Abstract
Soft corals are known to be prolific producers of a wide spectrum of biologically active cembranoids. One new cembranoid, sinularolide F (2), along with three known compounds, cembranolide (1), (E,E,E)-6,10,14-trimethyl-3-methylene-cis-3α,4,5,8,9,12,13,15α-octahydrocyclo tetradeca[β]furan-2(3H)-one (3), and denticulatolide (4), were isolated from the Bornean soft coral Sinularia sp. Compounds 2 and 4 showed potential anti-inflammatory activities against lipopolysaccharide-stimulated RAW 264.7 with IC50 values less than 6.25 µg/mL and anticancer activity against HL60 cell lines. The compounds’ mechanisms of action were investigated via the Western blot evaluation of their protein markers. These activities could be attributed to the presence of tertiary methyl at C-8 and the compounds’ 3D configurations.
Highlights
Our previous studies on the chemical constituents from Malaysian soft corals have yielded a variety of interesting metabolites, including sesquiterpenes [1,2,3,4], norsesquiterpenes [5], lobane [6], cembrane diterpenes [7,8,9,10,11], xenicanes [12,13], and sterols [4,14] with potent biological activities such as anti-inflammatory [1], antibacterial [3,4,6,9,10,13], and antifungal actions [11,12], as well as cytotoxicity against adult T-cell leukemia [11,12,13] and other cell lines [4,9]
These compounds were tested for their anti-inflammatory activities in lipopolysaccharide (LPS)-activated RAW 264.7 macrophages and apoptosis activity against HL-60 cells
The present investigation revealed the presence of one new cembranoid—sinularolide F (2)—
Summary
Our previous studies on the chemical constituents from Malaysian soft corals have yielded a variety of interesting metabolites, including sesquiterpenes [1,2,3,4], norsesquiterpenes [5], lobane [6], cembrane diterpenes [7,8,9,10,11], xenicanes [12,13], and sterols [4,14] with potent biological activities such as anti-inflammatory [1], antibacterial [3,4,6,9,10,13], and antifungal actions [11,12], as well as cytotoxicity against adult T-cell leukemia [11,12,13] and other cell lines [4,9]. These compounds were tested for their anti-inflammatory activities in lipopolysaccharide (LPS)-activated RAW 264.7 macrophages and apoptosis activity against HL-60 cells. Based on the available literature, cembranolide (1) was reported (abstract from a conference paper) at the 27th Symposium on the Chemistry of Terpenes, Essential Oils and Aromatics (Kanazawa, Japan), which cannot be accessed from an internet source. It was reported unnamed, and its stereochemistry at C-13 as well as 13 C-NMR data were not previously published [16,19]. Reports on the isolation, structure, and anti-inflammatory and apoptosis activities of the compound
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