Prunolides A, B, and C: Novel Tetraphenolic Bis-Spiroketals from the Australian Ascidian Synoicum prunum

Anthony R. Carroll; Peter C. Healy; Ronald J. Quinn; Carolyn J. Tranter

doi:10.1021/jo981881j

Prunolides A, B, and C: Novel Tetraphenolic Bis-Spiroketals from the Australian Ascidian Synoicum prunum

J Org Chem. 1999 Apr 16;64(8):2680-2682. doi: 10.1021/jo981881j.

Authors

Anthony R. Carroll¹, Peter C. Healy, Ronald J. Quinn, Carolyn J. Tranter

Affiliation

¹ Queensland Pharmaceutical Research Institute, Griffith University, Brisbane, Australia 4111.

PMID: 11674336
DOI: 10.1021/jo981881j

Abstract

Three novel tetraphenolic bis-spiroketals, prunolides A-C (1, 3, and 4) have been isolated from the Australian ascidian Synoicum prunum. The structures were determined from NMR spectroscopic data and from an X-ray analysis of prunolide A. The prunolides contain a unique 1,6,8-trioxadispiro[4.1.4.2]trideca-3,10,12-triene-2,9-dione carbon skeleton. The known compound rubrolide A (5) was also isolated.