Matrine‐Type Alkaloids from the Seeds of <i>Sophora alopecuroides</i> and Their Potential Anti‐inflammatory Activities

Li, Jianchun; Dai, Wenwen; Xiaoqiong, Zhou; Rao, K.R.S. Sambasiva; Zhang, Zhijun; Liú, Dan; Chen, Xuan‐Qin; Li, Rong‐Tao; Li, Hongmei

doi:10.1002/cbdv.202001066

Cited by 7 publications

(3 citation statements)

References 29 publications

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“…The results of immunosuppression experiments with cyclosporine as a positive control showed that compound 18 has a strong inhibitory activity. In the structure-activity analysis of the compounds, it is assumed that dichlorocyclopropane fused to the D ring and trichloromethyl bonded to C-13 had a negative effect on the activity, which is probably due to high steric hindrance Compounds 20-22 are hydroxymatrine, reported in 2021, whose hydroxyl group is attached to the 8 or 9 positions of the B ring [46]. The experimental results of the inhibitory activity of the three compounds on the production of NO induced by LPS in RAW 264.7 cells show that compound 20 has a significant inhibitory effect.…”

Section: -44mentioning

confidence: 99%

Research Progress of Natural Matrine Compounds and Synthetic Matrine Derivatives

Li,

Wei,

Marabada

et al. 2023

Molecules

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Matrine is a quinoline alkaloid extracted and separated from the dried root, fruit, and other parts of the plant Sophora flavescens using an organic solvent. Matrine exhibits a variety of biological activities and is widely used in pharmacy, agronomy, and other fields. Due to its low bioavailability, poor chemical stability, and toxicity to the central nervous system, a large number of researchers have searched for matrine derivatives with higher biological activity and safety by modifying its structure. In this review article, the research progress of matrine derivatives obtained using two methods (extraction from Sophora flavescens and structural modifications) from 2018 to 2022 in terms of pharmacological activity, mechanism of action, and structure–activity relationship are presented. The modification of matrine over the past five years has been mainly on the D-ring. Many new matrine alkaloids have been extracted from natural products, some of which have good pharmacological activity, which broadens the strategy for matrine structural modification in the future.

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Section: -44mentioning

confidence: 99%

Research Progress of Natural Matrine Compounds and Synthetic Matrine Derivatives

Li,

Wei,

Marabada

et al. 2023

Molecules

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“…[ 1 ] The seeds of S. alopecuroides (known as “Ku‐Dou‐Zi” in China) were used as traditional Chinese medicine for the treatment of many kinds of illnesses such as fever, rheumatism, bacterial infection and inflammatory diseases. [ 2‐3 ] Previous phytochemical and pharmacological investigations of the S. alopecuroides extracts revealed that matrine‐type alkaloids are one of principal active chemical constituents, [ 4‐7 ] which are responsible for diverse intriguing bioactivities such as antiviral, [ 8 ] anti‐tumor, [ 9‐10 ] and promising anti‐inflammatory activities. [ 3,10 ] It's noteworthy that matrine is used as an adjuvant drug in the treatment of COVID‐19 with good reputation, [ 11‐12 ] which was supported by network pharmacology, molecular docking analyses, [ 13 ] as well as clinical trials.…”

Section: Background and Originality Contentmentioning

confidence: 99%

Structurally Diverse Matrine‐Based Alkaloids with Anti‐inflammatory Effects from Sophora alopecuroides

et al. 2021

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Main observation and conclusion A phytochemical investigation on the seeds of Sophora alopecuroides led to obtaining fourteen structurally diverse matrine‐based alkaloids (1—14), including eight new ones (1, 6, 8—12, 14). Notably, alopecuroide F (1) represents the first dimeric matrine‐type skeleton assembled via unprecedent C‐13–C‐12' connection. The new structures were determined through extensive spectroscopic data (UV, OR, HRESIMS, 1D, and 2D NMR), ECD calculations, and three instances, verified by X‐ray crystallography. Biologically, all alkaloids were evaluated for cytotoxicity against four human cancer cell lines (HepG2, A549, THP‐1, and MCF‐7) and anti‐inflammatory activities for two pro‐inflammatory cytokines (TNF‐α and IL‐6). Alopecuroide F (1) can inhibit TNF‐α and IL‐6 productions in a dose‐dependent manner, with IC50 values of 35.6 ± 0.5 and 41.7 ± 0.8 μmol/L, respectively.

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“…S. alopecuroides is an important medicinal plant widely used in pharmaceutical preparations, such as Kexieling tablets, fuyan suppositories, S. alopecuroides oil liniment, and so on [ 16 ]. The whole plant can be used as medicine, with antitumor [ 17 , 18 , 19 ], anti-inflammatory [ 20 , 21 ], antiviral [ 22 ], insecticidal [ 15 , 23 ], and other pharmacological effects. Studies have shown that S. alopecuroides has a well-developed root system and strong drought and salinity resistance [ 15 , 24 ] and can fix nitrogen [ 25 ].…”

Section: Introductionmentioning

confidence: 99%

Impacts of Climate Change on the Habitat Suitability and Natural Product Accumulation of the Medicinal Plant Sophora alopecuroides L. Based on the MaxEnt Model

Rong,

Huang,

et al. 2024

Plants

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Sophora alopecuroides L., a perennial herb in the arid and semi-arid regions of northwest China, has the ecological functions of windbreaking and sand fixation and high medicinal value. In recent years, global warming and human activities have led to changes in suitable habitats for S. alopecuroides, which may affect the accumulation of natural products. In this study, MaxEnt 3.4 and ArcGIS 10.4 software were used to predict the distribution of potentially suitable habitats for S. alopecuroides in China under climate change. Furthermore, the geographical distribution of S. alopecuroides as affected by human activities, the differences in the content of natural products of S. alopecuroides between different suitable habitats, and the correlation between natural products and environmental factors were analyzed. The results showed that suitable habitats for S. alopecuroides were projected to expand in the future, and the major environmental factors were temperature (Bio1), rainfall (Bio18), and soil pH (pH). When Bio1, Bio18, and pH were 8.4283 °C, 7.1968 mm, and 9.9331, respectively, the distribution probability (P) of S. alopecuroides was the highest. After adding a human activity factor, the accuracy of the model prediction results was improved, and the area of suitable habitats was greatly reduced, showing a fragmented pattern. Meanwhile, habitat suitability had a specific effect on the content of natural products in S. alopecuroides. Specifically, the content of natural products in S. alopecuroides in wild habitats was higher than that in artificial cultivation, and highly suitable habitats showed higher contents than those in non-highly suitable habitats. The contents of total alkaloids and total flavonoids were positively correlated with human activities and negatively correlated with land use types. Among them, total alkaloids were negatively correlated with aspect, and total flavonoids were positively correlated with aspect. In addition, it is suggested that Xinjiang should be the priority planting area for S. alopecuroides in China, and priority should be given to protection measures in the Alashan area. Overall, this study provides an important foundation for the determination of priority planting areas and resource protection for S. alopecuroides.

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Matrine‐Type Alkaloids from the Seeds of Sophora alopecuroides and Their Potential Anti‐inflammatory Activities

Cited by 7 publications

References 29 publications

Research Progress of Natural Matrine Compounds and Synthetic Matrine Derivatives

Research Progress of Natural Matrine Compounds and Synthetic Matrine Derivatives

Structurally Diverse Matrine‐Based Alkaloids with Anti‐inflammatory Effects from Sophora alopecuroides

Impacts of Climate Change on the Habitat Suitability and Natural Product Accumulation of the Medicinal Plant Sophora alopecuroides L. Based on the MaxEnt Model

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