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从淫羊藿中分离得到的黄酮糖苷及其促进雌激素生物合成的作用。

Flavonoid glycosides isolated from Epimedium brevicornum and their estrogen biosynthesis-promoting effects.

机构信息

Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu, 610041, P. R. China.

Key Laboratory of Animal Models and Human Disease Mechanisms of Chinese Academy of Sciences & Yunnan Province, Kunming Institute of Zoology, Chinese Academy of Sciences, Kunming, 650223, P. R. China.

出版信息

Sci Rep. 2017 Aug 10;7(1):7760. doi: 10.1038/s41598-017-08203-7.

DOI:10.1038/s41598-017-08203-7
PMID:28798396
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5552768/
Abstract

Epimedium brevicornum Maxim has a long history of use in the treatment of estrogen deficiency-related diseases. However, the chemical constituents and mechanism of action of this medicinal plant are not fully understood. In the present study, we isolated four new isoprenylated flavonoid glycosides, as well as 16 known flavonoids (13 isoprenylated flavonoids), from this plant. The chemical structures of the new flavonoid glycosides were elucidated by extensive spectroscopic analysis. The new compounds 1-4 were potent promoters of estrogen biosynthesis in human ovarian granulosa-like KGN cells. ZW1, an isoprenylated flavonoid analogue and a specific inhibitor of phosphodiesterase 5 (PDE5), was synthesized and used to explore the mechanism of the isoprenylated analogues on estrogen biosynthesis. ZW1 treatment increased estrogen production by upregulation of aromatase mRNA and protein expression. ZW1 increased the phosphorylation of cAMP response element-binding protein (CREB). Further study showed that the inhibition of PDE5 by ZW1 increased estrogen biosynthesis partly through suppression of phosphodiesterase 3 (PDE3). Our results suggested that the isoprenylated flavonoids from E. brevicornum may produce beneficial health effects through the promotion of estrogen biosynthesis. PDE5 warrants further investigation as a new therapeutic target for estrogen biosynthesis in the prevention and treatment of estrogen-deficiency related diseases.

摘要

朝藿定 B 具有治疗雌激素缺乏相关疾病的悠久历史。然而，这种药用植物的化学成分和作用机制尚未完全阐明。在本研究中，我们从该植物中分离得到了四个新的异戊烯基黄酮苷，以及 16 个已知的黄酮类化合物（13 个异戊烯基黄酮类化合物）。通过广泛的光谱分析阐明了新黄酮苷的化学结构。新化合物 1-4 是人类卵巢颗粒细胞样 KGN 细胞中雌激素生物合成的有效促进剂。ZW1 是一种异戊烯基黄酮类似物，也是磷酸二酯酶 5（PDE5）的特异性抑制剂，用于探索异戊烯基类似物对雌激素生物合成的作用机制。ZW1 通过上调芳香酶 mRNA 和蛋白表达来增加雌激素的产生。ZW1 增加了 cAMP 反应元件结合蛋白（CREB）的磷酸化。进一步的研究表明，ZW1 通过抑制磷酸二酯酶 3（PDE3）部分抑制 PDE5 来增加雌激素的生物合成。我们的结果表明，来自短葶山麦冬的异戊烯基黄酮类化合物可能通过促进雌激素生物合成来产生有益的健康影响。PDE5 值得进一步研究，作为预防和治疗雌激素缺乏相关疾病中雌激素生物合成的新治疗靶点。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/460c/5552768/ab0d6e5748e4/41598_2017_8203_Fig7_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/460c/5552768/f52fed3e869c/41598_2017_8203_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/460c/5552768/d693719a342e/41598_2017_8203_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/460c/5552768/a05506d943d8/41598_2017_8203_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/460c/5552768/2e847bc7bddd/41598_2017_8203_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/460c/5552768/9fbba2bf94fb/41598_2017_8203_Fig5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/460c/5552768/5708b7eb782c/41598_2017_8203_Fig6_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/460c/5552768/ab0d6e5748e4/41598_2017_8203_Fig7_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/460c/5552768/f52fed3e869c/41598_2017_8203_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/460c/5552768/d693719a342e/41598_2017_8203_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/460c/5552768/a05506d943d8/41598_2017_8203_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/460c/5552768/2e847bc7bddd/41598_2017_8203_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/460c/5552768/9fbba2bf94fb/41598_2017_8203_Fig5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/460c/5552768/5708b7eb782c/41598_2017_8203_Fig6_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/460c/5552768/ab0d6e5748e4/41598_2017_8203_Fig7_HTML.jpg

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