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1972年至2023年来自破布木属植物的醌类化合物:分离、结构多样性及药理活性

Quinones from Cordia species from 1972 to 2023: isolation, structural diversity and pharmacological activities.

作者信息

Dongmo Zeukang Rostanie, Kalinski Jarmo-Charles, Tembeni Babalwa, Goosen Eleonora D, Tembu Jacqueline, Tabopda Kuiate Turibio, Ngono Bikobo Dominique Serge, Tagatsing Fotsing Maurice, Atchadé Alex de Théodore, Siwe-Noundou Xavier

机构信息

Department of Organic Chemistry, Faculty of Science, University of Yaounde I, PO Box 812, Yaounde, Cameroon.

Department of Biochemistry and Microbiology, Faculty of Science, Rhodes University, PO Box 94, Makhanda, 6140, South Africa.

出版信息

Nat Prod Bioprospect. 2023 Nov 24;13(1):52. doi: 10.1007/s13659-023-00414-y.

Abstract

Plants of the genus Cordia (Boraginaceae family) are widely distributed in the tropical regions of America, Africa, and Asia. They are extensively used in folk medicine due to their rich medicinal properties. This review presents a comprehensive analysis of the isolation, structure, biogenesis, and biological properties of quinones from Cordia species reported from 1972 to 2023. Meroterpenoids were identified as the major quinones in most Cordia species and are reported as a chemotaxonomic markers of the Cordia. In addition to this property, quinones are reported to display a wider and broader spectrum of activities, are efficient scaffold in biological activity, compared to other classes of compounds reported in Cordia, hence our focus on the study of quinones reported from Cordia species. About 70 types of quinones have been isolated, while others have been identified by phytochemical screening or gas chromatography. Although the biosynthesis of quinones from Cordia species is not yet fully understood, previous reports suggest that they may be derived from geranyl pyrophosphate and an aromatic precursor unit, followed by oxidative cyclization of the allylic methyl group. Studies have demonstrated that quinones from this genus exhibit antifungal, larvicidal, antileishmanial, anti-inflammatory, antibiofilm, antimycobacterial, antioxidant, antimalarial, neuroinhibitory, and hemolytic activities. In addition, they have been shown to exhibit remarkable cytotoxic effects against several cancer cell lines which is likely related to their ability to inhibit electron transport as well as oxidative phosphorylation, and generate reactive oxygen species (ROS). Their biological activities indicate potential utility in the development of new drugs, especially as active components in drug-carrier systems, against a broad spectrum of pathogens and ailments.

摘要

破布木属(紫草科)植物广泛分布于美洲、非洲和亚洲的热带地区。由于其丰富的药用特性,它们在民间医学中被广泛使用。本综述对1972年至2023年报道的破布木属植物中醌类化合物的分离、结构、生物合成及生物学特性进行了全面分析。杂萜类化合物被确定为大多数破布木属植物中的主要醌类,并被报道为破布木属的化学分类学标记。除了这一特性外,与破布木属中报道的其他类化合物相比,醌类还具有更广泛的活性谱,是生物活性中的有效骨架,因此我们专注于对破布木属植物中报道的醌类进行研究。已分离出约70种醌类,其他的则通过植物化学筛选或气相色谱法鉴定。虽然破布木属植物中醌类的生物合成尚未完全了解,但先前的报道表明,它们可能源自香叶基焦磷酸和一个芳香前体单元,随后烯丙基甲基发生氧化环化。研究表明,该属的醌类具有抗真菌、杀幼虫、抗利什曼原虫、抗炎、抗生物膜、抗分枝杆菌、抗氧化、抗疟疾、神经抑制和溶血活性。此外,它们已被证明对几种癌细胞系具有显著的细胞毒性作用,这可能与其抑制电子传递以及氧化磷酸化并产生活性氧(ROS)的能力有关。它们的生物学活性表明在开发新药方面具有潜在用途,特别是作为药物载体系统中的活性成分,用于对抗广泛的病原体和疾病。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/94a2/10667191/a4cce55dab3e/13659_2023_414_Sch1_HTML.jpg

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