An Alkaloid from Scorpion Venom: Chemical Structure and Synthesis

被引：17

作者：

Banerjee, Shibdas ^{[1
,2
]}

Gnanamani, Elumalai ^{[1
]}

Lynch, Stephen R. ^{[1
]}

Zamudio Zuniga, Fernando ^{[3
]}

Maria Jimenez-Vargas, Juana ^{[3
]}

Domingos Possani, Lourival ^{[3
]}

Zare, Richard N. ^{[1
]}

机构：

[1] Stanford Univ, Dept Chem, Stanford, CA 94305 USA

[2] Indian Inst Sci Educ & Res Tirupati, Karakambadi Rd, Tirupati 517507, Andhra Prades, India

[3] Univ Nacl Autonoma Mexico, Inst Biotecnol, Dept Med Mol & Bioproc, Ave Univ 2001,Apartado Postal 510-3, Cuernavaca 62210, Morelos, Mexico

来源：

JOURNAL OF NATURAL PRODUCTS | 2018年 / 81卷 / 08期

关键词：

PEPTIDES; TOXINS; GENES;

D O I：

10.1021/acs.jnatprod.8b00527

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

While most scorpion venom components identified in the past are peptidic or proteinic in nature, we report here a new alkaloid isolated from the venom of the Mexican scorpion Megacormus gertschi. Nuclear magnetic resonance and mass spectrometric investigations elucidate the structure of the alkaloid as (Z)-N-(2-(1H-imidazol-4-yl)ethyl)-3-(4-hydroxy-3-methoxyphenyl)-2-methoxyacrylamide (1). A chemical method of synthesizing this alkaloid is also described. Although abundant in venom, the above alkaloid was not found to have insecticidal activity. Structural analysis suggests that this venom alkaloid might be of potential interest for evaluating its medicinal effect.

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页码：1899 / 1904

页数：6

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