Xanthohumol, a prenylated chalcone from Humulus lupulus L., inhibits cholesteryl ester transfer protein

Hirata, Hiroshi; Takazumi, Koji; Segawa, Shuichi; Okada, Yukio; Kobayashi, Naoyuki; Shigyo, Tatsuro; Chiba, Hitoshi

doi:10.1016/j.foodchem.2012.03.043

Cited by 39 publications

(17 citation statements)

References 28 publications

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“…Hirata et al, reported that XN inhibits the cholesteryl ester transfer protein (CETP), resulting in an increase in high density lipoprotein levels. This inhibitory effect can be attributed to XN’s prenyl group and chalcone structure [ 24 ]. Costa et al, demonstrated that XN consumption in high-fat diet fed mice prevented weight gain, decreased blood glucose levels, triglyceride, and cholesterol levels, and improved insulin sensitivity [ 25 ].…”

Section: Introductionmentioning

confidence: 99%

Novel anti-obesity effects of beer hops compound xanthohumol: role of AMPK signaling pathway

2018

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BackgroundObesity alters adipose tissue metabolic and endocrine functioning, leading to an increased adiposity and release of pro-inflammatory cytokines. Various phytochemicals have been reported to contribute to the beiging of white adipose tissue in order to ameliorate obesity by increasing thermogenesis. Here, we show that the prenylated chalcone, xanthohumol (XN), induces beiging of white adipocytes, stimulates lipolysis, and inhibits adipogenesis of murine 3T3-L1 adipocytes and primary human subcutaneous preadipocytes and these effects are partly mediated by the activation of the AMP-activated protein kinase (AMPK) signaling pathway.Methods3T3-L1 adipocytes and primary human subcutaneous preadipocytes were differentiated using a standard protocol and were treated with various concentrations of XN, dorsomorphin, an AMPK inhibitor, or AICAR, an AMPK activator, to investigate the effects on adipogenesis, beiging and lipolysis.ResultsXN induced beiging of white adipocytes as witnessed by the increased expression of beige markers CIDE-A and TBX-1. XN increased mitochondrial biogenesis, as evidenced by increased mitochondrial content, enhanced expression of PGC-1α, and the thermogenic protein UCP1. Following 24 h of treatment, XN also increased oxygen consumption rate. XN stimulated lipolysis of mature 3T3-L1 and primary human subcutaneous adipocytes and inhibited adipogenesis of maturing adipocytes. XN activated AMPK and in turn, XN-induced upregulation of UCP1, p-ACC, HSL, and ATGL was downregulated in the presence of dorsomorphin. Likewise, an XN-induced decrease in adipogenesis was reversed in the presence of dorsomorphin.ConclusionsTaken together, XN demonstrates anti-obesity effects by not only inducing beiging but also decreasing adipogenesis and inducing lipolysis. The anti-obesity effects of XN are partly mediated by AMPK signaling pathway suggesting that XN may have potential therapeutic implications for obesity.Electronic supplementary materialThe online version of this article (10.1186/s12986-018-0277-8) contains supplementary material, which is available to authorized users.

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Section: Introductionmentioning

confidence: 99%

Novel anti-obesity effects of beer hops compound xanthohumol: role of AMPK signaling pathway

2018

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“…By inhibiting the angiotensin-converting enzyme (ACE) and inducing high vasodilation, the anti-hypertensive effect of amino-chalcones has been demonstrated in vitro and in vivo on rats, rabbits, and dogs [25,26]. Several molecular targets such as cyclooxygenase [27] and potassium channels [28], metabolism pathways such as triacylglycerol synthesis pathway [29][30][31] and pro-angiogenic properties [32] have also been identified to explain the potential role of chalcones in the prevention and/or treatment of cardiovascular diseases. However, all these effects have been mainly highlighted with functionalized chalcones bearing amino, prenyl or sulfonyloxy groups and little data are available for polyoxygenated chalcones [25].…”

Section: Discussionmentioning

confidence: 99%

Novel Insights into the Mode of Action of Vasorelaxant Synthetic Polyoxygenated Chalcones

Legeay

Tran

Abatuci

et al. 2020

IJMS

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Polyphenols consumption has been associated with a lower risk of cardiovascular diseases (CVDs) notably through nitric oxide (NO)- and estrogen receptor α (ERα)-dependent pathways. Among polyphenolic compounds, chalcones have been suggested to prevent endothelial dysfunction and hypertension. However, the involvement of both the NO and the ERα pathways for the beneficial vascular effects of chalcones has never been demonstrated. In this study, we aimed to identify chalcones with high vasorelaxation potential and to characterize the signaling pathways in relation to ERα signaling and NO involvement. The evaluation of vasorelaxation potential was performed by myography on wild-type (WT) and ERα knock-out (ERα-KO) mice aorta in the presence or in absence of the eNOS inhibitor Nω-nitro-L-arginine methyl ester (L-NAME). Among the set of chalcones that were synthesized, four (3, 8, 13 and 15) exhibited a strong vasorelaxant effect (more than 80% vasorelaxation) while five compounds (6, 10, 11, 16, 17) have shown a 60% relief of the pre-contraction and four compounds (12, 14, 18, 20) led to a lower vasorelaxation. We were able to demonstrate that the vasorelaxant effect of two highly active chalcones was either ERα-dependent and NO-independent or ERα-independent and NO-dependent. Thus some structure-activity relationships (SAR) were discussed for an optimized vasorelaxant effect.

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“…These chemical drugs have IC 50 values of 5–50 nM, and lead to decreased LDL-C (15–40%) and increased HDL-C (55–140%) [ 94 , 95 , 96 ]. Other findings described that natural molecules from fruits have CETP-inhibitory activities; for instance, polyphenols from apples and grapes (IC 50 at 100 mM) and xanthohumol (IC 50 at 88 μM) [ 97 , 98 , 99 ]. While the IC 50 values of the l -Thr and l -Tyr derivatives were lower than the drug values, these natural compounds could be proposed as alternatives to synthetic medications.…”

Section: Regulation Of Cholesterol Synthesis and Anti-obesity Effementioning

confidence: 99%

Beneficial Effects of Monascus sp. KCCM 10093 Pigments and Derivatives: A Mini Review

Kim

2018

Molecules

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The production of Monascus pigments and related byproducts, via microbial fermentation, has been broadly utilized as coloring by traditional food industries and as a natural textile dye. In addition to these traditional purposes, Monascus pigments have been recently favored for a variety of commercial and academic purposes. Pigments and derivatives formed during Monascus fermentation have pharmaceutical and clinical properties that can counteract common diseases, including obesity, type-2 diabetes, and cancer. Various research attempts have investigated the optimum conditions for this derived compound synthesis, as well as the still-unknown bio-functional effects. Recently, several studies were conducted using Monascus sp. KCCM 10093 and its derivatives. These experimental outcomes potentially reflect the bio-functional features of Monascus sp. KCCM 10093. However, no publication to date provides an overview of Monascus sp. KCCM 10093’s unique metabolite products, functionalities, or biological pathways. In order to develop profitable commercial applications of Monascus sp. KCCM 10093, it is necessary not only to conduct continuous research, but also to systematically organize previous Monascus studies. The goals of this review are to investigate the current derivatives of Monascus sp. KCCM 10093 pigments—some of which have demonstrated newly-identified functionality—and the relevant uses of these molecules for pharmaceutical or nutraceutical purposes.

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Xanthohumol, a prenylated chalcone from Humulus lupulus L., inhibits cholesteryl ester transfer protein

Cited by 39 publications

References 28 publications

Novel anti-obesity effects of beer hops compound xanthohumol: role of AMPK signaling pathway

Novel anti-obesity effects of beer hops compound xanthohumol: role of AMPK signaling pathway

Novel Insights into the Mode of Action of Vasorelaxant Synthetic Polyoxygenated Chalcones

Beneficial Effects of Monascus sp. KCCM 10093 Pigments and Derivatives: A Mini Review

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