Structural Determination of Novel Acylpolyamines from the Venom of Nephila clavipes, a Brazilian Joro spider

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  • ブラジル産ジョロウグモから単離された新規アシルポリアミンの構造決定
  • ブラジルサン ジョロウグモ カラ タンリ サレタ シンキ アシルポリアミン ノ コウゾウ ケッテイ

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Abstract

Acylpolyaminetoxins in spider venom are known to inhibit glutamatergic neuromuscular transmission of arthropods or glutamate receptor in the mammalian central nervous system. Therefore, these toxins seem to be valuable for elucidating the mechanism of glutamatergic neurotransmission in the brain. Recently, a fraction containing novel acylpolyamine with molecular weight of 787 was obtained from Nephila clavipes, a Brazilian Joro spider, by HPLC purification of the crude venom. Three kinds of structures composed of five amino acids and one polyamine were proposed to these compounds by means of MS/MS analysis of the fraction. In the proposed structures, the sequence of four residues at left side in each molecule is the same. However, they differ from each other in the composition or the sequence of two amino acid residues at right side. In the present study, the chemical syntheses of 1~3 and the comparison of synthetic compounds with natural products by means of MS-MS analysis were carried out to determine the structures of novel acylpolyamines.

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