<p>Novel dihydrofuran cembrane-type diterpene, 8-<i>epi</i>-8-hydroxyisosarcophytoxid-6-ene (<b>1</b>), along with eight known compounds – 8-hydroxyisosarcophytoxid-6-ene (<b>2</b>), sarcophytonin A (<b>3</b>), isosarcophytoxide (<b>4</b>), (+)-17-hydroxyisosarcophytoxide (<b>5</b>), (2<i>S</i>*,7<i>S</i>*,8<i>S</i>*,11<i>R</i>*,1<i>Z</i>,3<i>E</i>)-7,8:2,16-diepoxycembra-1(15),3,12(20)-trien-11-ol (<b>6</b>), crassmol A (<b>7</b>), (2<i>S</i>,3<i>R</i>,4<i>E</i>,8<i>E</i>)-<i>N</i>-hexadecanoyl-2-amino-4,8-octadecadiene-1,3-diol (<b>8</b>), and sarcomilasterol (<b>9</b>) – were isolated from the soft coral, <i>Sarcophyton</i> sp., collected from the coast of Irijima, Urasoe City, Okinawa Prefecture, Japan. The chemical structures of the isolated compounds were elucidated by the FTIR, NMR, and HR-ESI-MS analyses. The relative stereochemistry of <b>1</b> was determined using NOESY. Compounds <b>1–9</b> were evaluated for their inhibitory effects on HCT116 cell proliferation. All compounds demonstrated antiproliferative activity at 25 μM, with compound <b>9</b> showing the most pronounced effect (IC<sub>50</sub> = 10.55 ± 0.68 μM).</p>

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Novel Dihydrofuran Cembrane-Type Diterpene from Okinawan Soft Coral Sarcophyton sp.

  • Karen Takashima,
  • Kazuki Tani,
  • Tsukasa Orita,
  • Kozue Sakao,
  • Takahiro Ishii

摘要

Novel dihydrofuran cembrane-type diterpene, 8-epi-8-hydroxyisosarcophytoxid-6-ene (1), along with eight known compounds – 8-hydroxyisosarcophytoxid-6-ene (2), sarcophytonin A (3), isosarcophytoxide (4), (+)-17-hydroxyisosarcophytoxide (5), (2S*,7S*,8S*,11R*,1Z,3E)-7,8:2,16-diepoxycembra-1(15),3,12(20)-trien-11-ol (6), crassmol A (7), (2S,3R,4E,8E)-N-hexadecanoyl-2-amino-4,8-octadecadiene-1,3-diol (8), and sarcomilasterol (9) – were isolated from the soft coral, Sarcophyton sp., collected from the coast of Irijima, Urasoe City, Okinawa Prefecture, Japan. The chemical structures of the isolated compounds were elucidated by the FTIR, NMR, and HR-ESI-MS analyses. The relative stereochemistry of 1 was determined using NOESY. Compounds 1–9 were evaluated for their inhibitory effects on HCT116 cell proliferation. All compounds demonstrated antiproliferative activity at 25 μM, with compound 9 showing the most pronounced effect (IC50 = 10.55 ± 0.68 μM).