Synthesis and Biological Evaluation of Aminopolyamines

Abstract

Exploitation of the polyamine backbone as a vector for intracellular transport of various pharmacophores has focused largely on fixing the cargo molecule to one of the nitrogens in the linear chain. This communication describes the assembly of a model aminopolyamine analogue, 6-amino-N(1),N(12)-diethylspermine, and its biological properties. This amino polyamine presents an additional site of attachment for cargo molecules, reduces cell growth, and achieves cellular concentrations that are higher than those of N(1),N(12)-diethylspermine.

Targeting Double-Stranded RNA with Spermine, 1-Naphthylacetyl Spermine and Spermidine: A Comparative Biophysical Investigation

“…Because polyamine analogues do not substitute for the natural polyamines in growth accelerating function, they exhibit selective anticancer cytotoxicity. , Even minor structural changes in the polyamine analogue is sufficient to differentiate analogue with regard to its activity and toxicity in cancerous cells . The most successful analogues synthesized were the bis(ethyl) polyamines. , The analogue DENSpm, (N 1 ,N 11 di(ethyl)norspermine) is being used in clinical trials for hepatoma and is also being considered for combination trials. , CHENSpm ( N 1 -cycloheptylmethyl- N 11 -ethylnorspermine) has been reported to induce G2/M cell-cycle blockade in association with altered tubulin polymerization, but no clinical trials have been performed so far. , There are several recent studies on the interaction of polyamine analogues 333, BE-333, BE-3333, etc. with different forms of DNA and tRNA. ,, Many times, analogues are also assessed in combination with other anticancer drugs.…”

“…30 The most successful analogues synthesized were the bis(ethyl) polyamines. 30,42 The analogue DENSpm, (N 1 ,N 11 di(ethyl)norspermine) is being used in clinical trials for hepatoma and is also being considered for combination trials. 30,43 CHENSpm (N 1 -cycloheptylmethyl-N 11 -ethylnorspermine) has been reported to induce G2/M cell-cycle blockade in association with altered tubulin polymerization, but no clinical trials have been performed so far.…”

Design and Synthesis of Some (S)-2-(6-Methoxynaphthalen-2-yl)-N-substituted Ethyl Propanamide Derivatives as Potent Non-ulcerogenic Anti-inflammatory and Analgesic Agents

“…The rationale behind the useofe thylene linkerbetween the amide moiety and Rfunctionalscould besubstantiated from the recentr eport of the effectivity of two carbon chain,i. e. -(CH 2 ) 2 -asalinkerin caseo fp olymer-drugconjugatesfordeveloping novel drugd elivery system becauseo fi ts structuralspacing [36].…”

Targeting of 1-Naphthyl acetyl spermine to DNA: A calorimetric and spectroscopic investigation

“…Many a times, analogues are also appraised in combination with other anti-tumour drugs. The most acknowledged analogues designed were the bis(ethyl) polyamines [8,17]. Analogues like CHENSpm (N 1 -cycloheptylmethyl-N 11 -ethylnorspermine) have been reported to induce G2/M cell-cycle blockade in association with altered tubulin polymerisation, but no clinical trials have been performed so far [8,18].…”