Polyphenols in Acacia mangium and Acacia auriculiformis heartwood with reference to heart rot susceptibility

Abstract

The heartwood of Acacia mangium is vulnerable to heart rot and this is the first study to investigate the role of heartwood extractives in its susceptibility. Acacia auriculiformis was compared with A. mangium because it is rarely associated with heart rot. The heartwood extracts of both species were dominated by three flavonoids (2,3-trans-3,4¢,7,8-tetrahydroxyflavanone, teracacidin, and 4¢,7,8,-trihydroxyflavanone), which were purified and identified by nuclear magnetic resonance spectroscopy. The latter compound has not been previously reported in A. mangium and evidence for melacacidin is also newly reported. The mass spectrometric (MS) behavior of these compounds is given, for example teracacidin does not form molecular ions by either electrospray ionization or atmospheric-pressure chemical ionization. The nature of Acacia tannins was compared to quebracho tannin (composed of profisetinidins) using oxidative cleavage to enable MS detection but a negative reaction was obtained for both, which suggests the Acacia tannins may also be of the 5-deoxy proanthocyanidin type. The concentration of flavanones was less when A. mangium heartwood was decayed but the amount of proanthocyanidins was only slightly reduced and therefore these compounds may be more resistant to degradation by heart rot fungi. We found that the total phenol content of A. auriculiformis was about fivefold that of A. mangium, and, while preliminary, this provides evidence for a role played by phenolic extractives in heart rot resistance of these Acacia species.

Effect of wood on the phenolic profile and sensory properties of wine vinegars during ageing

“…The t R determined by LC-DAD analysis was also different: the unknown peak elutes at 14.4 min and taxifolin at 23.7 min. Barry et al (2005) found a peak with the same MS spectrum in extracts of acacia.…”

Bioconversion of 7-Hydroxyflavanone: Isolation, Characterization and Bioactivity Evaluation of Twenty-One Phase I and Phase II Microbial Metabolites

“…Metabolites 7,4′-dihydroxyflavanone (3), 20) 6,7-dihydroxyflavanone (4), 21) 2′,4′-dihydroxychalcone (9), 22) 7,8-dihydroxyflavanone (10), 23) 7-hydroxy-4-cis-ol (15), 18) 4,2′,4′-trihydroxychalcone (16), 24) 7,3′,4′-trihydroxy-flavanone (17), 25) 7,3′,4′-trihydroxy-6-methoxyflavanone (19) 26) and 7,8,4′-trihydroxy-flavanone (20), 27) were identified by comparison with published data. Metabolite 15 was reported earlier as a microbial metabolite of 7-hydroxyflavanone by (Kostrzew-Suslow et al).…”

Variation of heartrot, sapwood infection and polyphenol extractives with provenance of Acacia mangium

“…2005). Acacia auriculiformis has ca twofold extractive yield compared with A. mangium ( Barry et al. 2005) and heartrot incidence is much less in the former species ( Ito 2002).…”

“…The concentration of 2,3‐ trans ‐3,4′,7,8‐tetrahydroxyflavanone (compound I) was determined from the same HPLC runs used for the BSA assay above. Peak areas were measured at 280 nm and quantified via comparison with an external standard of purified compound I ( Barry et al. 2005).…”

“…In Pinus taeda (loblolly pine) low wood density was related to decay susceptibility ( Schmidtling and Amburgey 1982). Higher extractive content (especially the flavanone teracacidin) has been found in the heartrot‐‘resistant’ species A. auriculiformis compared with A. mangium ( Barry et al. 2005; Mihara et al.…”