Hydroxylation of naringin by Trichoderma harzianum to dramatically improve its antioxidative activity

Ye, Hui; Xu, Haidong; Yu, Cigang; Dai, Yinming; Liu, Guiyou; Xu, Wenping; Yuan, Sheng

doi:10.1016/j.enzmictec.2009.06.011

Cited by 16 publications

(16 citation statements)

References 26 publications

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“…For example, 3 0 ,5 0 -dihydroxynaringin (pyrogallol B-ring) is ca. 70 times as potent as naringenin (Ye et al, 2009). Flavanones present a higher AA in a hydrophilic environment.…”

Section: Radical-scavenging Effectsmentioning

confidence: 97%

A comprehensive review on flavanones, the major citrus polyphenols

Khan

Zill-e-Huma

Dangles

2014

Journal of Food Composition and Analysis

356

242

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The consumption of Citrus fruits and juices has been widely investigated for its possible role in the prevention of cardiovascular disease and cancer. These beneficial effects are mainly attributed to flavanones, the typical polyphenols of Citrus species. Major flavanones in plant species include hesperetin, naringenin, eriodictyol, isosakuranetin and their respective glycosides. Hesperetin and its derivatives are characteristic flavanones of sweet orange, tangelo, lemon and lime, while naringenin and its derivatives are those of grapefruit and sour orange. Advances in analytical techniques like ultra high performance liquid chromatography (UPLC) coupled with mass spectrometry has facilitated (a) the estimation of flavanone contents in other plant species and in humans after ingestion and (b) the determination of flavanone metabolites more rapidly and with greater efficiency. The present review will summarize the current knowledge about flavanones from their occurrence in plants to the bioactivity of their metabolites in humans.

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“…For example, 3 0 ,5 0 -dihydroxynaringin (pyrogallol B-ring) is ca. 70 times as potent as naringenin (Ye et al, 2009). Flavanones present a higher AA in a hydrophilic environment.…”

Section: Radical-scavenging Effectsmentioning

confidence: 97%

A comprehensive review on flavanones, the major citrus polyphenols

Khan

Zill-e-Huma

Dangles

2014

Journal of Food Composition and Analysis

356

242

View full text Add to dashboard Cite

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“…Flavonoids with two hydroxyl groups at 3′ and 4′ positions of B-ring showed stronger antioxidant activity (Cao et al 1997). We had reported that T. harzianum CGMCC 1523 could transform puerarin and naringin into 3′-hydroxypuerarin (Ye et al 2007) and 3′, 4′, 5′, 7-tetrahydroxy flavanone-7-rhamnoglucoside (Ye et al 2009), respectively, which increased the free radical scavenging ability of puerarin and naringin.…”

Section: Discussionmentioning

confidence: 96%

Hydroxylation modification and free radical scavenging activity of puerarin-7-O-fructoside

et al. 2011

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Puerarin-7-O-fructoside was transformed by Trichoderma harzianum CGMCC 1523 into 3'-hydroxypuerarin-7-O-fructoside; this was identified by MS and NMR. However, puerarin-7-O-glucoside was not directly hydroxylated but hydrolyzed back into puerarin, which was transformed into 3'-hydroxypuerarin by the same fungi. Comparative analysis of free radical scavenging activity of DPPH showed that the free radical scavenging activity of puerarin-7-O-glucoside was reduced to approximately 1/2 of that of puerarin, while the free radical scavenging activity of puerarin-7-O-fructoside was increased to approximately 1.5 times of that of puerarin. The free radical scavenging activity of 3'-hydroxypuerarin-7-O-fructoside was further increased by 2.2 times of that of puerarin-7-O-fructoside, which was close to that of 3'-hydroxypuerarin.

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“…24 Previous studies have demonstrated that the microbial transformates of naringin derived from Aspergillus saitoi and Trichoderma harzianum exhibited significantly improved antioxidative activity. 25,26 In a prior study, we reported the great utility of plasma for increasing food functionality. 9 Our systematic investigation related to the biotransformation of natural products using DBD plasma demonstrated that DBD plasma-treated naringin exhibited potentially improved antioxidative activity against the DPPH radical and ONOO À , indicating that the stereochemistry in the B-ring at C-2 and the linkage point of the alkyl chain in the sugar moiety of naringin are strongly correlated with achieving enhanced antioxidant activity.…”

Section: Introductionmentioning

confidence: 97%