Isolation, bioassay and 3D-QSAR analysis of 8-isopentenyl flavonoids from Epimedium sagittatum maxim. as PDE5A inhibitors.

3D-QSAR 8-isopentenyl flavonoid Phosphodiesterase-5 inhibitor The processed folium of Epimedium sagittatum Maxim. cGMP-PKG-Ca2+ signaling pathway

Journal

Chinese medicine
ISSN: 1749-8546
Titre abrégé: Chin Med
Pays: England
ID NLM: 101265109

Informations de publication

Date de publication:
31 Dec 2022
Historique:
received: 23 11 2022
accepted: 23 12 2022
entrez: 31 12 2022
pubmed: 1 1 2023
medline: 1 1 2023
Statut: epublish

Résumé

As known, inhibition of phosphodiesterase 5 (PDE5) has the therapeutic effect on male erectile dysfunction (ED), and the processed folium of Epimedium sagittatum Maxim. (PFES) characterized by 8-isopentenyl flavonoids is a famous herb for treating ED. However, the main flavonoids inhibitory activities, structure-activity relationship (SAR) and signaling pathway have been not systematically studied so that its pharmacodynamic mechanism is unclear. We aimed to initially reveal the PFES efficacy mechanism for treating ED. For the first time, 6 main 8-isopentenyl flavonoids (1-6) from PFES were isolated and identified. Then based on HPLC detection, we proposed a novel method to screen inhibitors among them. We further analyze the three-dimensional quantitative structure-activity relationship (3D-QSAR) for those inhibitors. The results were verified by cellular effects of the screened flavonoids. Among 6 compounds, Icariin: (1), 2-O''rhamnosylicaridide II (2) and Baohuoside I (3) were identified with significant activities (IC 8-isopentenyl flavonoids could be the main pharmacodynamic substances of PFES in the treatment for ED, and some had significant PDE5A1 inhibitory activities so as to activate cGMP/PKG/Ca

Sections du résumé

BACKGROUND BACKGROUND
As known, inhibition of phosphodiesterase 5 (PDE5) has the therapeutic effect on male erectile dysfunction (ED), and the processed folium of Epimedium sagittatum Maxim. (PFES) characterized by 8-isopentenyl flavonoids is a famous herb for treating ED. However, the main flavonoids inhibitory activities, structure-activity relationship (SAR) and signaling pathway have been not systematically studied so that its pharmacodynamic mechanism is unclear.
METHODS METHODS
We aimed to initially reveal the PFES efficacy mechanism for treating ED. For the first time, 6 main 8-isopentenyl flavonoids (1-6) from PFES were isolated and identified. Then based on HPLC detection, we proposed a novel method to screen inhibitors among them. We further analyze the three-dimensional quantitative structure-activity relationship (3D-QSAR) for those inhibitors.
RESULTS RESULTS
The results were verified by cellular effects of the screened flavonoids. Among 6 compounds, Icariin: (1), 2-O''rhamnosylicaridide II (2) and Baohuoside I (3) were identified with significant activities (IC
CONCLUSION CONCLUSIONS
8-isopentenyl flavonoids could be the main pharmacodynamic substances of PFES in the treatment for ED, and some had significant PDE5A1 inhibitory activities so as to activate cGMP/PKG/Ca

Identifiants

pubmed: 36587222
doi: 10.1186/s13020-022-00705-5
pii: 10.1186/s13020-022-00705-5
pmc: PMC9805685
doi:

Types de publication

Journal Article

Langues

eng

Pagination

147

Subventions

Organisme : Natural Science Foundation of Yichang City
ID : 2019CFB829

Informations de copyright

© 2022. The Author(s).

Références

Zhongguo Zhong Yao Za Zhi. 1989 Sep;14(9):530-2, 574
pubmed: 2511870
Medicine (Baltimore). 2019 Dec;98(51):e18361
pubmed: 31860994
Sex Med Rev. 2020 Oct;8(4):561-572
pubmed: 32169432
Bioorg Med Chem Lett. 2012 Jun 15;22(12):3983-7
pubmed: 22607677
Zhonghua Nan Ke Xue. 2019 Nov;25(11):1040-1044
pubmed: 32233241
Int J Impot Res. 2002 Feb;14(1):15-24
pubmed: 11896473
Expert Opin Drug Discov. 2020 Sep;15(9):1095-1110
pubmed: 32692273
J Med Chem. 2021 Apr 22;64(8):4462-4477
pubmed: 33793216
J Nat Prod. 2008 Sep;71(9):1513-7
pubmed: 18778098
J Comput Aided Mol Des. 1993 Oct;7(5):587-619
pubmed: 8294948
Br J Pharmacol. 2005 Sep;146(1):109-17
pubmed: 15980872
Int J Impot Res. 2006 Jul-Aug;18(4):335-42
pubmed: 16395327
Am J Chin Med. 2015;43(5):783-834
pubmed: 26243581
J Chromatogr A. 2005 Jan 28;1064(1):53-7
pubmed: 15729819
Cardiovasc Drugs Ther. 2019 Feb;33(1):119-128
pubmed: 30675707
Andrologia. 2018 Nov;50(9):e13087
pubmed: 29987881
Int J Impot Res. 2004 Jun;16 Suppl 1:S8-S10
pubmed: 15224128
J Med Chem. 2017 Nov 9;60(21):8858-8875
pubmed: 28985058
Comput Biol Chem. 2015 Jun;56:109-21
pubmed: 25935115
Biochemistry. 2019 Feb 12;58(6):799-808
pubmed: 30532959
Arch Pharm (Weinheim). 2011 Mar;344(3):149-57
pubmed: 21384413
BJU Int. 2009 Jun;103(11):1522-9
pubmed: 19245441
Transplantation. 2004 Sep 27;78(6):831-8
pubmed: 15385801
Br J Pharmacol. 2018 Aug;175(16):3347-3360
pubmed: 29847860
Curr Pharm Des. 2006;12(27):3439-57
pubmed: 17017938

Auteurs

Juntao Li (J)

Engineering Research Center of Modern Preparation Technology of Traditional Chinese Medicine, Ministry of Education, Innovation Research Institute of Traditional Chinese Medicine, Shanghai University of Traditional Chinese Medicine, No. 1200 CaiLun Road, Pudong District, Room 10112, Shanghai, People's Republic of China.

Yue Wu (Y)

Hubei Provincial Key Laboratory for Quality and Safety of Traditional Chinese Medicine Health Food, Jing Brand Research Institute, No.169 Daye Ave, Daye, Jing Brand Co. Ltd, Huangshi, Hubei, People's Republic of China.

Xinxin Yu (X)

Shanghai Key Laboratory of New Drug Design, School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Box 318, Shanghai, 200237, China.

Xinyu Zheng (X)

Engineering Research Center of Modern Preparation Technology of Traditional Chinese Medicine, Ministry of Education, Innovation Research Institute of Traditional Chinese Medicine, Shanghai University of Traditional Chinese Medicine, No. 1200 CaiLun Road, Pudong District, Room 10112, Shanghai, People's Republic of China.

Jiechen Xian (J)

Engineering Research Center of Modern Preparation Technology of Traditional Chinese Medicine, Ministry of Education, Innovation Research Institute of Traditional Chinese Medicine, Shanghai University of Traditional Chinese Medicine, No. 1200 CaiLun Road, Pudong District, Room 10112, Shanghai, People's Republic of China.

Senjie Li (S)

Engineering Research Center of Modern Preparation Technology of Traditional Chinese Medicine, Ministry of Education, Innovation Research Institute of Traditional Chinese Medicine, Shanghai University of Traditional Chinese Medicine, No. 1200 CaiLun Road, Pudong District, Room 10112, Shanghai, People's Republic of China.

Wanyin Shi (W)

Hubei Provincial Key Laboratory for Quality and Safety of Traditional Chinese Medicine Health Food, Jing Brand Research Institute, No.169 Daye Ave, Daye, Jing Brand Co. Ltd, Huangshi, Hubei, People's Republic of China.

Yun Tang (Y)

Shanghai Key Laboratory of New Drug Design, School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Box 318, Shanghai, 200237, China.

Zhe-Sheng Chen (ZS)

Department of Pharmaceutical Sciences, College of Pharmacy and Health Sciences, St. John's University, New York, 11439, USA.

Guixia Liu (G)

Shanghai Key Laboratory of New Drug Design, School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Box 318, Shanghai, 200237, China. gxliu@ecust.edu.cn.

Shen Yao (S)

Sanlin Community Health Service Center of Shanghai Pudong New District, No. 375 Sanlin Road, Shanghai, 200124, China. 13916260830@163.com.

Jian Xu (J)

Hubei Provincial Key Laboratory for Quality and Safety of Traditional Chinese Medicine Health Food, Jing Brand Research Institute, No.169 Daye Ave, Daye, Jing Brand Co. Ltd, Huangshi, Hubei, People's Republic of China. xujian@jingpai.com.

Xiangwei Zheng (X)

Engineering Research Center of Modern Preparation Technology of Traditional Chinese Medicine, Ministry of Education, Innovation Research Institute of Traditional Chinese Medicine, Shanghai University of Traditional Chinese Medicine, No. 1200 CaiLun Road, Pudong District, Room 10112, Shanghai, People's Republic of China. zhengxwsh@hotmail.com.

Classifications MeSH