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姜黄素类似物及其杂合分子作为多功能药物。

Curcumin analogues and their hybrid molecules as multifunctional drugs.

机构信息

Chemistry Department, Faculty of Science, King Abdulaziz University, Jeddah, 21589, Saudi Arabia.

Chemistry Department, Faculty of Science, King Abdulaziz University, Jeddah, 21589, Saudi Arabia; Dyeing, Printing and Textile Auxiliaries Department, Textile Research Division, National Research Centre, Dokki, Cairo, Egypt.

出版信息

Eur J Med Chem. 2019 Nov 15;182:111631. doi: 10.1016/j.ejmech.2019.111631. Epub 2019 Aug 19.

Abstract

Curcumin (diferuloylmethane or 1,7-bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione) is an interesting compound that is characterized by a special chemical structure with a diversified biological and pharmaceutical properties. A huge number of studies have explored the medicinal properties of curcumin, including antitumoral, antimicrobial, anti-inflammatory, antioxidant, antihepatotoxic, antihyperlipidemic, antiviral, and anti-Alzheimer's disease effects. Despite its range of reported pharmacological effects, it has poor bioavailability during oral administration and poor solubility and so, it is limited in its clinical applicability. Therefore, several strategies were developed to overcome this disadvantage, such as nanoparticle and formulations in liposomal, micellar or phospholipid complex. One of the most common strategies is the design and synthesis of new curcumin derivatives and analogues that have better therapeutic properties and bioavailability where great efforts have been made by scientists in this field. Thus, the scope of this review is to report the up-to-date synthesized derivatives, analogues and to classify them according to their chemical structure. The review sheds light on the most important and potent compounds where several effective moieties are introduced into different positions so as to be suitable for different biological activities. Additionally, an interesting class of curcumin hybrids and the synergy that would be expected based on their chemical structures are also covered in this review. Also, the structure-activity relationship of several analogues and some selected examples of patents on curcumin analogues were displayed.

摘要

姜黄素(二芳基庚烷或 1,7-双(4-羟基-3-甲氧基苯基)-1,6-庚二烯-3,5-二酮)是一种有趣的化合物,其特点是具有特殊的化学结构,具有多样化的生物和药学性质。大量研究探索了姜黄素的药用特性,包括抗肿瘤、抗菌、抗炎、抗氧化、抗肝毒性、抗高血脂、抗病毒和抗阿尔茨海默病作用。尽管它具有广泛的报道的药理作用,但在口服给药时生物利用度差,溶解度差,因此在临床应用中受到限制。因此,开发了几种策略来克服这一缺点,例如纳米粒子和脂质体、胶束或磷脂复合物中的制剂。最常见的策略之一是设计和合成具有更好治疗特性和生物利用度的新姜黄素衍生物和类似物,该领域的科学家为此做出了巨大努力。因此,本综述的范围是报告最新合成的衍生物、类似物,并根据其化学结构对它们进行分类。该综述阐明了最重要和最有效的化合物,其中引入了几个有效部分到不同的位置,以适合不同的生物活性。此外,还涵盖了姜黄素杂合体这一有趣的类别,以及基于其化学结构预期的协同作用。还展示了几种类似物的结构-活性关系和一些姜黄素类似物专利的选定示例。

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