Cytotoxic Sesterterpenoids Isolated from the Marine Sponge Scalarispongia sp.

Abstract

Eight scalarane sesterterpenoids, including four new compounds, were isolated from the marine sponge Scalarispongia sp. The structures of the new compounds were elucidated by 2D-NMR and HRMS analyses. All of the isolated compounds, with the exception of 16-O-deacetyl-12,16-epi-scalarolbutanolide, showed significant in vitro cytotoxicity (GI50 values down to 5.2 μM) against six human cancer cell lines.

Marine natural products from sponges (Porifera) of the order Dictyoceratida (2013 to 2019); a promising source for drug discovery

“…Cytotoxicity was evaluated against six human cancer cell lines and only compound (24) exhibited a signicant cytotoxicity against breast (MDA-MB-231) cell line with (GI 50 values down to 5.2 mM). 22 Zampanolides B and C (25,26) are new macrolides which were isolated from Cacospongia mycojiensis. They were found to have a potent nanomolar cytotoxic effect toward the HL-60 cell line with IC 50 of 3.3 and 3.8 nM, respectively 23 Fig.…”

“…Structures of compounds(13)(14)(15)(16)(17)(18)(19)(20)(21)(22)(23)(24)(25)(26).34962 | RSC Adv., 2020,10,[34959][34960][34961][34962][34963][34964][34965][34966][34967][34968][34969][34970][34971][34972][34973][34974][34975][34976] This journal is © The Royal Society of Chemistry 2020RSC Advances Review Open Access Article. Published on 21 September 2020.…”

Cytotoxic Furan- and Pyrrole-Containing Scalarane Sesterterpenoids Isolated from the Sponge Scalarispongia sp.

“…The procedures for sponge collection, extraction, and solvent partitioning were as previously described [ 24 , 26 ]. The obtained dichloromethane-soluble residue was fractionated using ODS resin with aqueous methanol eluent instead of silica with n -hexane/ethyl acetate used in the previous study.…”

“…A previous study described the isolation of eight scalarane sesterterpenoids from the extract of Scalarispongia sp., which had been collected on the coast of Dokdo, Republic of Korea [ 24 ]. Herein, the isolation of additional derivatives containing furan ( 1 – 3 ) or pyrrole ( 4 ) is reported.…”

The marine natural product Scalarin inhibits the receptor for advanced glycation end products (RAGE) and autophagy in the PANC-1 and MIA PaCa-2 pancreatic cancer cell lines

“…rosea showed activity in the cell based screening assay, leading to the identification of scalarin [24]. Structurally related compounds have shown anti-microbial activity against Staphylococcus aureus [25] and cytotoxic activity against leukemia [25], breast, colon, prostate [26] and cervical [27] The active compound in the fractions was identified to be scalarin, a known compound for which inhibition of RAGE is a novel activity. RAGE activation can lead to activation of NFκB, MAP kinases and STAT3, thus we expected to see reduction in levels of these molecules after its inhibition.…”