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Isolation and structure of providencin: a highly oxygenated diterpene possessing a unique bicyclo[12.2.0]hexadecane ring system from the sea plume Pseudopterogorgia kallos.

Abstract
[structure: see text] Providencin (1) is a naturally occurring cytotoxin isolated from the Caribbean gorgonian octocoral Pseudopterogorgia kallos. Its highly oxygenated hexacyclic structure is based on a previously undescribed bicyclo[12.2.0]hexadecane ring system and was established through spectroscopic analysis and X-ray crystallographic analysis. Providencin (1) was shown to exhibit modest anticancer activity against human breast (MCF7), lung (NCI-H460), and CNS (SF-268) cancer cell lines.
AuthorsJeffrey Marrero, Abimael D Rodríguez, Peter Baran, Raphael G Raptis
JournalOrganic letters (Org Lett) Vol. 5 Issue 14 Pg. 2551-4 (Jul 10 2003) ISSN: 1523-7060 [Print] United States
PMID12841778 (Publication Type: Journal Article, Research Support, U.S. Gov't, P.H.S.)
Chemical References
  • Antineoplastic Agents
  • Diterpenes
  • providencin
Topics
  • Anthozoa (chemistry)
  • Antineoplastic Agents (chemistry, isolation & purification, pharmacology)
  • Crystallography, X-Ray
  • Diterpenes (chemistry, isolation & purification, pharmacology)
  • Drug Screening Assays, Antitumor
  • Humans
  • Molecular Structure
  • Tumor Cells, Cultured

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