Institute of Human Nutrition and Food Science, University of Kiel, Hermann-Rodewald-Strasse 6, 24118 Kiel, Germany.
Biomolecules. 2021 Mar 9;11(3):401. doi: 10.3390/biom11030401.
Cyclodextrins (CDs) are a group of cyclic oligosaccharides produced from starch or starch derivatives. They contain six (αCD), seven (βCD), eight (γCD), or more glucopyranose monomers linked via α-1,4-glycosidic bonds. CDs have a truncated cone shape with a hydrophilic outer wall and a less hydrophilic inner wall, the latter forming a more apolar internal cavity. Because of this special architecture, CDs are soluble in water and can simultaneously host lipophilic guest molecules. The major advantage of inclusion into CDs is increased aqueous solubility of such lipophilic substances. Accordingly, we present studies where the complexation of natural compounds such as propolis and dietary plant bioactives (e.g., tocotrienol, pentacyclic triterpenoids, curcumin) with γCD resulted in improved stability, bioavailability, and bioactivity in various laboratory model organisms and in humans. We also address safety aspects that may arise from increased bioavailability of plant extracts or natural compounds owing to CD complexation. When orally administered, α- and βCD-which are inert to intestinal digestion-are fermented by the human intestinal flora, while γCD is almost completely degraded to glucose units by α-amylase. Hence, recent reports indicate that empty γCD supplementation exhibits metabolic activity on its own, which may provide opportunities for new applications.
环糊精(CDs)是一组由淀粉或淀粉衍生物制成的环状低聚糖。它们包含六个(αCD)、七个(βCD)、八个(γCD)或更多的通过α-1,4-糖苷键连接的葡萄糖吡喃单体。CDs 具有截头锥形形状,具有亲水性外壁和疏水性内壁,后者形成更非极性的内部空腔。由于这种特殊的结构,CDs 可溶于水,并可同时容纳亲脂性客体分子。将这些亲脂性物质包含在 CD 中主要的优点是增加了它们在水中的溶解度。因此,我们提出了一些研究,其中包括将天然化合物(如蜂胶)和膳食植物生物活性物质(如生育三烯酚、五环三萜、姜黄素)与 γCD 进行络合,从而提高了它们在各种实验室模型生物和人体中的稳定性、生物利用度和生物活性。我们还解决了由于 CD 络合而导致植物提取物或天然化合物生物利用度增加可能出现的安全问题。当口服给药时,α-和β-CD-它们对肠道消化是惰性的-被人体肠道菌群发酵,而 γ-CD 几乎完全被α-淀粉酶降解为葡萄糖单元。因此,最近的报告表明,空的 γ-CD 补充剂本身就具有代谢活性,这可能为新的应用提供机会。