A new sesquiterpene from the South China Sea gorgonian coral Subergorgia suberosa

Abstract

A new sesquiterpene, namely suberosoid (1), was isolated from the South China Sea gorgonian coral Subergorgia suberosa. The chemical structure of 1 was established as an unusual sesquiterpene containing 4-methylenecyclohex-2-enone system, by extensive analyses of NMR spectroscopy and high-resolution mass spectrometry. Suberosoid (1) exhibited cytotoxic effect against HeLa cell lines with IC50 value being 10.6 μM.

Marine natural products

“…), 600 1032 and 1033 from S. verruca, 601 from which was also reported a rare pyrroloindoline alkaloid 1034 in addition to two simpler cyclopentenones 1035 and 1036, bisabolanes 1037-1045, cadinanes 1046-1051 and a sesquiterpene bearing a new tricyclic skeleton 1052 (Pseudopterogorgia rigida), 602 cadinane 1053 (Menella sp. ), 603 eudesmane-type 1054 (Subergorgia suberosa), 604 and guaiane lactones 1055 and 1056 (Menella woodin). 605 The nal example of a sesquiterpene, cadinane 1057, isolated from Sinularia vanderlandi, was included in a publication that also reported spartane diterpenoid 1058, lipids 1059 and 1060, and cembrane isodecaryiol 1061 from S. gravis.…”

Two Novel Sesquiterpenes and A New Pregnane Derivative from the South China Sea Gorgonian Subergorgia suberosa

“…Based on the above observations, the structure of 2 was determined to be (3S, 3aS, 4S, 7S, 7aS)-3-(methoxymethyl)-4, 8, 8-trimethyl-1-methylenehexahydro-3a, 7-ethanoinden-2(3H)-one (suberosain A). 4). Comparison of their NMR spectroscopic data with those of 5β-pregnan-3, 20-dione indicated that they were highly similar except for an additional carbinol group in 3 [18].…”

“…The previous studies have been reported that several novel sequiterpenes [1][2][3][4][5][6], pregnane derivatives [7,8], secosteroids [9][10][11], and alkaloids [12] were isolated from Subergorgia suberosa. Some of these natural products exhibited a variety of biological activities such as cytotoxicity [2,4,5,13,14], antibacterial [15], antifungal [15], antifouling [16,17], and anti-flu virus effects [8]. In a search for novel active compounds from gorgonians, we investigated the South China Sea gorgonian S. suberosa.…”