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槐花中的生物活性黄酮类化合物。

Bioactive flavonoids from Flos Sophorae.

作者信息

Shi Wenzhong, Liu Lili, Li Jian, Qu Lu, Pang Xu, Yu Haiyang, Zhang Yi, Wang Tao

机构信息

Tianjin State Key Laboratory of Modern Chinese Medicine, Tianjin University of Traditional Chinese Medicine, 312 Anshanxi Road, Nankai District, Tianjin, 300193, China.

Tianjin Key Laboratory of TCM Chemistry and Analysis, Institute of Traditional Chinese Medicine, Tianjin University of Traditional Chinese Medicine, 312 Anshanxi Road, Nankai District, Tianjin, 300193, China.

出版信息

J Nat Med. 2017 Jul;71(3):513-522. doi: 10.1007/s11418-017-1084-7. Epub 2017 Mar 29.

DOI:10.1007/s11418-017-1084-7
PMID:28357634
Abstract

Three new flavonoid glycosides-soyaflavonosides A (1), B (2), and C (3)-together with 23 known ones were obtained from the 70% EtOH extract of Flos Sophorae (Sophora japonica, Leguminosae). Their structures were elucidated by chemical and spectroscopic methods. Among the known isolates, 14, 18, 20, 22, and 26 were isolated from the Sophora genus for the first time; 12, 19, 24, and 25 were obtained from the species firstly. Moreover, NMR data for compounds 18 and 26 are reported for the first time here. Meanwhile, compounds 4, 8-13, 15, 16, 19, 21, and 22 presented obvious inhibitory effects on TG accumulation in HepG2 cells. Analysis of the structure-activity relationship indicated that all of the quercetin glycosides examined in this study possess significant activity that is not significantly influenced by the amount of glycosyl present, whereas increasing the amount of glycosyl reduced the activities of isorhamnetin glycosides and orobol. In addition, a high dose (30 μmol/l) of kaempferol was found to inhibit HepG2 cell growth, while a low dose (10 μmol/l) was observed to decrease TG accumulation.

摘要

从槐花(豆科植物槐)70%乙醇提取物中获得了三种新的黄酮苷——大豆黄酮苷A(1)、B(2)和C(3),以及23种已知的黄酮苷。通过化学和光谱方法阐明了它们的结构。在已知的分离物中,14、18、20、22和26首次从槐属植物中分离得到;12、19、24和25首次从该物种中获得。此外,本文首次报道了化合物18和26的核磁共振数据。同时,化合物4、8 - 13、15、16、19、21和22对HepG2细胞中甘油三酯的积累呈现出明显的抑制作用。构效关系分析表明,本研究中检测的所有槲皮素苷均具有显著活性,且不受糖基数量的显著影响,而糖基数量的增加会降低异鼠李素苷和紫铆因的活性。此外,发现高剂量(30 μmol/l)的山奈酚可抑制HepG2细胞生长,而低剂量(10 μmol/l)则可减少甘油三酯的积累。

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