Eight polycyclic furanobutenolide-containing norcembrane diterpenoids featuring C19 frameworks(1–8)were rapidly recognized and isolated from the Hainan soft coral Sinularia sp. by the HSQC-based small molecule accura...Eight polycyclic furanobutenolide-containing norcembrane diterpenoids featuring C19 frameworks(1–8)were rapidly recognized and isolated from the Hainan soft coral Sinularia sp. by the HSQC-based small molecule accurate recognition technology. Yonarolide A(1a), featuring an unprecedented 5/6/4/4/7 pentacyclic ring skeleton, was surprisingly obtained as a transformed product by leaving compound 1 under indoor natural light, and was further proved to be a [2 + 2] cycloaddition product of 1 by photochemical reaction. The absolute stereochemistry of 1a and the three known norcembrane diterpenoids 1, 4, and7 were determined by using X-ray diffraction(XRD) analyses. Further, with the aid of XRD analysis, the structure of scabrolide B(2), which was previously reported of possessing 5/6/7 tricyclic skeleton, was firmly revised as 2a with the rare inelegane skeleton featured by the highly oxygenated 5/7/6 tricyclic carbocycle.展开更多
Marine sponges of the genus Stelletta are well known as rich sources of diverse and complex biologically relevant natural products, including alkaloids, terpenoids, peptides, lipids, and steroids. Some of these metabo...Marine sponges of the genus Stelletta are well known as rich sources of diverse and complex biologically relevant natural products, including alkaloids, terpenoids, peptides, lipids, and steroids. Some of these metabolites, with novel structures and promising biological activities, have attracted a lot of attention from chemists seeking to perform their total synthesis in parallel to intensive biological studies towards new drug leads. In this review, we summarized the distribution of the chemically investigated Stelletta sponges, the isolation, synthesis and biological activities of their secondary metabolites, covering the literature from 1982 to early 2018.展开更多
基金financially supported by the National Key Research and Development Program of China (No. 2021YFF0502400)the National Natural Science Foundation of China (Nos. 81991521, 82022069 and 42076099)+2 种基金the Shanghai Rising-Star Program (No. 20QA1411100)“Youth Innovation Promotion Association” of Chinese Academy of Sciences (No. Y202065)the SKLDR/SIMM Project (No. SIMM2103 ZZ-06)。
文摘Eight polycyclic furanobutenolide-containing norcembrane diterpenoids featuring C19 frameworks(1–8)were rapidly recognized and isolated from the Hainan soft coral Sinularia sp. by the HSQC-based small molecule accurate recognition technology. Yonarolide A(1a), featuring an unprecedented 5/6/4/4/7 pentacyclic ring skeleton, was surprisingly obtained as a transformed product by leaving compound 1 under indoor natural light, and was further proved to be a [2 + 2] cycloaddition product of 1 by photochemical reaction. The absolute stereochemistry of 1a and the three known norcembrane diterpenoids 1, 4, and7 were determined by using X-ray diffraction(XRD) analyses. Further, with the aid of XRD analysis, the structure of scabrolide B(2), which was previously reported of possessing 5/6/7 tricyclic skeleton, was firmly revised as 2a with the rare inelegane skeleton featured by the highly oxygenated 5/7/6 tricyclic carbocycle.
基金supported by the National Natural Science Foundation of China (NSFC, Nos. 41676073, 81520108028)the National Natural Science Foundation of China /Centre National de la Recherché Scientifique (NSFC/CNRS) joint project (No. 81811530284)+2 种基金"Youth Innovation Promotion Association" (No. 2016258) from Chinese Academy of Sciencesthe SA-SIBS Scholarship Programthe National Key Research and Development Program (2017YFE0103100)
文摘Marine sponges of the genus Stelletta are well known as rich sources of diverse and complex biologically relevant natural products, including alkaloids, terpenoids, peptides, lipids, and steroids. Some of these metabolites, with novel structures and promising biological activities, have attracted a lot of attention from chemists seeking to perform their total synthesis in parallel to intensive biological studies towards new drug leads. In this review, we summarized the distribution of the chemically investigated Stelletta sponges, the isolation, synthesis and biological activities of their secondary metabolites, covering the literature from 1982 to early 2018.
