Abstract
Three furan-containing scalarane sesterterpenoids (1–3) and a novel pyrrole-containing analog (4) were isolated from the sponge Scalarispongia species. Compound 3, reported in the literature as a synthetic derivative of furoscalarol 2, was for the first time isolated from a natural source. During the separation performed using a silica column in the presence of methanol, 16-methoxy derivatives (5, 6) were obtained from the unintended reaction of 2. The isolated natural products 3 and 4 and the artifact 5 showed moderate to high cytotoxicity against six human cancer cell lines, whereas compound 6, the C-16 epimer of 5, showed no cytotoxicity at a concentration of 60 μΜ.
Highlights
Scalarispongia is a genus of sponges that was established in the year 2000; previously, it was assigned as Cacospongia scalaris [1]
2 and methanol in the presence measured, and the the results provide valuable information on the the structure cytotoxicity structure cytotoxicity relationships measured, and results provide information on relationships
Two proton signals at δH 7.30 (H-19) and 6.32 (H-20), which corresponded to the carbon signals at δC 119.5 (C-19) and 111.2 (C-20), respectively, in the HSQC spectrum, showed the HMBC correlations with the carbon signals at δC 121.1 (C-17) and 135.5 (C-18)
Summary
Scalarispongia is a genus of sponges that was established in the year 2000; previously, it was assigned as Cacospongia scalaris [1]. Marine sponges belonging to this genus are known sources of scalarane sesterterpenoids, which have a characteristic carbon skeleton consisting of four trans-fused cyclohexane rings (A/B/C/D) and an optional five-membered heterocycle (E). The isolation of additional derivatives containing furan (1–3) or pyrrole (4) is reported. 3 has previously been reported as a synthetic derivative [3], and compound 4 is a novel compound that can be added to the list of the limited number of N-heterocycle-containing scalaranes [12,18,19,25]. The formed cytotoxicity isolated (3, 4) and synthesized compounds (5,of6)silica. 2 and methanol in the presence measured, and the the results provide valuable information on the the structure cytotoxicity structure cytotoxicity relationships measured, and results provide information on relationships (3, 4)valuable and synthesized compounds (5, 6) was measured, and the results of scalarane scalarane sesterterpenoids. Provide valuable information on the structure-cytotoxicity relationships of scalarane sesterterpenoids
Sign-in/Register to view highlights & summary Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
