Prenylated flavonoids from the stems and roots of Tripterygium wilfordii

Chen, Yang; Zhao, Jianping; Qiu, Yixing; Yuan, Huiping; Khan, Shabana I.; Hussain, Nusrat; Choudhary, M. Iqbal; Zeng, Feng; Guo, Di; Khan, Ikhlas A.; Wang, Wei

doi:10.1016/j.fitote.2017.04.003

Cited by 22 publications

(9 citation statements)

References 16 publications

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“…The specific rotation of compound 1 , as well as those of 2 – 4 , were all negative, which indicates that they have the S configuration at C-2. 8–9 The structure of 1 was thus assigned as (S)-2-(3,5-dihydroxy-4-methoxyphenyl)-5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)chroman-4-one (carphorin A).…”

mentioning

confidence: 99%

Antiplasmodial flavanones and a stilbene from Carpha glomerata

Cho¹,

Valenciano²,

Du³

et al. 2018

Bioorganic & Medicinal Chemistry Letters

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Bioassay-guided fractionation of an extract of Carpha glomerata (Cyperaceae) led to the isolation of seven compounds. Compounds 1 (carphorin A), 3 (carphorin C), 4 (carphorin D), and 5 (carphabene) are new compounds, and compound 2 (8-(3″-hydroxyisoamyl)-naringenin) was isolated for the first time as a natural product. All structures were elucidated based on analyses of their HR-ESIMS and 1D and 2D NMR data. Compounds 1, 2, and 6, which have prenyl or hydroxyprenyl side chains, exhibited antiplasmodial activities with IC values of 5.2 ± 0.6, 3.4 ± 0.4, and 6.7 ± 0.8 µM against the drug-resistant Dd2 strain of Plasmodium falciparum. In addition the prenylated stilbene 5 also showed good activity, with IC 5.8 ± 0.7 µM.

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mentioning

confidence: 99%

Antiplasmodial flavanones and a stilbene from Carpha glomerata

Cho¹,

Valenciano²,

Du³

et al. 2018

Bioorganic & Medicinal Chemistry Letters

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“…They are found in roots, barks, seeds, and buds [ 61 ] of nontoxic or even medicinal and food plants [ 59 ]. Prenylated flavonoids have been found in the families Moraceae, Fabaceae, Cannabaceae, Guttiferae, Rutaceae, Paulowniaceae, Umbelliferae [ 62 ], Euphorbiaceae [ 59 ], Celastraceae [ 63 ], Asteraceae [ 64 ], and Thymelaeaceae [ 65 ]. Some species, such as Artocarpus heterophyllus , Broussonetia papyrifera , Epimedium brevicornum , Glycine max , Glycyrrhiza glabra , Humulus lupulus , and Morus alba , and propolis serve as fruits or vegetables, functional foods, or medicines in the daily diet [ 66 ].…”

Section: Flavonoids As Effective Anti-infective and Wound Healing Agentsmentioning

confidence: 99%

Prenylated Flavonoids in Topical Infections and Wound Healing

et al. 2022

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The review presents prenylated flavonoids as potential therapeutic agents for the treatment of topical skin infections and wounds, as they can restore the balance in the wound microenvironment. A thorough two-stage search of scientific papers published between 2000 and 2022 was conducted, with independent assessment of results by two reviewers. The main criteria were an MIC (minimum inhibitory concentration) of up to 32 µg/mL, a microdilution/macrodilution broth method according to CLSI (Clinical and Laboratory Standards Institute) or EUCAST (European Committee on Antimicrobial Susceptibility Testing), pathogens responsible for skin infections, and additional antioxidant, anti-inflammatory, and low cytotoxic effects. A total of 127 structurally diverse flavonoids showed promising antimicrobial activity against pathogens affecting wound healing, predominantly Staphylococcus aureus strains, but only artocarpin, diplacone, isobavachalcone, licochalcone A, sophoraflavanone G, and xanthohumol showed multiple activity, including antimicrobial, antioxidant, and anti-inflammatory along with low cytotoxicity important for wound healing. Although prenylated flavonoids appear to be promising in wound therapy of humans, and also animals, their activity was measured only in vitro and in vivo. Future studies are, therefore, needed to establish rational dosing according to MIC and MBC (minimum bactericidal concentration) values, test potential toxicity to human cells, measure healing kinetics, and consider formulation in smart drug release systems and/or delivery technologies to increase their bioavailability.

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“…Moreover, five known compounds (2-6) were obtained from the leaves of T. wilfordii and identified as p-coumaroylkaempferol (2), 14 tripteryol B (3), 15 3β-O-transcoumaroylbetulinic acid (4), 16 camaldulenic acid (5) 17 and crategolic acid (6) 18 based on the NMR data and comparison with literature data (Figure 2).…”

Section: Structural Elucidationmentioning

confidence: 99%

Chemical constituents from the leaves of Tripterygium wilfordii and their cytotoxic activity

Jiang

Li²,

2022

Journal of Chemical Research

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A new flavonol glycoside derivate named kaempferol 3- O- trans- p-coumaroyl-7- O- α-ʟ-rhamnoside (1), together with five known compounds (2–6), was isolated from the EtOAc-soluble extract of the leaves of Tripterygium wilfordii. The structure of new compound was elucidated with spectroscopic and physico-chemical analyses. All the isolates were evaluated for in vitro cytotoxic activity against four human cancer cells including HepG2, Hep3B, A549 and MCF-7. Among them, compound 1 exhibited the significant cytotoxic activities against HepG2 and Hep3B cells with IC50 values of 6.8 ± 1.6 and 4.2 ± 1.3 μM, respectively. The above data demonstrated the potential of 1 for the treatment of liver cancer. In addition, 4 also showed moderate inhibitory activity on HepG2 and Hep3B cells with IC50 values of 16.1 ± 2.3 and 10.7 ± 1.8 μM, respectively.

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Prenylated flavonoids from the stems and roots of Tripterygium wilfordii

Cited by 22 publications

References 16 publications

Antiplasmodial flavanones and a stilbene from Carpha glomerata

Antiplasmodial flavanones and a stilbene from Carpha glomerata

Prenylated Flavonoids in Topical Infections and Wound Healing

Chemical constituents from the leaves of Tripterygium wilfordii and their cytotoxic activity

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