An efficient and versatile synthesis of acylpolyamine spider toxins

Ken-ichi Nihei; Massuo J Kato; Tetsuo Yamane; Mario S Palma; Katsuhiro Konno

doi:10.1016/s0960-894x(01)00733-8

An efficient and versatile synthesis of acylpolyamine spider toxins

Bioorg Med Chem Lett. 2002 Feb 11;12(3):299-302. doi: 10.1016/s0960-894x(01)00733-8.

Authors

Ken-ichi Nihei¹, Massuo J Kato, Tetsuo Yamane, Mario S Palma, Katsuhiro Konno

Affiliation

¹ Institute of Chemistry, University of São Paulo, São Paulo, SP 05508-900, Brazil.

PMID: 11814782
DOI: 10.1016/s0960-894x(01)00733-8

Abstract

An efficient and versatile synthesis of acylpolyamine spider toxins was developed based on the structural classification of the Nephila and Nephilengys spider toxins using the 2-nitrobenzenesulfonamide protecting group. The naturally occurring toxins 1-5 representing each structural type have been efficiently synthesized by this method in a high overall yield with few steps.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Biogenic Polyamines / chemical synthesis*
Chromatography, Liquid
Heterocyclic Compounds / chemical synthesis
Heterocyclic Compounds / chemistry
Indicators and Reagents
Mass Spectrometry
Polyamines / chemical synthesis
Polyamines / chemistry
Spider Venoms / chemical synthesis*
Spiders
Structure-Activity Relationship

Substances

Biogenic Polyamines
Heterocyclic Compounds
Indicators and Reagents
JSTX-3
Polyamines
Spider Venoms