New Cytotoxic Scalarane Sesterterpenes from the Dictyoceratid Sponge Strepsichordaia lendenfeldi

Abstract

Nine sesterterpenes 1-9 have been isolated from a Dictyoceratid sponge, Strepsichordaia lendenfeldi, collected on the Great Barrier Reef, Australia. Seven of these compounds are new, one [4] had been reported previously as a semisynthetic product, and one [5] had been isolated previously from Carteriospongia foliascens. Unambiguous 13C- and 1H-nmr assignments have been made for 1 based on extensive 1D and 2D high field nmr experiments, which enabled 13C-nmr assignments to be made for 2-9. Significant growth inhibitory effects with tested cancer cell lines are reported for compounds 1-8.

Sesterterpenoids with Anticancer Activity

“…Nine sesterterpenes belonging to 20,24-bishomoscalaranes were isolated from the Thorectide sponge Strepsichorabia lendenfeldi Bergquist (Dictyoceratida) obtained from the Great Barrier Reef, Australia [77]. All of these exhibited moderate cytotoxicity against murine P-388 leukemia and human A549 NSCLC cells with the IC 50 values of ~0.2–2.0 µM in both cell lines.…”

New sesterterpenes from Madagascan Lendenfeldia sponges

“…The present report describes the isolation and structure elucidation of a new C 22 furanoterpenoid designated dehydrofurodendin (1) as well as nine scalarane sesterterpenes (2-10) of which four (2,(6)(7)(8) are novel. The compounds were isolated from two different species of the sponge Lendenfeldia sp.…”

“…The 13 C, 1 H NMR and HMBC spectra ( 6 . First, the strong HMBC correlations of the methyl protons with the neighboring C-atoms were analyzed and then the resulting units were extended by COSY correlations (Fig.…”

“…0.1 mg/mL. 6 Other biological roles of the compounds isolated in this study were also examined previously. Compounds 9 and 10 were previously reported to be potent inhibitors of platlet aggregation and anti-microbial compounds.…”

“…2 Conversely, tetra-and pentacyclic sesterterpenes are well known in sponges. 3 The latter are of interest because they often exhibit a wide spectrum of biological activities including significant anti inflamatory, 4 cytotoxic, 5 antimicrobial, 6 ichthiotoxic, 7 and anti-HIV 8 activities.…”