Two new hemiterpene glycosides from the leaves of Ilex rotunda. thunb

Kim, Manh Heun; Park, Kwan Hee; Oh, Myeong Hwan; Kim, Han Hyuk; Choe, Kang In; Park, Sang Hee; Lee, Min Won

doi:10.1007/s12272-012-1010-1

Cited by 25 publications

(18 citation statements)

References 17 publications

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“…The extract from the barks of and Hemiterpene glycosides from the leaves of I. rotunda Thunb have been shown to have antiinflammatory and antioxidant properties [15,18]. We assessed the rotundarpene effect on TNF-a-induced inflammatory mediator production in keratinocytes in relation to activation of the Akt, NF-jB, and mTOR pathways.…”

Section: Discussionmentioning

confidence: 99%

“…= 264) used in this study was isolated from the stems of I. rotunda (IR) Thunb, and the structural identity of the compound was characterized by spectral analyses, previously described [18]. Rotundarpene was provided from Prof. Min Won Lee (College of Pharmacy, Chung-Ang University, Seoul, South Korea).…”

Section: Extraction Isolation and Structural Identification Of Rotumentioning

confidence: 99%

“…Syringin isolated from I. rotunda reduces carrageenan-induced paw edema in rats [17]. Hemiterpene glycosides from the leaves of I. rotunda Thunb exhibit an antioxidative activity by scavenging 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical and superoxide radicals [18]. Caffeoylquinic acid derivatives, such as 3,5-dicaffeoylquinic acid and 4,5-dicaffeoylquinic acid, are isolated from the barks of I. rotunda Thunb [18].…”

Section: Introductionmentioning

confidence: 99%

“…Hemiterpene glycosides from the leaves of I. rotunda Thunb exhibit an antioxidative activity by scavenging 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical and superoxide radicals [18]. Caffeoylquinic acid derivatives, such as 3,5-dicaffeoylquinic acid and 4,5-dicaffeoylquinic acid, are isolated from the barks of I. rotunda Thunb [18]. Caffeoyl derivatives isolated from Laggera alata inhibit acute and chronic inflammation in mice and rats [19].…”

Section: Introductionmentioning

confidence: 99%

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Rotundarpene inhibits TNF-α-induced activation of the Akt, mTOR, and NF-κB pathways, and the JNK and p38 associated with production of reactive oxygen species

et al. 2017

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Ilex Rotunda Thunb has been shown to have anti-inflammatory and antioxidant effects. In human keratinocytes, we investigated the effect of rotundarpene (4-caffeoyl-3-methyl-but-2-ene-1,4-diol) on the TNF-α-stimulated production of inflammatory mediators in relation to the Akt, mTOR, and NF-κB pathways, and the JNK and p38-MAPK. Rotundarpene, Akt inhibitor, Bay 11-7085, rapamycin, and N-acetylcysteine inhibited the TNF-α-stimulated production of cytokines and chemokines, increase in the levels of p-Akt and mTOR, activation of NF-κB, and production of reactive oxygen species in keratinocytes. TNF-α treatment induced phosphorylation of the JNK and p38-MAPK. Inhibitors of the c-JNK (SP600125) and p38-MAPK (SB203580) reduced the TNF-α-induced production of inflammatory mediators, binding of NF-κB to DNA, and activation of the JNK and p38-MAPK in keratinocytes. The results show that rotundarpene may reduce the TNF-α-stimulated inflammatory mediator production by suppressing the reactive oxygen species-dependent activation of the Akt, mTOR, and NF-κB pathways, and activation of the JNK and p38-MAPK in human keratinocytes. Additionally, rotundarpene appears to attenuate the Akt, mTOR, and NF-κB pathways and the JNK and p38-MAPK-mediated inflammatory skin diseases.

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Section: Discussionmentioning

confidence: 99%

Section: Extraction Isolation and Structural Identification Of Rotumentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Rotundarpene inhibits TNF-α-induced activation of the Akt, mTOR, and NF-κB pathways, and the JNK and p38 associated with production of reactive oxygen species

et al. 2017

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“…Previous phytochemical investigations on the genus Ilex have revealed the presence of pentacyclic triterpenoids Lin et al, 2011a), sterols ), phenolic compounds (Filip et al, 2001, hemiterpene glycosides (Kim et al, 2012;Wu et al, 2014), flavonoids (Del Pero Martinez et al, 1997) and coumarins .…”

Section: Previous Workmentioning

confidence: 98%

Biomarkers for Ilex pubescens under anti-platelet activity-oriented isolation

Lin

Zhang

et al. 2015

Biochemical Systematics and Ecology

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Rotundarpene prevents TRAIL-induced apoptosis in human keratinocytes by suppressing the caspase-8- and Bid-pathways and the mitochondrial pathway

Lee

Nam

Kim

et al. 2014

Naunyn-Schmiedeberg's Arch Pharmacol

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The extract and hemiterpene glycosides of Ilex rotunda Thunb have demonstrated antioxidant and anti-inflammatory effects. Nevertheless, the effect of rotundarpene on the tumor necrosis factor-related apoptosis-inducing ligand (TRAIL)-induced apoptosis in keratinocytes that may be involved in skin diseases has not been studied. In this respect, we investigated the effect of rotundarpene on TRAIL-induced apoptosis in human keratinocytes. TRAIL triggers apoptosis by inducing a decrease in the cytosolic levels of Bid, Bcl-2, Bcl-xL, and survivin proteins, increase in the cytosolic levels of Bax, and increase in the mitochondrial levels of VDAC1, loss of the mitochondrial transmembrane potential, release of cytochrome c, activation of caspases (-8, -9, and -3), cleavage of PARP-1, and an increase in the tumor suppressor p53 levels. Treatment with rotundarpene prevented TRAIL-induced changes in the levels of apoptosis-related proteins, formations of reactive oxygen species and nitric oxide, nuclear damage, and cell death. These results suggest that rotundarpene may reduce TRAIL-induced apoptosis in human keratinocytes by suppressing the activation of the caspase-8- and Bid-pathways and the mitochondria-mediated cell death pathway, which is associated with the formation of reactive oxygen species and reactive nitrogen species. These data suggest that rotundarpene appears to be effective in the prevention of TRAIL-induced apoptosis-mediated skin diseases.

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Two new hemiterpene glycosides from the leaves of Ilex rotunda. thunb

Cited by 25 publications

References 17 publications

Rotundarpene inhibits TNF-α-induced activation of the Akt, mTOR, and NF-κB pathways, and the JNK and p38 associated with production of reactive oxygen species

Rotundarpene inhibits TNF-α-induced activation of the Akt, mTOR, and NF-κB pathways, and the JNK and p38 associated with production of reactive oxygen species

Biomarkers for Ilex pubescens under anti-platelet activity-oriented isolation

Rotundarpene prevents TRAIL-induced apoptosis in human keratinocytes by suppressing the caspase-8- and Bid-pathways and the mitochondrial pathway

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