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山茶花籽饼中的山柰酚三糖和四糖及其对人真皮成纤维细胞基质金属蛋白酶-1分泌的抑制活性。

Kaempferol tri- and tetrasaccharides from Camellia japonica seed cake and their inhibitory activities against matrix metalloproteinase-1 secretion using human dermal fibroblasts.

机构信息

Amorepacific Co. R&D Unit, 314-1 Bora-dong, Giheung-gu, Yongin-si, Gyeonggi-do, 17074, Republic of Korea.

College of Pharmacy and Integrated Research Institute of Pharmaceutical Sciences, The Catholic University of Korea, Bucheon, 14662, Republic of Korea.

出版信息

Carbohydr Res. 2020 Sep;495:108101. doi: 10.1016/j.carres.2020.108101. Epub 2020 Jul 14.

DOI:10.1016/j.carres.2020.108101
PMID:32807360
Abstract

Eight kaempferol oligosaccharides were isolated and identified from Camellia japonica seed cake. The chemical structures of the isolates were determined by using chromatographic and spectroscopic techniques, such as high-performance liquid chromatography with a photodiode array detector (HPLC-PDA), one-dimensional (H and C), and two-dimensional nuclear magnetic resonance (H-H COSY, HSQC and HMBC), ESI-Q-TOF-MS, and optical rotation. To evaluate the anti-aging efficacy of kaempferol oligosaccharides for cosmetic use, the MMP-1 inhibitory effects of the isolates were studied using human dermal fibroblasts which were cultured in HaCaT cell-conditioned media. The MMP-1 inhibitory assay results revealed that kaempferol-3-O-β-d-xylopyranosyl-(1 → 3)-α-l-rhamnopyranosyl-(1 → 6)-O-β-d-glucopyranosyl-(1 → 2)-O-β-d-glucopyranoside showed the most potent MMP-1 inhibitory activity. The basal level inhibition was 50 ppm, which indicated that C. japonica seed cake is a promising material for the development of anti-aging skin cosmetics.

摘要

从山茶籽饼中分离并鉴定了 8 种山奈酚低聚糖。采用高效液相色谱-光电二极管阵列检测器(HPLC-PDA)、一维(H 和 C)和二维核磁共振(H-H COSY、HSQC 和 HMBC)、ESI-Q-TOF-MS 和旋光等色谱和光谱技术确定了这些分离物的化学结构。为了评估山奈酚低聚糖的抗衰老功效,用于化妆品,研究了分离物对在 HaCaT 细胞条件培养基中培养的人真皮成纤维细胞的 MMP-1 抑制作用。MMP-1 抑制试验结果表明,山奈酚-3-O-β-d-吡喃木糖基-(1 → 3)-α-l-鼠李吡喃糖基-(1 → 6)-O-β-d-吡喃葡萄糖基-(1 → 2)-O-β-d-吡喃葡萄糖苷具有最强的 MMP-1 抑制活性。基础水平抑制为 50ppm,表明山茶籽饼是开发抗衰老皮肤化妆品的有前途的材料。

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