Autor: |
Olsen SSH; Department of Chemistry, University of South Florida, 4202 E. Fowler Avenue, CHE205, Tampa, FL 33620, USA., Morrow SK; Department of Chemistry, University of South Florida, 4202 E. Fowler Avenue, CHE205, Tampa, FL 33620, USA., Szabo JL; Department of Chemistry, University of South Florida, 4202 E. Fowler Avenue, CHE205, Tampa, FL 33620, USA., Teng MN; Department of Internal Medicine, University of South Florida, Tampa, FL 33612, USA., Tran KC; Department of Internal Medicine, University of South Florida, Tampa, FL 33612, USA., Amsler CD; Department of Biology, University of Alabama at Birmingham, 1300 University Blvd, Birmingham, AL 35233, USA., McClintock JB; Department of Biology, University of Alabama at Birmingham, 1300 University Blvd, Birmingham, AL 35233, USA., Baker BJ; Department of Chemistry, University of South Florida, 4202 E. Fowler Avenue, CHE205, Tampa, FL 33620, USA. |
Abstrakt: |
Chemical investigation of the Antarctic sponge Suberites sp. has previously led to the identification of new suberitane derivatives, some of which show bioactivity toward respiratory syncytial virus (RSV). Our ongoing NMR-guided investigation of new specimens of the sponge resulted in the isolation of five new analogs ( 1 - 5 ), previously reported suberitenones A-D ( 6 - 9 ), and oxaspirosuberitenone ( 10 ). Suberitenone K ( 1 ) was characterized as the 8-keto derivative of 6 , while three new phenols, suberitandiol ( 2 ), abeosuberitandiol ( 3 ), and furanosuberitandiol ( 4 ), and the degraded sesterterpene norsuberitenone B ( 5 ) were also found. Compound 3 displays a ring contraction while 4 has a new dihydrofuran ring. Structural characterization was achieved by a combination of NMR, HR-MS, and X-ray diffraction (XRD). Moderate activity towards RSV was reported for 9 and the new metabolite 1 , with IC 50 values of 15.0 μM and 39.8 μM, respectively. |