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德氏木蓝的植物化学研究及其主要化合物对两种葡萄糖生成途径酶的抑制能力

Phytochemical Study of F. Delaroche and the Inhibitory Capacity of Its Main Compounds on Two Glucose-Producing Pathway Enzymes.

作者信息

Romo-Pérez Adriana, Escandón-Rivera Sonia Marlen, Miranda Luis D, Andrade-Cetto Adolfo

机构信息

Laboratorio de Etnofarmacología, Departamento de Biología Celular, Facultad de Ciencias, Universidad Nacional Autónoma de México, Av. Universidad 3000, Circuito Exterior S/N, Coyoacán, C.U., Mexico City 04510, Mexico.

Laboratorio de Síntesis Orgánica, Instituto de Química, Universidad Nacional Autónoma de México, Av. Universidad 3000, Circuito Exterior S/N, Mexico City 04510, Mexico.

出版信息

Plants (Basel). 2022 Apr 5;11(7):992. doi: 10.3390/plants11070992.

DOI:10.3390/plants11070992
PMID:35406972
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9002393/
Abstract

One undescribed acylated flavonol glucoside and five known compounds were isolated from the aerial parts of F. Delaroche, a plant that is used in traditional Mexican medicine to treat type 2 diabetes. The chemical structures of the isolated compounds were elucidated using a variety of spectroscopic techniques, including 1D and 2D nuclear magnetic resonance (NMR) and mass spectrometry (MS). Chlorogenic acid (), rosmarinic acid (), caffeic acid (), protocatechuic acid (), kaempferol-3--(2,6-----coumaryl)--d-glucopyranoside (), and the new acylated flavonol glucoside quercetin-3--(2,6-----coumaryl)--d-glucopyranoside () were isolated. This is the first report on the natural occurrence of quercetin-3--(2,6-----coumaryl)--D-glucopyranoside (). In addition, according to the HPLC profile obtained for the water extract (WE), chlorogenic acid () and rosmarinic acid () were identified as the main compounds, while kaempferol-3--(2,6-----coumaryl)--d-glucopyranoside () were the main compound in the butanolic extract. We demonstrate the important role of compound over the inhibition of G6Pase and FBPase. The isolated compounds may play an important role in the hypoglycemic effect of the extract and may act in a synergic way, but more experiments are needed to corroborate these findings.

摘要

从墨西哥传统医学中用于治疗2型糖尿病的植物德拉罗氏菊(F. Delaroche)的地上部分分离出一种未描述的酰化黄酮醇糖苷和五种已知化合物。使用包括一维和二维核磁共振(NMR)以及质谱(MS)在内的多种光谱技术阐明了分离出的化合物的化学结构。分离出了绿原酸()、迷迭香酸()、咖啡酸()、原儿茶酸()、山奈酚-3--(2,6-----香豆酰基)--D-吡喃葡萄糖苷()以及新的酰化黄酮醇糖苷槲皮素-3--(2,6-----香豆酰基)--D-吡喃葡萄糖苷()。这是关于槲皮素-3--(2,6-----香豆酰基)--D-吡喃葡萄糖苷天然存在的首次报道。此外,根据水提取物(WE)的高效液相色谱图,绿原酸()和迷迭香酸()被鉴定为主要化合物,而山奈酚-3--(2,6-----香豆酰基)--D-吡喃葡萄糖苷()是丁醇提取物中的主要化合物。我们证明了化合物在抑制葡萄糖-6-磷酸酶和果糖-1,6-二磷酸酶方面的重要作用。分离出的化合物可能在提取物的降血糖作用中发挥重要作用,并且可能以协同方式起作用,但需要更多实验来证实这些发现。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7334/9002393/be5003f9cbe0/plants-11-00992-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7334/9002393/8720b36017ad/plants-11-00992-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7334/9002393/30da549cd42e/plants-11-00992-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7334/9002393/ea2f0aec2e91/plants-11-00992-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7334/9002393/be5003f9cbe0/plants-11-00992-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7334/9002393/8720b36017ad/plants-11-00992-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7334/9002393/30da549cd42e/plants-11-00992-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7334/9002393/ea2f0aec2e91/plants-11-00992-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7334/9002393/be5003f9cbe0/plants-11-00992-g004.jpg

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本文引用的文献

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J Ethnopharmacol. 2021 Oct 28;279:114339. doi: 10.1016/j.jep.2021.114339. Epub 2021 Jun 21.
2
Chlorogenic acids and the acyl-quinic acids: discovery, biosynthesis, bioavailability and bioactivity.绿原酸和酰奎宁酸:发现、生物合成、生物利用度和生物活性。
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Chlorogenic acid (CGA): A pharmacological review and call for further research.
物种作为治疗代谢综合征和糖尿病的潜在盟友。
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