up to I mM. 4-Bromopyrrole-2-carboxylic acid and pyrrole-2-carboxylic acid were not active in this respect. The aminoimidazole group appeared to have a significant effect on voltage dependent calcium elevation shown by the comparison of oroidin with 4,5-dibromopyrrole-2-carboxylic acid. The degree of bromination of the pyrrole moiety is another important factor, as was shown by the comparison of 4,5-dibromopyrrole-2-carboxylic acid with 4-bromopyrrole-2-carboxylic acid, as well as oroidin with hymenidin and dibromosceptrin with sceptrin. The previously reported feeding deterrent activity of brominated pyrrole alkaloids in Agelas sponges against predatory reef fish may partly be explained by a general interaction of these alkaloids with the cellular calcium homeostasis. The chemoreception of bromopyrrole alkaloids in sea water is shown using sensory neurons in the rhinophore of the sea slug Aplysia punctata. (C) 2004 Elsevier Ltd. All rights reserved.