Bissubvilides A and B, Cembrane-Capnosane Heterodimers from the Soft Coral Sarcophyton subviride

  • J Nat Prod. 2016 Oct 28;79(10):2552-2558. doi: 10.1021/acs.jnatprod.6b00453.
Peng Sun  1 ,  Qing Yu  1 ,  Jiao Li  1 ,  Raffaele Riccio  2 ,  Gianluigi Lauro  2 ,  Giuseppe Bifulco  2 ,  Tibor Kurtán  3 ,  Attila Mándi  3 ,  Hua Tang  1 ,  Tie-Jun Li  1 ,  Chun-Lin Zhuang  1 ,  William H Gerwick  4 ,  Wen Zhang  1
Affiliations
  • 1. Research Center for Marine Drugs, School of Pharmacy, Second Military Medical University , 325 Guo-He Road, Shanghai 200433, People's Republic of China.
  • 2. Dipartimento di Farmacia, Università di Salerno , Via Giovanni Paolo II 132, 84084 Fisciano (SA), Italy.
  • 3. Department of Organic Chemistry, University of Debrecen , POB 20, H-4010 Debrecen, Hungary.
  • 4. Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography and Skaggs School of Pharmacy and Pharmaceutical Sciences, University of California, San Diego , 9500 Gilman Drive, La Jolla, California 92093, United States.
PMID: 27704808 DOI: 10.1021/acs.jnatprod.6b00453
Abstract

Two new biscembranoid-like compounds, bissubvilides A (1) and B (2), were isolated together with sarsolilide B (3), the proposed biogenetic precursor to 1, from the soft coral Sarcophyton subviride. The structures and absolute configurations were solved by spectroscopic analysis and TDDFT/ECD and DFT/NMR calculations. The bissubvilides represent a novel biscembranoid-like skeleton presumed to derive from a cembrane-type diene and a capnosane-type dienophile via a Diels-Alder reaction. These two molecules exerted no cytotoxicity against MG-63 or A549 tumor cells or HuH7 tumor stem cells.