Hydroxychavicol: a potent xanthine oxidase inhibitor obtained from the leaves of betel, Piper betle

Murata, Kazuya; Nakao, Kazuwa; Hirata, Noriko; Namba, Kei; Nomi, Takao; Kitamura, Yoshihisa; Moriyama, Kenzo; Shintani, Takahiro; Iinuma, Munekazu; Matsuda, Hideaki

doi:10.1007/s11418-009-0331-y

Cited by 60 publications

(35 citation statements)

References 11 publications

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“…They are tastefully eaten by people in India as they taste warm, aromatic and bitter. They are also largely consumed as a mouth freshener and masticator [1], being additionally credited with many biological properties, such as antioxidant [2,3], antimicrobial [4][5][6][7][8], anti-allergic [9], gastroprotective [10], immunomodulator [11], anti-inflammatory [12], chemopreventive [13] and xanthine oxidase inhibitor [14]. As folk medicine, betel leaf is traditionally known to be useful in the treatment of several situations, like boils and abscesses, conjunctivitis, constipation, headache, hysteria, itches, mastitis, mastoiditis, leucorrhoea, otorrhoea, ringworm, swelling of gum, rheumatism, abrasion, bad breath, cuts and injuries [1].…”

Section: Introductionmentioning

confidence: 99%

Improving the knowledge on Piper betle: Targeted metabolite analysis and effect on acetylcholinesterase

Valentão

Gonçalves

Belo

et al. 2010

J of Separation Science

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Piper betle is a species growing in South East Asia, where its leaves are economically and medicinally important. To screen the highest possible number of volatile and semivolatile components, the leaves were subjected to headspace solid-phase microextraction, hydrodistillation and Soxhlet extraction, prior to analysis by GC/MS. Fifty compounds (identified by comparison with standard compounds or tentatively by National Institute of Standards and Technology database) were determined, 23 being described for the first time in this matrix. An aqueous extract was also analysed, in which only seven compounds were characterized. The organic acids' composition of this extract was determined by HPLC/UV and eight compounds are reported for the first time in P. betle. This extract also displayed acetylcholinesterase inhibitory capacity.

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Section: Introductionmentioning

confidence: 99%

Improving the knowledge on Piper betle: Targeted metabolite analysis and effect on acetylcholinesterase

Valentão

Gonçalves

Belo

et al. 2010

J of Separation Science

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“…1). 12) Although the XO inhibitory activity of HC is relatively low compared with febxostat and topiroxostat, its ligand efficiency index 13) value is as high as 0.60, indicating that HC is a good candidate as a seed compound for a modification study. Recently, Honda and Masuda reported that pyrogallol ( Fig.…”

Section: Chemical and Pharmaceutical Bulletin Advance Publicationmentioning

confidence: 99%

Structure–Activity Relationships and Docking Studies of Hydroxychavicol and Its Analogs as Xanthine Oxidase Inhibitors

et al. 2018

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SummaryHydroxychavicol (HC), which is obtained from the leaves of Piper betle Linn.(Piperaceae), inhibits xanthine oxidase (XO) with an IC 50 value of 16.7 μM, making it more potent than the clinically used allopurinol (IC 50 = 30.7 μM). Herein, a structure-activity relationship analysis of the polar part analogs of HC was conducted and an inhibitor was discovered with a potency 13 times that of HC. Kinetic studies have revealed that HC and its active analog inhibit XO in an uncompetitive manner. The binding structure prediction of these inhibitor molecules to the XO complex with xanthine suggested that both compounds (HC and its analog) could simultaneously form hydrogen bonds with xanthine and XO.

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“…Based on the literature, A. ceba (Haidari et al, 2008), A. indica and P. betle herbs (Murata et al, 2009) were selected and their potency to inhibit the xanthine oxidase was studied in UV/Visible spectrophotometer at 290 nm. Among the individual and different combination of A. ceba, A. indica and P.betle extracts, the highest inhibition of xanthine oxidase enzyme was noticed in P. betle extracts.…”

Section: In Vitro Spectrophotometric Assaymentioning

confidence: 99%

“…Piperaceous plants are known to contain various catecholic compounds which exhibit antioxidant activity, also piperine obtained from P. betle leaves has shown anti-inflammatory activity (Sabina et al, 2011). A. ceba (Haidari et al, 2008), A. indica and P. betle herbs (Murata et al, 2009) were possess to have xanthine oxidase inhibitory activity. These research backgrounds have prompted us to investigate their xanthine oxidase inhibitory activity.…”

Section: Introductionmentioning

confidence: 99%

Comparative evaluation of xanthine oxidase inhibitory activity of Allium ceba L., AzadirachtaindicaA.Juss. and Piper betle L.

Chakravarthi¹,

Selvaraju²

2017

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The present study was conducted to assess the xanthine oxidase inhibitory activity of Allium ceba L., Azadirachta indica A.Juss. and Piper betle L. alone and in combination, using double beam visible spectrophotometer. A. ceba (bulb), A. indica (leaf) and P. betle (leaf) were selected as per the existing indigenous practice among poultry farmers in Namakkal district. All the plants were collected locally and they were processed to obtain fresh extracts. The phytochemical analysis of these herbs was conducted to identify the active constituents. The xanthine oxidase inhibitory activity of fresh extracts of all three herbs were assessed alone and in combination at the dose rate of 100 µg/ml in double beam UV/visible spectrophotometer in comparison with standard antigout drug allopurinol. The results revealed that among the herb extracts, the P. betle extracts were produced potential xanthine oxidase inhibitory activity (72.39 ± 0.60 per cent) in comparison with allopurinol ( 89.30 ± 0.77 per cent). Hence, it was concluded that the xanthine oxidase inhibitory property of P. be tle leaf extracts will be utilized for the development of potential antigout remedy for poultry.

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Hydroxychavicol: a potent xanthine oxidase inhibitor obtained from the leaves of betel, Piper betle

Cited by 60 publications

References 11 publications

Improving the knowledge on Piper betle: Targeted metabolite analysis and effect on acetylcholinesterase

Improving the knowledge on Piper betle: Targeted metabolite analysis and effect on acetylcholinesterase

Structure–Activity Relationships and Docking Studies of Hydroxychavicol and Its Analogs as Xanthine Oxidase Inhibitors

Comparative evaluation of xanthine oxidase inhibitory activity of Allium ceba L., AzadirachtaindicaA.Juss. and Piper betle L.

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