Youssef Diaa T A, Shaala Lamiaa A, Mohamed Gamal A, Ibrahim Sabrin R M, Banjar Zainy M, Badr Jihan M, McPhail Kerry L, Risinger April L, Mooberry Susan L
a Department of Natural Products , Faculty of Pharmacy, King Abdulaziz University , Jeddah 21589 , Kingdom of Saudi Arabia.
Nat Prod Res. 2015;29(8):703-9. doi: 10.1080/14786419.2014.982647. Epub 2014 Nov 25.
Chemical investigation of the organic extract of a Red Sea strain of the cyanobacterium Moorea producens has afforded 2,3-seco-2,3-dioxo-lyngbyatoxin A (1). Five known compounds including lyngbyatoxin A (2), majusculamides A and B (3 and 4), aplysiatoxin (5) and debromoaplysiatoxin (6) were also isolated. Their structures were elucidated by using HR-FAB-MS, 1D and 2D NMR analyses. The compounds were evaluated for antiproliferative activity against HeLa cancer cells. Lyngbyatoxin A (2) showed potent activity, with an IC50 of 9.2 nM, while 5 and 6 displayed modest activity with IC50 values of 13.3 and 3.03 μM, respectively. In contrast, compounds 1, 3 and 4 were inactive, with IC50 values greater than 50 μM. The lack of cytotoxicity for 2,3-seco-2,3-dioxo-lyngbyatoxin A (1) demonstrates that the indole moiety in lyngbyatoxin (2) is essential for its cytotoxicity, and suggests that detoxification of 2 may be carried out by biological oxidation of the indole moiety to yield 1.
对红海蓝藻莫雷阿藻（Moorea producens）菌株的有机提取物进行化学研究，得到了2,3-开环-2,3-二氧代林加毒素A（1）。还分离出了5种已知化合物，包括林加毒素A（2）、大胞藻酰胺A和B（3和4）、海兔毒素（5）和脱溴海兔毒素（6）。通过高分辨快原子轰击质谱（HR-FAB-MS）、一维和二维核磁共振分析确定了它们的结构。对这些化合物进行了抗人宫颈癌HeLa细胞增殖活性的评估。林加毒素A（2）表现出较强的活性，半数抑制浓度（IC50）为9.2 nM，而5和6表现出中等活性，IC50值分别为13.3和3.03 μM。相比之下，化合物1、3和4无活性，IC50值大于50 μM。2,3-开环-2,3-二氧代林加毒素A（1）缺乏细胞毒性表明林加毒素（2）中的吲哚部分对其细胞毒性至关重要，并表明2的解毒可能是通过吲哚部分的生物氧化产生1来实现的。
