Department of Bioscience, Graduate School of Agriculture, Ehime University, Matsuyama 790-8566, Japan.
Department of Food and Nutritional Sciences, Graduate School of Humanities and Science, Nara Women's University, Kitauoya Nishimachi, Nara 630-8506, Japan.
Molecules. 2022 Jun 25;27(13):4101. doi: 10.3390/molecules27134101.
L. (cumin) is an annual plant of the family native to Egypt. We previously showed that the aqueous extract of cumin seeds suppresses degranulation by downregulating the activation of antigen-induced intracellular signaling molecules in rat basophilic leukemia RBL-2H3 cells. However, the active substances in the extract have not yet been identified. Accordingly, herein, we aimed to ascertain the water-soluble substances present in cumin seeds that inhibit degranulation, which led to the identification of umbelliferose, a characteristic trisaccharide present in plants of the family. Our study is the first to reveal the degranulation-suppressing activity of umbelliferose, and quantification studies suggest that cumin seed powder contains 1.6% umbelliferose. Raffinose, an isomer of umbelliferose, was also found to significantly suppress antigen-induced degranulation, but less so than umbelliferose. Both umbelliferose and raffinose contain sucrose subunits in their structures, with galactose moieties bound at different sites. These differences in structure suggest that the binding of galactose to the sucrose subunit at the α1-2 bond contributes to its strong degranulation-inhibiting properties.
（胡芦巴）是一种一年生植物，属于 科，原产于埃及。我们之前的研究表明，胡芦巴种子的水提取物通过下调抗原诱导的大鼠嗜碱性白血病 RBL-2H3 细胞内信号分子的激活来抑制脱颗粒。然而，提取物中的活性物质尚未确定。因此，在本研究中，我们旨在确定抑制脱颗粒的胡芦巴种子中的水溶性物质，这导致了鉴定出 Umbelliferose，一种存在于 科植物中的特征三糖。我们的研究首次揭示了 Umbelliferose 的脱颗粒抑制活性，定量研究表明胡芦巴种子粉含有 1.6%的 Umbelliferose。Raffinose，Umbelliferose 的异构体，也被发现能显著抑制抗原诱导的脱颗粒，但不如 Umbelliferose 有效。Umbelliferose 和 Raffinose 的结构中都含有蔗糖亚基，在不同的位点结合半乳糖部分。结构上的这些差异表明，半乳糖与蔗糖亚基在α1-2 键上的结合有助于其具有较强的脱颗粒抑制特性。
