Inhibitors of Aldose Reductase and Formation of Advanced Glycation End-Products in Moutan Cortex (Paeonia suffruticosa)Click to copy article linkArticle link copied!
Abstract

The methanol extract of Moutan cortex (Paeonia suffruticosa) afforded two new compounds, 8-O-benzoylpaeonidanin (1) and 5-hydroxy-3S-hydroxymethyl-6-methyl-2,3-dihydrobenzofuran (2), in addition to 4-O-butylpaeoniflorin (3) as an artifact of the separation, seven monoterpene glycosides (4−10), two monoterpenes (11, 12), four acetophenones (13−16), and two triterpenes (17, 18). The structures of the compounds were determined by spectroscopic methods, and the compounds were evaluated for inhibitory effects against rat lens aldose reductase (RLAR) and advanced glycation end-product (AGEs) formation. Compounds 17 and 18 showed the most potent inhibitory activity against RLAR, with IC50 values of 11.4 and 28.8 μM, respectively. Compounds 3 and 6 also inhibited RLAR with IC50 values of 36.2 and 44.6 μM, respectively. The positive control, 3,3-tetramethyleneglutamic acid, had an IC50 value of 31.8 μM. Compounds 3 and 6 inhibited AGE formation with IC50 values of 10.8 and 11.3 μM, respectively. Compound 2 had an IC50 value of 177.0 μM, whereas the positive control, aminoguanidine, had an IC50 value of 1026.8 μM.
Cited By
Smart citations by scite.ai include citation statements extracted from the full text of the citing article. The number of the statements may be higher than the number of citations provided by ACS Publications if one paper cites another multiple times or lower if scite has not yet processed some of the citing articles.
This article is cited by 40 publications.
- Wei-Hua Song, Zhi-Hong Cheng, and Dao-Feng Chen . Anticomplement Monoterpenoid Glucosides from the Root Bark of Paeonia suffruticosa. Journal of Natural Products 2014, 77
(1)
, 42-48. https://doi.org/10.1021/np400571x
- Sheng Tian, Youyong Li, Dan Li, Xiaojie Xu, Junmei Wang, Qian Zhang, and Tingjun Hou . Modeling Compound–Target Interaction Network of Traditional Chinese Medicines for Type II Diabetes Mellitus: Insight for Polypharmacology and Drug Design. Journal of Chemical Information and Modeling 2013, 53
(7)
, 1787-1803. https://doi.org/10.1021/ci400146u
- Bo Fu, Jin-Ling Zhang, Jia-Tong Wu, Si-Yi Wang, Yi-Qiang Zhang, Juan Pan, Wei Guan, Zhi-Chao Hao, Hai-Xue Kuang, Qing-shan Chen, Li-Li Zhang, Bing-You Yang, Yan Liu. Two new compounds from the roots of
Paeonia lactiflora
Pall. and their anti-inflammatory effects. Natural Product Research 2025, 12 , 1-8. https://doi.org/10.1080/14786419.2025.2462114
- Xinrui Zhou, Aikebaier Alimu, Jiarui Zhao, Xinyi Xu, Xiaowen Li, He Lin, Zhe Lin. Paeonia genus: a systematic review of active ingredients, pharmacological effects and mechanisms, and clinical applications for the treatment of cancer. Archives of Pharmacal Research 2024, 47
(8-9)
, 677-695. https://doi.org/10.1007/s12272-024-01512-2
- Ting-Ting Wu, Wengui Wang. Visible Light-promoted Preparation of 2,3-Dihydrobenzofurans and Coumaranones. Current Organic Chemistry 2024, 28
(11)
, 830-843. https://doi.org/10.2174/0113852728252737240327041634
- Chuihao Kong, Kaidi Wang, Lei Sun, Shihui Qin, Renzhong Wang, Fengqing Xu. Two new glycosides from the root bark of
Paeonia ostii. Natural Product Research 2024, 42 , 1-7. https://doi.org/10.1080/14786419.2024.2324372
- Xiatiguli Taximaimaiti, Rahima Abdulla, Xuelei Xin, Yuan Zhao, Yi Liu, Haji Akber Aisa, Deqiang Deng, Tao Wu. Rapid identification of chemical components in Xuelian granule by UHPLC-Q-orbitrap-HRMS based on enzyme activity in vitro. BMC Complementary Medicine and Therapies 2023, 23
(1)
https://doi.org/10.1186/s12906-023-04025-5
- Qianqian Meng, Shunyao Tong, Yuqing Zhao, Xingrong Peng, Zhenghui Li, Tao Feng, Jikai Liu. New Phenolic Dimers from Plant Paeonia suffruticosa and Their Cytotoxicity and NO Production Inhibition. Molecules 2023, 28
(12)
, 4590. https://doi.org/10.3390/molecules28124590
- Jincai Liu, Xiang Li, Huixin Bai, Xu Yang, Jun Mu, Ruonan Yan, Siwang Wang. Traditional uses, phytochemistry, pharmacology, and pharmacokinetics of the root bark of Paeonia x suffruticosa andrews: A comprehensive review. Journal of Ethnopharmacology 2023, 308 , 116279. https://doi.org/10.1016/j.jep.2023.116279
- Halina Ekiert, Marta Klimek-Szczykutowicz, Agnieszka Szopa. Paeonia × suffruticosa (Moutan Peony)—A Review of the Chemical Composition, Traditional and Professional Use in Medicine, Position in Cosmetics Industries, and Biotechnological Studies. Plants 2022, 11
(23)
, 3379. https://doi.org/10.3390/plants11233379
- Yichao Wu, Yuanyuan Jiang, Li Zhang, Jing Zhou, Yan Yu, Yonghong Zhou, Tairan Kang. Chemical Profiling and Antioxidant Evaluation of
Paeonia lactiflora
Pall. “Zhongjiang” by HPLC–ESI–MS Combined with DPPH Assay. Journal of Chromatographic Science 2021, 59
(9)
, 795-805. https://doi.org/10.1093/chromsci/bmab005
- Ningning Man, Yuming Li, Jiyang Jie, Hongyun Li, Haijun Yang, Yufen Zhao, Hua Fu. Synthesis of Chiral Propargylamines, Chiral 1,2‐Dihydronaphtho[2,1‐b]furans and Naphtho[2,1‐b]furans with C‐Alkynyl N,N′‐di‐(tert‐butoxycarbonyl)‐aminals and β‐Naphthols. Chemistry – A European Journal 2021, 27
(50)
, 12884-12889. https://doi.org/10.1002/chem.202102040
- Qinghe Song, Junjun Liu, Liyuan Dong, Xiaolei Wang, Xiandang Zhang. Novel advances in inhibiting advanced glycation end product formation using natural compounds. Biomedicine & Pharmacotherapy 2021, 140 , 111750. https://doi.org/10.1016/j.biopha.2021.111750
- Pei Li, Jie Shen, Zhiqiang Wang, Shuangshuang Liu, Qing Liu, Yue Li, Chunnian He, Peigen Xiao. Genus Paeonia: A comprehensive review on traditional uses, phytochemistry, pharmacological activities, clinical application, and toxicology. Journal of Ethnopharmacology 2021, 269 , 113708. https://doi.org/10.1016/j.jep.2020.113708
- Ajmer Singh Grewal, Komal Thapa, Neha Kanojia, Neelam Sharma, Sukhbir Singh. Natural Compounds as Source of Aldose Reductase (AR) Inhibitors for the Treatment of Diabetic Complications: A Mini Review. Current Drug Metabolism 2020, 21
(14)
, 1091-1116. https://doi.org/10.2174/1389200221666201016124125
- Gyeong Han Jeong, Tae Hoon Kim. Radiolytic Cyclization Products of Phloridzin as Potent Anti‐Glycation Agents. Chemistry & Biodiversity 2020, 17
(9)
https://doi.org/10.1002/cbdv.202000305
- Vuanghao Lim, Edward Schneider, Hongli Wu, Iok-Hou Pang. Cataract Preventive Role of Isolated Phytoconstituents: Findings from a Decade of Research. Nutrients 2018, 10
(11)
, 1580. https://doi.org/10.3390/nu10111580
- Jiman Kim, Eulsun Moon, Tae-Hun Kim. Successful Midterm Management With an Herbal Decoction, Modified-Goshajinkigan (mGJG) for Non-Proliferative Diabetic Retinopathy: A Case Study. EXPLORE 2018, 14
(4)
, 295-299. https://doi.org/10.1016/j.explore.2017.07.009
- Wajid Ali, Anjali Dahiya, Bhisma K. Patel. Cascade Synthesis of Dihydrobenzofurans and Aurones
via
Palladium‐Catalyzed Isocyanides Insertion into 2‐Halophenoxy Acrylates. Advanced Synthesis & Catalysis 2018, 360
(6)
, 1232-1239. https://doi.org/10.1002/adsc.201800013
- Zhiqiang Wang, Chunnian He, Yong Peng, Feihu Chen, Peigen Xiao. Origins, Phytochemistry, Pharmacology, Analytical Methods and Safety of Cortex Moutan (Paeonia suffruticosa Andrew): A Systematic Review. Molecules 2017, 22
(6)
, 946. https://doi.org/10.3390/molecules22060946
- Jaemin Lee, Hyun-Sung Ryu, Joyce P. Rodriguez, Sanghyun Lee. Aldose reductase inhibitory activity of quercetin from the stems of
Rhododendron mucronulatum
for.
albiflorum. Journal of Applied Biological Chemistry 2017, 60
(1)
, 29-33. https://doi.org/10.3839/jabc.2017.006
- Ligua Huang, Baoshun Zhang, You Yang, Xiaobao Gong, Zhu Chen, Zhenxu Wang, Peng Zhang, Qingyan Zhang. Synthesis and anti-inflammatory activity of paeonol analogues in the murine model of complete Freund’s adjuvant induced arthritis. Bioorganic & Medicinal Chemistry Letters 2016, 26
(21)
, 5218-5221. https://doi.org/10.1016/j.bmcl.2016.09.060
- Yan-Chao Yu , Bo Liu, Yikang Wu. Synthesis of Phenostereum A and Related Diol and Attempted Assignment of Relative Configurations of Remote Stereocenters by
13
C NMR. ChemistrySelect 2016, 1
(12)
, 3120-3123. https://doi.org/10.1002/slct.201600657
- Andréa E.M. Stinghen, Ziad A. Massy, Helen Vlassara, Gary E. Striker, Agnès Boullier. Uremic Toxicity of Advanced Glycation End Products in CKD. Journal of the American Society of Nephrology 2016, 27
(2)
, 354-370. https://doi.org/10.1681/ASN.2014101047
- Rémy Hemelaere, François Carreaux, Bertrand Carboni. A Diastereoselective Route to
trans
‐2‐Aryl‐2,3‐dihydrobenzofurans through Sequential Cross‐Metathesis/Isomerization/Allylboration Reactions: Synthesis of Bioactive Neolignans. European Journal of Organic Chemistry 2015, 2015
(11)
, 2470-2481. https://doi.org/10.1002/ejoc.201500019
- Chaoni Xiao, Man Wu, Yongyong Chen, Yajun Zhang, Xinfeng Zhao, Xiaohui Zheng. Revealing Metabolomic Variations in Cortex Moutan from Different Root Parts using HPLC–MS method. Phytochemical Analysis 2015, 26
(1)
, 86-93. https://doi.org/10.1002/pca.2539
- Qiuling Wang, Zhitao Liang, Yong Peng, Jun Ling Hou, Sheng Li Wei, Zhong Zhen Zhao, Wen Quan Wang. Whole transverse section and specific-tissue analysis of secondary metabolites in seven different grades of root of Paeonia lactiflora using laser microdissection and liquid chromatography-quadrupole/time of flight-mass spectrometry. Journal of Pharmaceutical and Biomedical Analysis 2015, 103 , 7-16. https://doi.org/10.1016/j.jpba.2014.10.020
- Junfei Gu, Minghua Zhang, Jiarui Yuan, Bingjie Zhao, Liang Feng, Xiaobin Jia, Li Zhang, Yuesheng Wang, Luqi Huang. Specificity Screening of Potential Active Components from Moutan Cortex for Rat Mesangial Cells HBZY-1 by Cell Membrane Immobilized Chromatography. Chinese Medicine 2015, 06
(02)
, 147-157. https://doi.org/10.4236/cm.2015.62016
- Md. Nurul Islam, Sung Hwa Choi, Hye Eun Moon, Jin Ju Park, Hyun Ah Jung, Mi Hee Woo, Hee Chul Woo, Jae Sue Choi. The inhibitory activities of the edible green alga Capsosiphon fulvescens on rat lens aldose reductase and advanced glycation end products formation. European Journal of Nutrition 2014, 53
(1)
, 233-242. https://doi.org/10.1007/s00394-013-0521-y
- T. K. Lim. Paeonia × suffruticosa. 2014, 597-621. https://doi.org/10.1007/978-94-017-8748-2_45
- Chaoni Xiao, Man Wu, Yongyong Chen, Pu Jia, Ru Jia, Xiaohui Zheng. Metabolomic analysis provides novel chemotaxonomic characteristics for phenotypic cultivars of tree peony. Anal. Methods 2014, 6
(19)
, 7854-7864. https://doi.org/10.1039/C4AY01028K
- Liqin Ding, Feng Zhao, Lixia Chen, Zhihu Jiang, Yue Liu, Zhuomin Li, Feng Qiu, Xinsheng Yao. New monoterpene glycosides from Paeonia suffruticosa Andrews and their inhibition on NO production in LPS-induced RAW 264.7 cells. Bioorganic & Medicinal Chemistry Letters 2012, 22
(23)
, 7243-7247. https://doi.org/10.1016/j.bmcl.2012.09.034
- D.K. Patel, R. Kumar, K. Sairam, S. Hemalatha. Pharmacologically tested aldose reductase inhibitors isolated from plant sources — A concise report. Chinese Journal of Natural Medicines 2012, 10
(5)
, 388-400. https://doi.org/10.1016/S1875-5364(12)60078-8
- Patrizia Picerno, Teresa Mencherini, Francesca Sansone, Pasquale Del Gaudio, Ilaria Granata, Amalia Porta, Rita P. Aquino. Screening of a polar extract of Paeonia rockii: Composition and antioxidant and antifungal activities. Journal of Ethnopharmacology 2011, 138
(3)
, 705-712. https://doi.org/10.1016/j.jep.2011.09.056
- Hiroshi Shimoda, Seiko Nakamura, Makoto Morioka, Junji Tanaka, Hisashi Matsuda, Masayuki Yoshikawa. Effect of Cinnamoyl and Flavonol Glucosides Derived from Cherry Blossom Flowers on the Production of Advanced Glycation End Products (
AGEs
) and AGE‐induced Fibroblast Apoptosis. Phytotherapy Research 2011, 25
(9)
, 1328-1335. https://doi.org/10.1002/ptr.3423
- Bing Wang, Gu Yan. Structure and antitumor (LOVO) activity of Cortex moutan heteroglycan and Curcumin. Carbohydrate Polymers 2011, 86
(2)
, 520-525. https://doi.org/10.1016/j.carbpol.2011.04.087
- Tom D. Sheppard. Strategies for the Synthesis of 2,3-Dihydrobenzofurans. Journal of Chemical Research 2011, 35
(7)
, 377-385. https://doi.org/10.3184/174751911X13096980701749
- Pierre Champy. Artifacts and Natural Substances Formed Spontaneously. 2011, 847-934. https://doi.org/10.1002/9783527634606.ch24
- Hai-Ying Ma, Hui-Yuan Gao, Lu Sun, Jian Huang, Xiao-Min Xu, Li-Jun Wu. Constituents with α-glucosidase and advanced glycation end-product formation inhibitory activities from Salvia miltiorrhiza Bge.. Journal of Natural Medicines 2011, 65
(1)
, 37-42. https://doi.org/10.1007/s11418-010-0453-2
- Do Thi Ha, Trinh Nam Trung, Tran Thi Hien, Trong Tuan Dao, Namhui Yim, Tran Minh Ngoc, Won Keun Oh, KiHwan Bae. Selected compounds derived from Moutan Cortex stimulated glucose uptake and glycogen synthesis via AMPK activation in human HepG2 cells. Journal of Ethnopharmacology 2010, 131
(2)
, 417-424. https://doi.org/10.1016/j.jep.2010.07.010
Article Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.
Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.
The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated.