Synthesis and Structure Reassessment of Psammopemmin A

Matthew D. Lebar; Bill J. Baker

doi:10.1071/CH10042

RESEARCH FRONT

Previous Next Contents Vol 63(6)

Synthesis and Structure Reassessment of Psammopemmin A

Matthew D. Lebar ^A and Bill J. Baker ^A ^B

+ Author Affiliations

- Author Affiliations

^A Department of Chemistry and Center for Molecular Diversity in Drug Design, Discovery and Delivery, University of South Florida, 4202 E. Fowler Avenue CHE205, Tampa, FL 33620, USA.

^B Corresponding author. Email: bjbaker@cas.usf.edu

Australian Journal of Chemistry 63(6) 862-866 https://doi.org/10.1071/CH10042
Submitted: 22 January 2010 Accepted: 2 March 2010 Published: 11 June 2010

Abstract

We have isolated meridianins A, B, C, and E from the Antarctic tunicate Synoicum sp. In the process of verifying the structure of these compounds it was noted that the physical data reported for meridianins bore a striking resemblance to that of psammopemmins. The psammopemmins are alkaloids bearing similar structures to the meridianins, but reported from the Antarctic sponge Psammopemma sp. To verify the structure originally proposed for psammopemmin A, the compound was synthesized. By comparing the ¹H and ¹³C NMR data of reported and synthetic psammopemmin A with that of meridianin A, we infer that the correct structure of psammopemmin A isolated from Psammopemma sp. is actually that of meridianin A.

Acknowledgement

The authors thank the National Science Foundation’s Office of Polar Programs for financial support (OPP-0442857 and ANT-0838776).

References

Synthesis and Structure Reassessment of Psammopemmin A

Abstract

Acknowledgement

Subscriber Login