Abstract
Two new sesterterpenes analogs, namely, 12-acetoxy,16-epi-hyrtiolide (1) and 12β-acetoxy,16β-methoxy,20α-hydroxy-17-scalaren-19,20-olide (2), containing a scalarane-based framework along with seven previously reported scalarane-type sesterterpenes (3–9) have been isolated from the sponge Hyrtios erectus (order Dictyoceratida) collected from the Red Sea, Egypt. The structures of the isolated compounds were elucidated on the basis of their spectroscopic data and comparison with reported NMR data. Compounds 1–9 exhibited considerable antiproliferative activity against breast adenocarcinoma (MCF-7), colorectal carcinoma (HCT-116) and hepatocellular carcinoma cells (HepG2). Compounds 3, 5 and 9 were selected for subsequent investigations regarding their mechanism of cell death induction (differential apoptosis/necrosis assessment) and their influence on cell cycle distribution.
Highlights
Marine organisms are well known as a rich source of novel and structurally diverse natural products with useful biological activities [1,2]
22 of of 14 metabolites from Red Sea marine invertebrates, we have investigated the bioactive extract of the we have investigated theerectus bioactive extract of the Redchemical
HMBC correlations are from proton(s) stated to the indicated carbons
Summary
Marine organisms are well known as a rich source of novel and structurally diverse natural products with useful biological activities [1,2]. Scalarane sesterterpenes have been isolated from marine sponges belonging to the order Dictyoceratida [1]. The marine sponges Hyrtios erectus (order Dictyoceratida, family Thorectidae) [22] have been proven to be a rich source of secondary metabolites, including sesterterpenes [4,5,12,23,24], sesquiterpenes [25,26,27], macrolides [28,29], indole and β-carboline alkaloids [30,31,32,33,34]. Antiproliferative bioassay bioassay guided guided fractionation fractionation of of the the extract extract allowed allowed the the identification identification of of sesterterpenes possessing a scalarane-type framework including two new compounds (1).
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