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一种来自夏威夷蓝藻Moorea producens的新型林加毒素。

A new lyngbyatoxin from the Hawaiian cyanobacterium Moorea producens.

作者信息

Jiang Weina, Zhou Wei, Uchida Hajime, Kikumori Masayuki, Irie Kazuhiro, Watanabe Ryuichi, Suzuki Toshiyuki, Sakamoto Bryan, Kamio Michiya, Nagai Hiroshi

机构信息

Department of Ocean Sciences, Tokyo University of Marine Science and Technology, Tokyo 108-8477, Japan.

Division of Food Science and Biotechnology, Graduate School of Agriculture, Kyoto University, Kyoto 606-8502, Japan.

出版信息

Mar Drugs. 2014 May 12;12(5):2748-59. doi: 10.3390/md12052748.

Abstract

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.

摘要

来自海洋蓝藻 Moorea producens(原 Lyngbya majuscula)的林加毒素 A 因其高度炎症效应而被认为是“游泳者瘙痒症”的致病因子。从夏威夷采集的 Moorea producens 的乙酸乙酯提取物中,一种新的有毒化合物与林加毒素 A 一起被分离出来。高分辨电喷雾电离质谱(HR-ESI-MS)和核磁共振光谱(NMR)分析表明,分离出的化合物与林加毒素 A 具有相同的平面结构。旋光和圆二色光谱结果表明,该化合物是一种新的林加毒素 A 衍生物,12-表林加毒素 A(1)。虽然在细胞毒性和甲壳类动物致死性测试中,12-表林加毒素 A 与林加毒素 A 表现出相当的毒性,但与林加毒素 A 相比,使用 PKCδ-C1B 肽时,它对蛋白激酶 Cδ(PKCδ)的亲和力低 100 多倍。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c388/4052313/5aba0c4296eb/marinedrugs-12-02748-g001.jpg

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