Modulation of suppressive activity of lipopolysaccharide-induced nitric oxide production by glycosidation of flavonoids

Kwon, Yong Soo; Kim, Sung‐Soo; Sohn, Soon Joo; Kong, Pil-Jae; Cheong, II-Young; Kim, Chang Min; Wang, Chun

doi:10.1007/bf02980144

Cited by 35 publications

(17 citation statements)

References 18 publications

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“…Many flavonoids exist in both aglycone and glycone forms. Different biochemical and pharmacological activities between these two forms have been reported for a number of flavonoids (Kwon et al, 2004;Lin et al, 2005). To compare the effects of flavonoids and their glycosides on [ 3 H]DHEAS uptake, eight pairs of flavonoids and corresponding glycosides were characterized in both OATP1B1-expressing and OATP1B1-negative cells (Fig.…”

Section: Effects Of Flavonoids On [mentioning

confidence: 99%

Flavonoids as a Novel Class of Human Organic Anion-Transporting Polypeptide Oatp1b1 (Oatp-C) Modulators

Wang¹,

Wolkoff²,

Morris³

2005

Drug Metab Dispos

139

107

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ABSTRACT:Flavonoids are a class of polyphenolic compounds widely present in the diet and herbal products. The interactions of flavonoids with some major efflux transporters [e.g., P-glycoprotein, multidrug resistance-associated protein 1 (MRP1), and breast cancer resistance protein] have been reported; however, their interactions with uptake transporters are largely unknown. Organic anion-transporting polypeptide OATP1B1 is a liver-specific uptake transporter important in hepatic drug disposition. Our objective was to evaluate the effects of 20 naturally occurring flavonoids, and some of their corresponding glycosides, on the uptake of

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Section: Effects Of Flavonoids On [mentioning

confidence: 99%

Flavonoids as a Novel Class of Human Organic Anion-Transporting Polypeptide Oatp1b1 (Oatp-C) Modulators

Wang¹,

Wolkoff²,

Morris³

2005

Drug Metab Dispos

139

107

View full text Add to dashboard Cite

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“…It has been previously reported that aglycones of flavonoids exhibited more potent activities such as free radical scavenging activity and suppression of nitric oxide production than their glycosides (Hou et al, 2004; Kwon et al, 2004). However, the effects of glycosidation in terms of the position and degree of sugar substitution were not clearly elucidated.…”

Section: Discussionmentioning

confidence: 99%

Quercetin-3-O-β-D-Glucuronide Suppresses Lipopolysaccharide-Induced JNK and ERK Phosphorylation in LPS-Challenged RAW264.7 Cells

Park

Lim

Kim

et al. 2016

Biomolecules & Therapeutics

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Quercetin, a flavonol, has been reported to exhibit a wide range of biological properties including anti-oxidant and anti-inflammatory activities. However, pharmacological properties of quercetin-3-O-β-D-glucuronide (QG), a glycoside derivative of quercetin, have not been extensively examined. The objective of this study is to elucidate the anti-inflammatory property and underlying mechanism of QG in lipopolysaccharide (LPS)-challenged RAW264.7 macrophage cells in comparison with quercetin. QG significantly suppressed LPS-induced extracellular secretion of pro-inflammatory mediators such as nitric oxide (NO) and PGE2, and pro-inflammatory protein expressions of iNOS and COX-2. To elucidate the underlying mechanism of the anti-inflammatory property of QG, involvement of MAPK signaling pathways was examined. QG significantly attenuated LPS-induced activation of JNK and ERK in concentration-dependent manners with a negligible effect on p38. In conclusion, the present study demonstrates QG exerts anti-inflammatory activity through the suppression of JNK and ERK signaling pathways in LPS-challenged RAW264.7 macrophage cells.

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“…[30][31][32][33] In Ginkgo biloba leaves extracts, there are about 13 flavonol glycosides. Among them only 4 are with kaempferol aglycone, including nicotiflorin.…”

Section: Discussionmentioning

confidence: 99%

“…30) We considered the mechanism of neuroprotective effects of nicotiflorin was mainly attributed to the effects of kaempferol aglycone as above-mentioned.…”

Section: Discussionmentioning

confidence: 99%

Neuroprotection of Nicotiflorin in Permanent Focal Cerebral Ischemia and in Neuronal Cultures

Guo

Zhang

et al. 2006

Biological & Pharmaceutical Bulletin

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Flavonoids, a group of polyphenolic compounds found ubiquitously in plants, have a variety of biological activities including anti-viral, anti-tumor, anti-inflammatory and vasodilatory actions.1) Because of these biological activities and their bioavailability in the brain in particular, they are supposed to have effects of neural protection.2) Nicotiflorin (kaempferol-3-b-rutinoside), a flavonoid glucoside originally derived from the flower petals of Flos Carthami, a medicinal plant traditionally used in prevention and treatment of cardiovascular diseases and thrombosis in Chinese medicine, 3) is known to have potent analgesic, antihypertensive and antianaphylactic effects. In an analgesic model of writhing syndrome in mouse, nicotiflorin was to significantly reduce the number of writhings and stretchings induced by 1% acetic acid solution at a dose of 80 and 40 mg/kg. 4) In normotensive pentothal anaesthetized rats, intravenous administration of nicotiflorin produced a dose dependent decrease in systolic, diastolic and mean arterial blood pressure. At a dose of 10 mg/kg the antihypertensive effect (41.60%Ϯ3.62) was observed with a duration of 2-3 min, during which the heart rate also decreased. These effects are not mediated through muscarinic, histaminergic and adeno ceptors. 5) In antianaphylactic studies, it can significantly prevent fatal shock of hen egg-white lysozyme specific IgE-mediated anaphylaxis. 6)However, little information is available about the effects of nicotiflorin on the CNS. To determine whether it has neuroprotective effects in vivo, this study observed its effects on ischemic brain damage using a permanent model of focal ischemia in rats. Furthermore, in order to define the possible protective mechanism, we examined the effect of it on cell damage induced by an acute hypoxic insult in rat primarily cultured neurons. MATERIALS AND METHODS Preparation of NicotiflorinNicotiflorin was extracted from Flos Carthami, the purity of which was 99.5% by HPLC analysis and the structure of which was as follows:Animals Animal experiments were approved by local committee review and were conducted according to policies on the use of animals of the Society for Neuroscience. Experiments were performed in male Sprague-Dawley (SD) rats weighing 250-350 g. Animals were housed under standard conditions with free access to rat chow and tap water before and after surgery. Rats were randomly divided into five groups, each consisting of ten animals.Surgical Procedures Irreversible occlusion of the right middle cerebral artery was performed as described previously.7) Briefly, animals were anesthetized with chloral hydrate (350 mg/kg, i.p.) and, using an operating microscope, the right MCA was exposed by a subtemporal craniectomy. The artery and its lenticulostriate branches were then occluded by bipolar electrocoagulation. Afterwards, retracted soft tissues were replaced, wounds were sutured, anesthesia was discontinued, and the rats were put back into their cages. Body temperature was maintained at 37°C by means ...

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Modulation of suppressive activity of lipopolysaccharide-induced nitric oxide production by glycosidation of flavonoids

Cited by 35 publications

References 18 publications

Flavonoids as a Novel Class of Human Organic Anion-Transporting Polypeptide Oatp1b1 (Oatp-C) Modulators

Flavonoids as a Novel Class of Human Organic Anion-Transporting Polypeptide Oatp1b1 (Oatp-C) Modulators

Quercetin-3-O-β-D-Glucuronide Suppresses Lipopolysaccharide-Induced JNK and ERK Phosphorylation in LPS-Challenged RAW264.7 Cells

Neuroprotection of Nicotiflorin in Permanent Focal Cerebral Ischemia and in Neuronal Cultures

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