Keppler Katrin, Humpf Hans-Ulrich
Institut für Lebensmittelchemie, Westfälische Wilhelms-Universität Münster, Corrensstrasse 45, 48149 Münster, Germany.
Bioorg Med Chem. 2005 Sep 1;13(17):5195-205. doi: 10.1016/j.bmc.2005.05.003.
Anthocyanins are suggested to be responsible for protective effects against cardiovascular diseases and certain forms of cancer. Although previous studies have implicated that intact anthocyanidin glycosides were decreased extensively by interactions in the gastrointestinal tract, only few data are available concerning the metabolism by the intestinal microflora. Using a new in vitro model, we have investigated the microbial deglycosylation and degradation of six anthocyanins exhibiting three different aglycones with mono- or di-beta-D-glycosidic bonds using high-performance liquid chromatography-diode array (HPLC-DAD) and gas chromatography-mass spectrometry (GC-MS) detection. We have found that all anthocyanidin glycosides were hydrolysed by the microflora within 20 min and 2 h of incubation depending on the sugar moiety. Due to the high instability of the liberated aglycones at neutral pH, primary phenolic degradation products were already detected after 20 min of incubation. Further metabolism of the phenolic acids was accompanied by demethylation. Because of their higher chemical and microbial stability, phenolic acids and/or other, not yet identified, anthocyanin metabolites might be mainly responsible for the observed antioxidant activities and other physiological effects in vivo.
花青素被认为对心血管疾病和某些癌症具有保护作用。尽管先前的研究表明完整的花青素糖苷在胃肠道中会因相互作用而大量减少,但关于肠道微生物群代谢的数据却很少。我们使用一种新的体外模型,利用高效液相色谱 - 二极管阵列(HPLC - DAD)和气相色谱 - 质谱(GC - MS)检测方法,研究了六种具有三种不同苷元且带有单 - 或双 - β - D - 糖苷键的花青素的微生物去糖基化和降解情况。我们发现,根据糖部分的不同,所有花青素糖苷在培养20分钟至2小时内都会被微生物水解。由于释放出的苷元在中性pH下高度不稳定,培养20分钟后就已检测到初级酚类降解产物。酚酸的进一步代谢伴随着去甲基化。由于酚酸和/或其他尚未确定的花青素代谢产物具有更高的化学和微生物稳定性,它们可能是体内观察到的抗氧化活性和其他生理效应的主要原因。