A recent untargeted metabolomics investigation into the chemical profile of 10 organic extracts from cf. Symploca spp. revealed several interesting chemical leads for further natural product drug discovery. Subsequent target-directed isolation efforts with one of these, a Panamanian marine cyanobacterium cf. Symploca sp., yielded a phenethylamide metabolite that terminates in a relatively rare gem-dichlorovinylidene moiety, caracolamide A (1), along with a known isotactic polymethoxy-1-alkene (2). Detailed NMR and HRESIMS analyses were used to determine the structures of these molecules, and compound 1 was confirmed by a three-step synthesis. Pure compound 1 was shown to have in vitro calcium influx and calcium channel oscillation modulatory activity when tested as low as 10 pM using cultured murine cortical neurons, but was not cytotoxic to NCI-H460 human non-small-cell lung cancer cells in vitro (IC₅₀ > 10 μM).

中文翻译：

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Caracolamide A的发现和合成，该离子通道可调节巴拿马海洋蓝藻中含有苯乙酰胺的二氯亚乙烯基。plo科植物

最近对10种来自cf.的有机提取物的化学特征进行了非目标代谢组学研究。Symploca spp。揭示了一些有趣的化学线索，可进一步发现天然药物。随后的目标定向分离工作之一是巴拿马海洋蓝细菌cf. Symploca sp。产生了苯乙酰胺代谢物，该苯乙酰胺代谢物终止于一种相对罕见的宝石-二氯亚乙烯基部分，即caracolamide A（1），以及一种已知的全同立构聚甲氧基-1-烯烃（2）。使用详细的NMR和HRESIMS分析来确定这些分子的结构，并通过三步合成法确认了化合物1。纯化合物1当使用培养的鼠皮质神经元测试低至10 pM时，具有体外钙内流和钙通道振荡调节活性，但对NCI-H460人非小细胞肺癌细胞无细胞毒性（IC ₅₀ > 10μM）。