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重新审视伪琼氏亚历山大藻的毒素谱;膝沟藻毒素A去甲基同系物的形成。

Revisiting the toxin profile of Alexandrium pseudogonyaulax; Formation of a desmethyl congener of goniodomin A.

作者信息

Harris Constance M, Reece Kimberly S, Harris Thomas M

机构信息

Department of Chemistry,Vanderbilt University,Nashville,TN, 37235,USA.

Department of Aquatic Health Sciences, Virginia Institute of Marine Science, William & Mary, P.O. Box 1346, Gloucester Point, VA, 23062, USA.

出版信息

Toxicon. 2020 Dec;188:122-126. doi: 10.1016/j.toxicon.2020.09.013. Epub 2020 Sep 28.

DOI:10.1016/j.toxicon.2020.09.013
PMID:32991938
Abstract

During a survey of the production of goniodomin A (GDA) by Alexandrium pseudogonyaulax in Danish coastal waters, Krock et al. (2018) obtained mass spectral evidence for the presence of a truncated congener, herein termed GD754, having a molecular weight 14 Da lower than GDA and assigned it as goniodomin B (GDB). An erroneous structure of GDB involving deletion of a methylene group between rings B and D had previously been reported by Espiña et al. (2016) but without experimental details. HPLC properties reported by Krock for GD754 point to it being a homolog of GDA. Comparison of mass spectral fragmentation data reported for GD754 with fragmentation data for GDA, show it to be a truncated form of GDA with the deletion involving a CH group from ring F or one of the two methyl substituents on ring F, not elsewhere on the molecule. On biosynthetic grounds, the GD754 congener is proposed to be 34-desmethyl-GDA. Further experimental work will be required to confirm this hypothesis.

摘要

在对丹麦沿海水域中伪渐尖藻产生的类视黄醛A(GDA)进行调查期间,克罗克等人(2018年)获得了质谱证据,证明存在一种截短的同系物,在此称为GD754,其分子量比GDA低14 Da,并将其指定为类视黄醛B(GDB)。埃斯皮尼亚等人(2016年)此前曾报道过GDB的一个错误结构,涉及环B和环D之间亚甲基的缺失,但没有实验细节。克罗克报道的GD754的高效液相色谱特性表明它是GDA的同系物。将报道的GD754的质谱裂解数据与GDA的裂解数据进行比较,表明它是GDA的一种截短形式,缺失涉及环F上的一个CH基团或环F上两个甲基取代基之一,而非分子的其他部位。基于生物合成的理由,GD754同系物被认为是34-去甲基-GDA。需要进一步的实验工作来证实这一假设。

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