Polyamines conjugates

The 13-membered polyamine conjugate alkaloid (-)-V(7)-acetyl-V(7)-deoxymayfoline (106) was isolated from the leaves of Maytenus buxifolia (Celastraceae) (92). ( )-106 has been synthesized (95). 

ChoiS.W., LeeS.K., Kim E.O.,Oh J.H., Yoon K.S., Parris N., Hicks K.B., Moreau R.A. Antioxidant and antimelanogenic activities of polyamine conjugates from corn bran and related hydroxycinnamic acids. Journal of Agricultural and Food Chemistry, 55 3920-3925 (2007). 

Using an easy and versatile procedure for oligonucleotide-polyamine conjugation [46], polyamines were conjugated to distinct terminal and internal positions along nucleotide sequences. Upon poly amine attachment to terminal nucleosides, the hybridization efficiency with the complementary nucleotide sequence increased with the number of cationic amines. However, tethering to an internal nucleoside resulted in a considerable decrease in duplex stabihty. However, in phosphorothioates... 

A phosphate-modified spermine has also been conjugated to nucleotide sequences, increasing the counter-strand affinity as evidenced by moiutoring the corresponding melting temperatures [62]. Biophysical and in vitro data supported the potentially favorable properties expected for DNA-polyamine conjugates. However, modification of 2 -deoxy-2 -succinylamido-uridine led to substantial decrease in counter-strand affinity when incorporated internally in DNA [62]. 

Winkler J, Saadat K, Gavilan MD, Urban E, Noe CR (2009) Oligonucleotide-polyamine conjugates influence of length and position of 2 -attached polyamines rat duplex stability and antisense effect. Eur J Med Chem 44 670-677... 

Polyamines and Polyamine Conjugates with Antibiotic, Bactericidal,... 

Up to the year 2000 many reviews emerged that described the classes of naturally occurring polyamines and the research on their synthetic polyamine conjugates [1]. Recently, polyamine alkaloids, toxins, and polyamines in cancer therapy have been reviewed in detail [2,20-22]. In this review, we will group the polyamines considering their properties, and focus exclusively on the therapeutic appUcations of polyamine compounds that gained interest from 1996 until the present, as well as on the new advances in polyamine synthesis and modification using solid phase... 

Polyamine conjugates with long aliphatic chains... 

First combinatorial approaches on soHd phase have been made to synthesize amphiphilic polyamine conjugates as non-viral gene delivery agents. Bradley and coworkers reported the synthesis of three different hbraries X.1-X.31 (x=97-99) based on the polyamine moieties 97-99 as depicted in... 

Cleavage of the final polyamine conjugates was achieved with TFA at higher concentrations [19]. 

Table 2 Amine protection groups used in solid phase synthesis of polyamines and polyamine conjugates...

Fig. 7. Chemical structure of some cinnamic acid-polyamine conjugates.

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