Sinulodurins A and B, Antiproliferative and Anti-invasive Diterpenes from the Soft Coral Sinularia dura

Abstract

Two new diterpenes, sinulodurin A (1) and sinulodurin B (2), along with two known sterols, 24 S-methyl cholesterol and 24-methylene cholesterol, were isolated from the Palau soft coral Sinularia dura. The structures of the new metabolites were determined on the basis of spectroscopic methods and by comparison of NMR data with those of related metabolites. Sinulodurin A (1) and sinulodurin B (2) showed antiproliferative activity against highly malignant +SA mammary epithelial cells with an IC 50 range of 20-30 microM. They also displayed anti-invasive activity against human highly metastatic prostate cancer PC-3M-CT+ cells in the spheroid disaggregation assay. Furthermore, the antimicrobial activities of the isolates were tested.

An Updated Review on Marine Anticancer Compounds: The Use of Virtual Screening for the Discovery of Small-Molecule Cancer Drugs

“…Similar results were obtained when using a semisynthetic analogue of sarcophine against MDA-MB-231 breast cancer cells and PC-3 prostate cells in wound-healing assays [ 223 ]. The diterpenes sinulodurins A and B isolated from the Palau soft coral Sinularia dura inhibited the invasion of highly metastatic prostate cancer PC-3M-CT + cells in a 3D-spheroid disaggregation assay model [ 224 ]. Strongylophorine-26 is a meroditerpenoid isolated from the marine sponge Petrosia ( Strongylophora ) corticata [ 225 ] that inhibits the invasion of TNBC MDA-MB-231 cells and has antimigratory activity, as determined in an in vitro wound-healing assay.…”

Isolation and structure elucidation of natural products of three soft corals and a sponge from the coast of Madagascar

“…[56][57][58] (24S)-24-Methylcholesterol (11), the C-24 epimer of campesterol, has been isolated previously from diverse natural sources, in particular from soft corals (e.g. from Sinularia sp., 59 Sinularia dura, 60 Lobophytum sp. 61 and others).…”

Diterpenoids

“…A, 98) from a Lemnalia species of soft coral, 359 the sinulodurins (e.g. A, 99) from the Palaun soft coral Sinularia dura, 360 and the negombins (e.g. A, 100) from a Negombata species of sponge.…”