Constituents from the Seeds of Sophora Alopecuroides L.

Abstract

Three new isoflavone glucosides, kudonol A−C (1–3), two new ester derivatives of phenylpropanoid, kudolignan A and B (4–5) and five known compounds, (−)-maackiain (6), neoliquiritin (7), methyl 4-coumarate (8), methyl ferulate (9) and (+)-wikstromol (10), were isolated from an extract of dried seeds of the traditional Chinese medicinal plant Sophora alopecuroides L. Their structures were established by NMR and HRESIMS data analyses. The monosaccharide part’s configuration of isoflavone glucosides was confirmed by acid hydrolysis and analyzed by a JAsco OR-4090 chiral detector, comparing it to standard substance D-glucose. The cytotoxicity effects against HeLa, Hep3B, MCF-7 and H1299 cells were tested by CCK-8 assay.

Effects of adding Sophora alopecuroides to high concentrate diet on rumen fermentation parameters and microbial diversity of sheep

“…Among them, alkaloids are its main active ingredients, with anti-inflammatory and hypolipidemic, immunomodulatory effects ( 6 ). And it is mostly used for the treatment of gastrointestinal bleeding in monogastric animals ( 7 ). Some studies have found that alkaloids can effectively inhibit the growth of harmful bacteria, promote the proliferation of beneficial bacteria, improve the microflora in the intestinal tract of broilers, and promote the development of villus structure of small intestine in broilers, and improve the absorption function of the small intestine ( 8 ).…”

Genus Sophora: a comprehensive review on secondary chemical metabolites and their biological aspects from past achievements to future perspectives

“…Compounds with 2 isoprenyl groups (one in A-ring and the other in B-ring) tetrapterol G ( 151 ) and compound with α, α-dimethylallyl group at C-5′ of B-ring such as secundiflorol D ( 140 ), secundiflorol E ( 141 ), secundiflorol A ( 154 ), and secundifloran ( 155 ), showed relatively high cytotoxic activity against tumor and normal human cell lines (Guo et al 2020 ; Ledoux et al 2018 ). The cytotoxicity effect of different isoflavone glucosides and maackiain ( 172 ), isolated from S. alopecuroides seeds, against MCF-7, Hep3B, HeLa, and H1299 cells was reported (Rong et al 2020 ; Tsai et al 2020 ). The arylbenzofuran, 2-(2′,4′-dihydroxy-phenyl)-5,6-methylene dioxybenzofuran ( 192 ), isolated from the roots of PSf and the roots and PSt rhizome, potently inhibited IL-6 production and cytotoxic activity against the KB epidermoid carcinoma cell line (Boozari et al 2019b ; Li et al 2019c ; Jin et al 2020 ).…”

“…The pterocarpan derivative, maackiain ( 172 ) was isolated from the seeds of S. alopecuroides (Tsai et al 2020 ; Rong et al 2020 ). Concerning the activity of different pterocarpan derivatives; it was noted that the compound which contained an additional tetrahydrofuran ring attached to the chromene ring showed a better binding affinity inside the human ACE2 (hACE2) than the compounds which contained free OH groups at the chromene ring (Alesawy et al 2021 ).…”

Synergistic anticancer effect of flavonoids from Sophora alopecuroides with Sorafenib against hepatocellular carcinoma

“…It has a long history as a traditional Chinese herbal medicine for detoxification, pain relief, and treating gastrointestinal diseases or other diseases such as viral hepatitis, rheumatic, fever, and skin diseases (Atta‐Ur‐Rahman, Choudhary, Parvez, Ahmed, & Hassan, 2000; Zhang et al, 2017), which has been recorded in the Chinese Pharmacopoeia, National Herbal Compendium, and Uygur medicine. Phytochemical investigation of this plant has revealed many bioactive chemical constituents, including flavonoids, alkaloids, steroids, flavonoid glycosides, polysaccharides, and volatile oils (Deng, Wang, Wu, Gao, & Bai, 2019; Rong et al, 2020). Modern pharmacological studies have shown its anti‐tumor, anti‐bacterial, anti‐viral, antiinflammatory, analgesic, anti‐oxidant, and neuroprotective activities (Jia, Yuan, Zhang, Dong, & Hua, 2020; Wan, Luo, Ren, & Kong, 2015).…”