87764-14-5Relevant academic research and scientific papers
Sesquiterpene Hydroquinones with Protein Tyrosine Phosphatase 1B Inhibitory Activities from a Dysidea sp. Marine Sponge Collected in Okinawa
Abdjul, Delfly B.,Yamazaki, Hiroyuki,Takahashi, Ohgi,Kirikoshi, Ryota,Ukai, Kazuyo,Namikoshi, Michio
, p. 1842 - 1847 (2016)
Three new sesquiterpene hydroquinones, avapyran (1), 17-O-acetylavarol (2), and 17-O-acetylneoavarol (3), were isolated from a Dysidea sp. marine sponge collected in Okinawa together with five known congeners: avarol (4), neoavarol (5), 20-O-acetylavarol (6), 20-O-acetylneoavarol (7), and 3′-aminoavarone (8). The structures of 1-3 were assigned on the basis of their spectroscopic data. Compounds 1-3 inhibited the activity of protein tyrosine phosphatase 1B with IC50 values of 11, 9.5, and 6.5 μM, respectively, while known compounds 4-8 gave IC50 values of 12, >32, 10, 8.6, and 18 μM, respectively. In a preliminary investigation on structure-activity relationships, six ester and methoxy derivatives (9-14) were prepared from 4 and 5.
Arenarol and Arenarone: Sesquiterpenoids with Rearranged Drimane Skeletons from the Marine Sponge Dysidea arenaria
Schmitz, Francis J.,Lakshmi, Vijai,Powell, Douglas R.,Helm, Dick van der
, p. 241 - 244 (2007/10/02)
Two new sesquiterpenoids, arenarol (3a) and arenarone (4), having identical rearranged drimane skeletons bearing hydroquinol and hydroquinone moieties,respectively, are reported from the Pacific sponge Dysidea arenaria.The structure of arenarol was determined by X-ray analysis of its diacetate which crystallizes in the space group P212121 with unit-cell dimensions (138 K) a: 9.964 (5), b: 6.81 (2), and c: 33.33 (5) . the crystal structure was determined from 2268 data.The final R value is 0.065.Arenarol was chemically correlated with arenarone by silver oxide oxidation.Detailed 400-MHz 1H NMR analysis of arenarol assisted by 2-D J-resolved and 2-D homocorrelation spectroscopy is tabulated.
