Interconverting flavonostilbenes with antibacterial activity from Sophora alopecuroides

Wan, Chuan‐Xing; Luo, Jian‐Guang; Ren, Xiaopu; Kong, Ling‐Yi

doi:10.1016/j.phytochem.2015.02.022

Cited by 40 publications

(26 citation statements)

References 21 publications

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“…aureus , and B . subtilis with MIC values ranging from 3.1 to 12.5 μg/ml (Oh et al, ; Wan, Luo, Ren, & Kong, ). Sophoraflavanone B showed antimicrobial activity against MRSA (Mun et al, ).…”

Section: Antibacterial Activity Of Flavonoidsmentioning

confidence: 99%

“…Flavonostilbenes ( 83 ) exhibit antibacterial and antibiofilm formation activities against S . epidermidis with MIC values of 3.1 to 12.5 μg/ml (Wan et al, ). It has also been demonstrated by Wan et al that the chalcone compounds [such as ardisiaquinone ( 125 )] were active against MRSA strains by inhibition of bacterial efflux pumps (Omosa et al, ).…”

Section: Mechanism Of Antibacterial Activitymentioning

confidence: 99%

See 1 more Smart Citation

Antibacterial activity of flavonoids and their structure–activity relationship: An update review

Farhadi

Khameneh

Iranshahi

et al. 2018

Phytotherapy Research

486

305

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Based on World Health Organization reports, resistance of bacteria to well-known antibiotics is a major global health challenge now and in the future. Different strategies have been proposed to tackle this problem including inhibition of multidrug resistance pumps and biofilm formation in bacteria and development of new antibiotics with novel mechanism of action. Flavonoids are a large class of natural compounds, have been extensively studied for their antibacterial activity, and more than 150 articles have been published on this topic since 2005. Over the past decade, some promising results were obtained with the antibacterial activity of flavonoids. In some cases, flavonoids (especially chalcones) showed up to sixfold stronger antibacterial activities than standard drugs in the market. Some synthetic derivatives of flavonoids also exhibited remarkable antibacterial activities with 20-to 80-fold more potent activity than the standard drug against multidrug-resistant Gram-negative and Gram-positive bacteria (including Escherichia coli, Pseudomonas aeruginosa, and Staphylococcus aureus). This review summarizes the ever changing information on antibacterial activity of flavonoids since 2005, with a special focus on the structure-activity relationship and mechanisms of actions of this broad class of natural compounds.

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Section: Antibacterial Activity Of Flavonoidsmentioning

confidence: 99%

Section: Mechanism Of Antibacterial Activitymentioning

confidence: 99%

Antibacterial activity of flavonoids and their structure–activity relationship: An update review

Farhadi

Khameneh

Iranshahi

et al. 2018

Phytotherapy Research

486

305

View full text Add to dashboard Cite

show abstract

“…Sophoraflavanones H ( 38 ) and I ( 39 ) (stilbene residue on B ring of flavonoid structure) showed potent cytotoxic activity against tumor cells (HSC‐2 and HSG; Nakashima et al, ). Alopecurones (stilbene residue on A ring of flavonoid structure) with different types from A ( 40 ), B ( 41 ), C ( 42 ), D ( 43 ), G ( 21 ) (Iinuma, Ohyama, & Tanaka, ), H ( 44 ), I ( 45 ), J ( 46 ), K ( 47 ), L ( 48 ) (Wan, Luo, Ren, & Kong, ) were produced by S. alopecuroides . Similarly, alopecurones A ( 40 ) and B ( 41 ) were found in Sophora pachycarpa (Emami et al, ).…”

Section: Biological Effectsmentioning

confidence: 99%

Biologically active prenylated flavonoids from the genus Sophora and their structure–activity relationship—A review

Boozari

Soltani

Iranshahi

2019

Phytotherapy Research

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The genus Sophora (Fabaceae) has been used in traditional medicine for years. Prenylated flavonoids are one of the constituents of Sophora species that play important roles in their biological properties. Different classes of prenylated flavonoids are produced by Sophora spp. including prenylated flavonol (e.g., sophoflavescenol), prenylated flavanone (e.g., sophoraflavanone G), prenylated flavonostilbene (e.g., alopecurones A and B), and prenylated chalcone (kuraridin). Prenylated flavonoids have a more lipophilic structure, which leads to its high affinity to the cell membranes and enhancement of the biological activity, which includes cytotoxicity, antibacterial, anti‐inflammatory, and estrogenic activities. However, it is reported that prenylation decreases the plasma absorption but increases the tissue accumulation. The presence of the prenyl or lavandulyl groups on C8 position of flavonoids plays an important role in the biological activity. It seems that prenylated flavonoids have the potential to be developed as new drugs or supplements for human health.

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“…Many reports have focused on the alkaloids enriched in S. alopecuroides and their relative activities (Wang et al , ; Gao et al , , ; Atta‐Ur‐Rahman et al , ; Kucukboyaci et al , ). However, flavonoids are abundant in the roots of S. alopecuroides and show significant antibacterial activities (Wan et al , ). The separation methods of flavonoids reported use conventional silica column chromatography, preparative HPLC and LH‐20 gel (Wan et al , ; Butayarov et al , ; Iinuma et al , ).…”

Section: Introductionmentioning

confidence: 99%

“…However, flavonoids are abundant in the roots of S. alopecuroides and show significant antibacterial activities (Wan et al , ). The separation methods of flavonoids reported use conventional silica column chromatography, preparative HPLC and LH‐20 gel (Wan et al , ; Butayarov et al , ; Iinuma et al , ). These methods have the disadvantages of a small preparative capacity and serious loss of absorbance for the components.…”

Section: Introductionmentioning

confidence: 99%

High-Speed Counter-Current Chromatography with an Online Storage Technique for the Preparative Isolation and Purification of Dihydroflavonoids from Sophora alopecuroides L.

Sun

Lan

et al. 2017

Phytochem. Anal.

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Interconverting flavonostilbenes with antibacterial activity from Sophora alopecuroides

Cited by 40 publications

References 21 publications

Antibacterial activity of flavonoids and their structure–activity relationship: An update review

Antibacterial activity of flavonoids and their structure–activity relationship: An update review

Biologically active prenylated flavonoids from the genus Sophora and their structure–activity relationship—A review

High-Speed Counter-Current Chromatography with an Online Storage Technique for the Preparative Isolation and Purification of Dihydroflavonoids from Sophora alopecuroides L.

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