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桉叶碳酸酯,一种来自佛罗里达群岛海洋丝状蓝藻席(颤藻目)的桉烷型倍半萜。

Eudesmacarbonate, a Eudesmane-Type Sesquiterpene from a Marine Filamentous Cyanobacterial Mat (Oscillatoriales) in the Florida Keys.

作者信息

Lydon Christina A, Mathivathanan Logesh, Sanchez Juanita, Dos Santos Larissa A H, Sauvage Thomas, Gunasekera Sarath P, Paul Valerie J, Berry John P

机构信息

Department of Chemistry and Biochemistry, Marine Science Program, Florida International University, 3000 NE 151st Street, North Miami, Florida 33181, United States.

Department of Chemistry and Biochemistry, Florida International University, 11200 SW 8th Street, Miami, Florida 33199, United States.

出版信息

J Nat Prod. 2020 Jun 26;83(6):2030-2035. doi: 10.1021/acs.jnatprod.0c00203. Epub 2020 May 28.

Abstract

A new, cyclic carbonate eudesmane-type sesquiterpene, eudesmacarbonate (), was isolated from marine filamentous cyanobacterial mats associated with apparent ingestion-related intoxications of captive bottlenose dolphins in the Florida Keys. Sequencing of 16S rDNA revealed that mats were composed of closely related Oscillatoriacean species including a previously undocumented species of . The structure of was elucidated by (+)-HRESIMS, 1D and 2D NMR, single-crystal X-ray diffraction, and vibrational circular dichroism data. Toxicity of was assessed in the zebrafish embryo/larval model, and was found to exhibit effects qualitatively similar to those observed for the known neurotoxin brevetoxin-2 and consistent with neurobehavioral impairment.

摘要

从与佛罗里达群岛圈养宽吻海豚明显的摄入性中毒相关的海洋丝状蓝藻垫中分离出一种新的环状碳酸桉烷型倍半萜,即桉烷碳酸酯()。16S rDNA测序显示,藻垫由密切相关的颤藻科物种组成,包括一种以前未记录的 物种。通过(+)-高分辨电喷雾电离质谱、一维和二维核磁共振、单晶X射线衍射和振动圆二色性数据阐明了 的结构。在斑马鱼胚胎/幼体模型中评估了 的毒性,发现 表现出与已知神经毒素短裸甲藻毒素-2观察到的效应在性质上相似的效应,并且与神经行为损伤一致。

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