College of Traditional Chinese Medicine, Yunnan University of Chinese Medicine, Kunming 650500, People's Republic of China; State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, People's Republic of China.
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, People's Republic of China; School of Life Sciences, Yunnan University, Kunming 650500, People's Republic of China; University of Chinese Academy of Sciences, Beijing 100049, People's Republic of China.
Fitoterapia. 2023 Jun;167:105502. doi: 10.1016/j.fitote.2023.105502. Epub 2023 Apr 5.
Five new diarylheptanoids, kaemgalangins A-E (1-5), and seven known ones were isolated from the rhizomes of Kaempferia galanga. The structures of new compounds were identified by spectroscopic analyses involving 1D and 2D NMR, HRESIMS, IR, UV, [α], ECD calculations, and chemical methods. All compounds were tested for their hypoglycemic effects against α-glucosidase, Gpa and PTP1B enzymes, and stimulative effects on GLP-1 secretion. Kaemgalangins A (1) and E (5) showed significant inhibition on α-glucosidase with IC values of 45.3 and 116.0 μM; renealtin B (8) showed inhibition on GPa with an IC value of 68.1 μM; whereas all compounds were inactive to PTP1B. Docking study manifested that 1 well located in the catalytic pocket of α-glucosidase and OH-4″ played important roles in maintaining activity. Moreover, all compounds showed obviously stimulative effects on GLP-1 with promoting rates of 826.9%-1738.3% in NCI-H716 cells. This study suggests that the diarylheptanoids in K. galanga have antidiabetic potency by inhibiting α-glucosidase and Gpa enzymes, and promoting GLP-1 secretion.
从蓬莪术根茎中分离得到了 5 个新的二芳基庚烷类化合物，即 kaemgalangin A-E（1-5），以及 7 个已知化合物。通过 1D 和 2D NMR、HRESIMS、IR、UV、[α]、ECD 计算和化学方法等光谱分析确定了新化合物的结构。所有化合物均进行了抗α-葡萄糖苷酶、Gpa 和 PTP1B 酶的降血糖作用以及对 GLP-1 分泌的刺激作用测试。Kaemgalangin A（1）和 E（5）对α-葡萄糖苷酶表现出显著的抑制作用，IC 值分别为 45.3 和 116.0 μM；renealtin B（8）对 GPa 具有抑制作用，IC 值为 68.1 μM；而所有化合物对 PTP1B 均无活性。对接研究表明，化合物 1 很好地位于α-葡萄糖苷酶的催化口袋中，并且 OH-4″ 发挥了重要作用。此外，所有化合物在 NCI-H716 细胞中均表现出明显的 GLP-1 刺激作用，促进率为 826.9%-1738.3%。本研究表明，蓬莪术中的二芳基庚烷类化合物通过抑制α-葡萄糖苷酶和 Gpa 酶以及促进 GLP-1 分泌具有抗糖尿病作用。
