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去甲氧基姜黄素:一种天然存在的姜黄素类似物,用于治疗非癌症疾病。

Demethoxycurcumin: A naturally occurring curcumin analogue for treating non-cancerous diseases.

机构信息

Nanotechnology Research Center, School of Pharmacy, Mashhad University of Medical Sciences, Mashhad, Iran.

Nanotechnology Research Center, Pharmaceutical Technology Institute, Mashhad University of Medical Sciences, Mashhad, Iran.

出版信息

J Cell Physiol. 2019 Nov;234(11):19320-19330. doi: 10.1002/jcp.28626. Epub 2019 Apr 4.

DOI:10.1002/jcp.28626
PMID:31344992
Abstract

Turmeric extracts contain three primary compounds, which are commonly referred to as curcuminoids. They are curcumin, demethoxycurcumin (DMC), and bisdemethoxycurcumin. While curcumin has been the most extensively studied of the curcuminoids, it suffers from low overall oral bioavailability due to extremely low absorption as a result of low water solubility and instability at acidic pH, as well as rapid metabolism and clearance from the body. However, DMC, which lacks the methoxy group on the benzene ring of the parent structure, has much greater chemical stability at physiological pH and has been recently reported to exhibit antitumor properties. However, the treatment of noncancerous diseases with DMC has not been comprehensively reviewed. Therefore, here we evaluate published scientific literature on the therapeutic properties of DMC. The beneficial pharmacological actions of DMC include anti-inflammatory, neuroprotective, antihypertensive, antimalarial, antimicrobial, antifungal, and vasodilatory properties. In addition, DMC's ability to ameliorate the effects of free radicals and an environment characterized by oxidative stress caused by the accumulation of advanced glycation end-products associated with diabetic nephropathy, as well as DMC's capacity to inhibit the migration and proliferation of vascular smooth muscle cells following balloon angioplasty are also addressed. This review collates the available literature regarding the therapeutic possibilities of DMC in noncancerous conditions.

摘要

姜黄提取物含有三种主要化合物,通常被称为姜黄素类化合物。它们是姜黄素、脱甲氧基姜黄素(DMC)和双脱甲氧基姜黄素。虽然姜黄素是姜黄素类化合物中研究最多的一种,但由于其极低的水溶性和在酸性 pH 值下的不稳定性,以及在体内的快速代谢和清除,导致其整体口服生物利用度极低,因此受到了极大的限制。然而,DMC 缺乏母体结构苯环上的甲氧基,在生理 pH 值下具有更高的化学稳定性,并且最近有报道称其具有抗肿瘤特性。然而,DMC 治疗非癌症疾病的情况尚未得到全面审查。因此,在这里我们评估了关于 DMC 治疗特性的已发表科学文献。DMC 的有益药理作用包括抗炎、神经保护、降压、抗疟、抗菌、抗真菌和血管舒张作用。此外,DMC 还能改善由糖尿病肾病相关的晚期糖基化终产物积累引起的自由基和氧化应激环境的影响,以及抑制球囊血管成形术后血管平滑肌细胞的迁移和增殖。本综述汇集了关于 DMC 在非癌症情况下的治疗可能性的现有文献。

相似文献

1
Demethoxycurcumin: A naturally occurring curcumin analogue for treating non-cancerous diseases.去甲氧基姜黄素:一种天然存在的姜黄素类似物,用于治疗非癌症疾病。
J Cell Physiol. 2019 Nov;234(11):19320-19330. doi: 10.1002/jcp.28626. Epub 2019 Apr 4.
2
Demethoxycurcumin: A naturally occurring curcumin analogue with antitumor properties.去甲氧基姜黄素:一种具有抗肿瘤特性的天然姜黄素类似物。
J Cell Physiol. 2018 Dec;233(12):9247-9260. doi: 10.1002/jcp.27029. Epub 2018 Aug 4.
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Demethoxycurcumin, a major active curcuminoid from Curcuma longa, suppresses balloon injury induced vascular smooth muscle cell migration and neointima formation: an in vitro and in vivo study.脱甲氧基姜黄素,姜黄中的一种主要活性姜黄素,抑制球囊损伤诱导的血管平滑肌细胞迁移和新生内膜形成:一项体内外研究。
Mol Nutr Food Res. 2013 Sep;57(9):1586-97. doi: 10.1002/mnfr.201200462. Epub 2013 Mar 21.
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Curcumin, demethoxycurcumin, bisdemethoxycurcumin, tetrahydrocurcumin and turmerones differentially regulate anti-inflammatory and anti-proliferative responses through a ROS-independent mechanism.姜黄素、去甲氧基姜黄素、双去甲氧基姜黄素、四氢姜黄素和姜黄酮通过一种不依赖活性氧的机制差异调节抗炎和抗增殖反应。
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The Effect of Formulation of Curcuminoids on Their Metabolism by Human Colonic Microbiota.姜黄素配方对其在人体肠道微生物群中代谢的影响。
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Pro-oxidant, anti-oxidant and cleavage activities on DNA of curcumin and its derivatives demethoxycurcumin and bisdemethoxycurcumin.姜黄素及其衍生物去甲氧基姜黄素和双去甲氧基姜黄素的促氧化、抗氧化及对DNA的切割活性
Chem Biol Interact. 1999 Jul 1;121(2):161-75. doi: 10.1016/s0009-2797(99)00096-4.
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Oxidative Transformation of Demethoxy- and Bisdemethoxycurcumin: Products, Mechanism of Formation, and Poisoning of Human Topoisomerase IIα.去甲氧基姜黄素和双去甲氧基姜黄素的氧化转化:产物、形成机制及对人拓扑异构酶IIα的毒害作用
Chem Res Toxicol. 2015 May 18;28(5):989-96. doi: 10.1021/acs.chemrestox.5b00009. Epub 2015 Apr 3.
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Protective Effects of Minor Components of Curcuminoids on Hydrogen Peroxide-Treated Human HaCaT Keratinocytes.姜黄素类小分子成分对过氧化氢处理的人HaCaT角质形成细胞的保护作用
J Agric Food Chem. 2016 May 11;64(18):3598-608. doi: 10.1021/acs.jafc.6b01196. Epub 2016 Apr 28.
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Comparative bioavailability of curcuminoids from a water-dispersible high curcuminoid turmeric extract against a generic turmeric extract: a randomized, cross-over, comparative, pharmacokinetic study.水飞蓟宾葡甲胺片和甘草酸二铵肠溶胶囊治疗抗结核药物性肝损伤的疗效比较
J Pharm Pharmacol. 2021 Apr 27;73(6):816-823. doi: 10.1093/jpp/rgab028.
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Curcumin, demethoxycurcumin, and bisdemethoxycurcumin induced caspase-dependent and -independent apoptosis via Smad or Akt signaling pathways in HOS cells.姜黄素、去甲氧基姜黄素和双去甲氧基姜黄素通过 Smad 或 Akt 信号通路诱导 HOS 细胞中的 caspase 依赖性和非依赖性细胞凋亡。
BMC Complement Med Ther. 2020 Mar 3;20(1):68. doi: 10.1186/s12906-020-2857-1.

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