Ion-pair HPLC determination of hydroxycinnamic acid monoconjugates of putrescine, spermidine and spermine

Abstract

The terminal hydroxycinnamic acid monoconjugates of putrescine, spermidine and spermine were resolved and quantified in extracts of plant tissues using sodium hexanesulphonate as an ion‐pair reagent and a double methanol gradient. Extracts were prepared from acidic methanol:water (80:20) that had been back‐extracted with hexane, and fractionated on C‐18 solid phase extraction and carboxymethyl cation exchange cartridges. The chromatographic conditions were capable of separating N1‐ and N8‐coumaroyl and feruloyl spermidine, which differ only by the disposition of the secondary amine in the polyamine side chain. Reliable detection limits for most compounds were less than 5 µg/mL (approximately 10−5 M in the plant extract) and extraction efficiencies were 91% as determined using the novel internal standard, N1‐coumaroyl hexanediamine. Copyright © 2000 John Wiley & Sons, Ltd.

QTL Mapping of Tropical Maize Grain Components Associated with Maize Weevil Resistance

“…Phenolic acid amides have been reported and located in the aleurone layer of the maize endosperm (Sen et al, 1994; LeClere et al, 2007). Significant correlation between amides and MW grain damage in our data support the role of phenolic acid amides in MW resistance as reported previously (Sen et al, 1994; Panagabko et al, 2000; Burt, 2003). It is important to mention that amides have also been reported to have an inhibitory activity against aflatoxin B1 biosynthesis in Aspergillus flavus (Mellon and Moreau, 2004).…”

“…The concentrations of phenolic acids were determined using the high performance liquid chromatography (HPLC) method of Bily et al (2003), and the peak identification was determined by comparison of time retention and spectra with those for purified compounds. The extraction procedure for phenolic acid amides was modified from Panagabko et al (2000) One half gram of dried ground sample was extracted with ultrasound for 10 min in 10 mL of 80% methanol acidified with 0.25% HCl. The supernatant was dried using a rotary evaporator and redissolved in 3 mL of methanol.…”

p-Coumaroyl Amides from the Plant Kingdom: A Comprehensive Review of Natural Sources, Biosynthesis, and Biological Activities

“…N 1 -coumaroylspermidine 29 and N 10 -coumaroylspermidine 30 are spermidine derivatives found in Solanum dulcamara L. [ 54 ]. Their ability to induce NO production is lower than those of their caffeoyl and feruloyl counterparts, probably due to the different antioxidant power of the p- coumaroyl amides compared to the caffeoyl or feruloyl amides [ 51 ] ( Figure 7 ).…”

Insect-corn kernel interaction: Chemical signaling of the grain and host recognition by Sitophilus zeamais

“…García-Lara et al (2003) observed that the hardness of the kernels is negatively correlated with the susceptibility index and damage caused by S. zeamais. Moreover, the polyphenolic compounds of the cuticle of maize kernel were related with resistance to attack by S. zeamais (García-Lara et al, 2003;Panagabko et al, 2000;Sen et al, 1994). These results suggest a participation of the cuticle kernel in the interaction with the insect.…”