174654-04-7

Upstream product

• 501-53-1 benzyl chloroformate 
• 71-44-3 Spermine 
• 202145-89-9 (4-{Benzyloxycarbonyl-[3-(2,2,2-trifluoro-acetylamino)-propyl]-amino}-butyl)-[3-(2,2,2-trifluoro-acetylamino)-propyl]-carbamic acid benzyl ester 
• 14209-32-6 3-(4-[(2-cyanoethyl)amino]butylamino)propanenitrile 

Downstream Products

• 119493-76-4 N,N'-bis-(3-benzylaminopropyl)butane-1,4-diamine 
• 203578-50-1 (3-Benzylamino-propyl)-{4-[(3-benzylamino-propyl)-benzyloxycarbonyl-amino]-butyl}-carbamic acid benzyl ester 
• 174654-05-8 {3-[(3-Amino-propyl)-tert-butoxycarbonyl-amino]-propyl}-[4-({3-[(3-amino-propyl)-tert-butoxycarbonyl-amino]-propyl}-benzyloxycarbonyl-amino)-butyl]-carbamic acid benzyl ester 
• 203578-48-7 {4-[Benzyloxycarbonyl-(3-phenylacetylamino-propyl)-amino]-butyl}-(3-phenylacetylamino-propyl)-carbamic acid benzyl ester 

Relevant academic research and scientific papers

Practical synthesis of unsymmetrical polyamine amides

Desymmetrisation of readily available symmetrical polyamines is an important first step in the synthesis of many polyamine containing natural products. Likewise in the synthesis of polyamine amides which are potentially useful for gene delivery and as neuroprotectants, based upon channel blocking toxins found in certain wasp and spider venoms. The application of trifluoroacetyl as a protecting group allows unsymmetrical polyamine amides to be easily prepared on a gram scale.

Polyamine derivatives as inhibitors of trypanothione reductase and assessment of their trypanocidal activities

Trypanothione reductase (TR) occurs exclusively in trypanosomes and leishmania, which are the etiological agents of many diseases. TR plays a vital role in the andoxidant defenses of these parasites and inhibitors of TR have potential as antitrypanosomal agents. We describe the syntheses of several spermine and spermidine derivatives and the inhibiting effects of these compounds on T. cruzi TR. All of the inhibiting compounds displayed competitive inhibition of TR-mediated reduction of trypanothione disulfide. The three most effective compounds studied were N4,N8-bis(3-phenylpropyl)spermine (12), N4N8-bis(2-naphthylmethyl)spermine (14), and N1,N8-bis(2-naphthylmethyl)spermidine (21), with K(i) values of 3.5, 5.5 and 9.5 μM, respectively. Compounds 12, 14, and 21 were found to be potent trypanocides in vitro with IC50 values ranging from 0.19 to 0.83 μM against four T. brucei ssp. strains. However, these compounds did not prolong the lives of mice infected with trypanosomes. This work indicates that certain polyamine derivatives which target a unique gathway in Trypanosomatidae have potential as antitrypanosomal agents.

Penaramides, which inhibit binding of ω-conotoxin GVIA to N-type Ca2+ channels, from the marine sponge Penares aff. Incruston s

Penaramides which inhibit binding of ω-conotoxin GVIA to N-type Ca2+ channels have been isolated from the marine sponge Penares aff. incrustans and their structures determined by spectral and chemical methods to be bis-amides of an unusual poly