A new lyngbyatoxin from the Hawaiian cyanobacterium Moorea producens.

A new lyngbyatoxin from the Hawaiian cyanobacterium Moorea producens.
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DOI:
10.3390/md12052748
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发表时间:
2014-05-12
期刊:
影响因子:
5.4
通讯作者:
Nagai H
Nagai H
中科院分区:
医学2区
文献类型:
--
作者:
Jiang W;Zhou W;Uchida H;Kikumori M;Irie K;Watanabe R;Suzuki T;Sakamoto B;Kamio M;Nagai H

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由海洋蓝藻Moorea Producens(前身为Lyngbya Majuscula)产生的Lyngbyatoxin A具有高度的炎症作用,被认为是引起游泳者瘙痒的病原体。从采自夏威夷的产草分枝杆菌乙酸乙酯提取物中分离到一种新的有毒化合物和毒素A。HR-ESI-MS和核磁共振波谱分析表明,分离得到的化合物具有与红曲霉毒素A相同的平面结构。旋光度和圆二色谱结果表明,该化合物为新的红曲霉毒素A衍生物,12-表红曲霉毒素A(1)。在细胞毒性和甲壳动物致死性试验中,12-表儿茶毒毒素A对蛋白激酶Cδ(δδ)的亲和力比鸡毒素A低100多倍。
Lyngbyatoxin A from the marine cyanobacterium Moorea producens (formerly Lyngbya majuscula) is known as the causative agent of “swimmer’s itch” with its highly inflammatory effect. A new toxic compound was isolated along with lyngbyatoxin A from an ethyl acetate extract of M. producens collected from Hawaii. Analyses of HR-ESI-MS and NMR spectroscopies revealed the isolated compound had the same planar structure with that of lyngbyatoxin A. The results of optical rotation and CD spectra indicated that the compound was a new lyngbyatoxin A derivative, 12-epi-lyngbyatoxin A (1). While 12-epi-lyngbyatoxin A showed comparable toxicities with lyngbyatoxin A in cytotoxicity and crustacean lethality tests, it showed more than 100 times lower affinity for protein kinase Cδ (PKCδ) using the PKCδ-C1B peptide when compared to lyngbyatoxin A.
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