Antidiabetic complications and anti‐alzheimer activities of sophoflavescenol, a prenylated flavonol from Sophora flavescens, and its structure–activity relationship
Abstract
It was previously reported that prenylated flavonols from Sophora flavescens are inhibitors of rat lens aldose reductase (RLAR), human recombinant aldose reductase (HRAR), advanced glycation endproducts (AGE), β‐secretase (BACE1) and cholinesterases (ChE). Based upon structure–activity relationships, 3,4′‐dihydroxy flavonols with a prenyl or lavandulyl group substitution at the C‐8 position, and a hydroxy group at the C‐5, are important for such inhibition. In our ongoing study to isolate active principles from S. flavescens by an activity‐guided isolation procedure, further detailed phytochemical investigations of the CH 2 Cl 2 fraction were conducted via repeated chromatography over silica gel and Sephadex LH‐20 columns. This ultimately resulted in the isolation of a promising active sophoflavescenol with higher inhibitory activities among the current prenylated flavonols isolated from S. flavescens against RLAR, HRAR, AGE, BACE1 and ChEs. The results further support that 3,4′‐dihydroxy flavonols with a prenyl or lavandulyl substitution at the C‐8 position and a methoxy group at C‐5 represent a new class of RLAR, HRAR and AGE inhibitors. Nevertheless, the C‐5 hydroxyl group of prenylated flavonoids is important for inhibition of BACE1 and ChEs, indicating that the hydroxyl group at C‐5 might be the main contributor to the augmentation and/or modification of prenylated flavonol activity. Copyright © 2010 John Wiley & Sons, Ltd.
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Lavandulyl flavanones from Sophora flavescens have non-competitive BACE1 repressive outcomes.
“another investigation described non-competitive BACE1 repressive outcomes of lavandulyl flavanones from S. flavescens.”
From Phytotherapy: A promising approach for the treatment of Alzheimer's disease (2022) · cites this paper as [94]
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Phytotherapy: A promising approach for the treatment of Alzheimer's disease
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- Authors
- Jung, H. A., Jin, S. E., Park, J., & Choi, J. S.
- Affiliations
- Jeonbuk National University (KR)
- Pukyong National University (KR)
- Amorepacific (South Korea) (KR)
- Dong-Eui University (KR)
- Corresponding author
- Choi, Jae Sue
- Venue
- Phytotherapy Research
- Publisher
- Wiley
- Published
- 2010-11-12
- Volume
- 25
- Issue
- 5
- Pages
- 709-715
- ISSN
- 0951-418X (ISSN-L)
- 1099-1573
- OpenAlex
- W1657943251
- Cited by
- 41
- References
- 18
- Citations by year
- 2026: 1 · 2025: 3 · 2024: 1 · 2023: 5 · 2022: 2 · 2021: 7 · 2020: 4 · 2019: 4 · 2018: 2 · 2017: 3 · 2015: 1 · 2014: 1 · 2013: 4 · 2012: 3
- FWCI
- 0.91
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Phytotherapy Research (publishedVersion)
- PubMed (publishedVersion)
- Funders
- Dong-A University
- Dong-Eui University
- Division of Chemistry
- Topics
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Bioactive natural compounds
- Life Sciences › Agricultural and Biological Sciences › Plant Science › Phytochemistry and Biological Activities
- Health Sciences › Medicine › Pharmacology › Synthesis of Organic Compounds
- Keywords
- Sophora flavescens, structure-activity relationship, aldose reductase inhibition, beta-secretase inhibition, cholinesterase inhibition, antidiabetic activity, anti-Alzheimer activity, activity-guided isolation
- MeSH terms
- Aldehyde Reductase, Alzheimer Disease, Animals, Cholinesterases, Enzyme Inhibitors, Flavonoids, Humans, Medicine, Traditional, Plant Extracts, Recombinant Proteins, Structure-Activity Relationship, Glycation End Products, Advanced, Inhibitory Concentration 50, Sophora, Rats, Amyloid Precursor Protein Secretases, Prenylation
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