RESUMO
Cadinanes are a class of bicyclic sesquiterpenes with complex stereochemistry and broad pharmacological activities, such as antibacterial, anti-inflammatory, and hypoglycemic activities. To date, structurally diverse and bioactive cadinane sesquiterpenes have been isolated and identified from a variety of plants and microorganisms. Moreover, deeper understandings on cadinane sesquiterpene synthases have been made. This article categorized the 124 new cadinanes which were published in the literatures in the past four years (2017-2020) into five structural types, and presented their pharmacological activities. We also illustrated the elucidation of the biosynthetic pathways for typical cadinanes, summarized the research progress on cadinane sesquiterpene synthases. Finally, current challenges and future prospects were proposed and discussed.
Assuntos
Sesquiterpenos , Anti-Inflamatórios , Sesquiterpenos PolicíclicosRESUMO
Cadinanes are a class of bicyclic sesquiterpenes with complex stereochemistry and broad pharmacological activities, such as antibacterial, anti-inflammatory, and hypoglycemic activities. To date, structurally diverse and bioactive cadinane sesquiterpenes have been isolated and identified from a variety of plants and microorganisms. Moreover, deeper understandings on cadinane sesquiterpene synthases have been made. This article categorized the 124 new cadinanes which were published in the literatures in the past four years (2017-2020) into five structural types, and presented their pharmacological activities. We also illustrated the elucidation of the biosynthetic pathways for typical cadinanes, summarized the research progress on cadinane sesquiterpene synthases. Finally, current challenges and future prospects were proposed and discussed.
Assuntos
Anti-Inflamatórios , Sesquiterpenos Policíclicos , SesquiterpenosRESUMO
Isohemigossypolone (1) and 2-O-methylisohemigossypolone (2), major fungitoxins of Pachira aquatica, were found to accumulate locally in the outer bark of the swollen trunk, whereas the inner bark and heartwood contained only a trace amount of them. From P. aquatica that was infected with a phytopathogenic bacterium, we detected significant amounts of 1 and 2 from browned inner tissues of the swollen trunk. According to a quantitative analysis by a gas-chromatograph, the concentration of 1 in the diseased inner tissues was calculated to be approximately 780 µg/g f.w., which was the same level as that in the outer bark of healthy individuals. These findings suggest that the inner tissues inducibly produced and accumulated antifungals 1 and 2 during infection events, as do many plants with phytoalexins. 11-Nor-2-O-methylisohemigossypolone (3), showing approximately equivalent fungitoxic activity to that of 1 and 2, was also isolated from the infected inner tissues. We screened pathogenic bacteria from the infected tissue, and isolated a rod-shaped bacterium that was tentatively identified as Pseudomonas sp. which promoted tissue-browning on sectioned disks of P. aquatica trunks.