Department of Medicinal Chemistry & Pharmacognosy, and WHO Collaborative Center for Traditional Medicine, College of Pharmacy, University of Illinois at Chicago, Chicago, IL 60612, USA.
Molecules. 2013 Apr 5;18(4):4054-80. doi: 10.3390/molecules18044054.
Protostane triterpenes belong to a group of tetracyclic triterpene that exhibit unique structural characteristics. Their natural distribution is primarily limited to the genus Alisma of the Alismataceae family, but they have also been occasionally found in other plant genera such as Lobelia, Garcinia, and Leucas. To date, there are 59 known protostane structures. Many of them have been reported to possess biological properties such as improving lipotropism, hepatoprotection, anti-viral activity against hepatitis B and HIV-I virus, anti-cancer activity, as well as reversal of multidrug resistance in cancer cells. On the other hand, fusidanes are fungal products characterized by 29-nor protostane structures. They possess antibiotic properties against staphylococci, including the methicillin-resistant Staphylococcus aureus (MRSA). Fusidic acid is a representative member which has found clinical applications. This review covers plant sources of the protostanes, their structure elucidation, characteristic structural and spectral properties, as well as biological activities. The fungal sources, structural features, biological activities of fusidanes are also covered in this review. Additionally, the biogenesis of these two types of triterpenes is discussed and a refined pathway is proposed.
原萜烷三萜属于四环三萜类,具有独特的结构特征。它们的天然分布主要局限于泽泻科的慈姑属,但也偶尔存在于其他植物属,如半边莲属、藤黄属和山小橘属。迄今为止,已经发现了 59 种原萜烷结构。其中许多已被报道具有改善脂肪亲和力、保肝、抗乙型肝炎和 HIV-I 病毒、抗癌活性以及逆转癌细胞多药耐药性等生物特性。另一方面, Fusidanes 是真菌产物,其特征为 29-降原萜烷结构。它们对葡萄球菌具有抗生素特性,包括耐甲氧西林金黄色葡萄球菌(MRSA)。其中的代表成员是 fusidic 酸,已被发现具有临床应用价值。本文综述了原萜烷的植物来源、结构解析、特征结构和光谱特性以及生物活性。本文还涵盖了 Fusidanes 的真菌来源、结构特征、生物活性。此外,还讨论了这两种三萜类化合物的生物合成,并提出了一个改良的途径。