Isolation of bastadin-6-O-sulfate and expedient purifications of bastadins-4, -5 and -6 from extracts of Ianthella basta

Christopher J Gartshore; Mariam N Salib; August A Renshaw; Tadeusz F Molinski

doi:10.1016/j.fitote.2017.12.003

Isolation of bastadin-6-O-sulfate and expedient purifications of bastadins-4, -5 and -6 from extracts of Ianthella basta

Fitoterapia. 2018 Apr:126:16-21. doi: 10.1016/j.fitote.2017.12.003. Epub 2017 Dec 5.

Authors

Christopher J Gartshore¹, Mariam N Salib¹, August A Renshaw¹, Tadeusz F Molinski²

Affiliations

¹ Department of Chemistry and Biochemistry, Skaggs School of Pharmacy and Pharmaceutical Sciences, University of California, 9500 Gilman Drive MC0358, La Jolla, San Diego, CA 92093, United States.
² Department of Chemistry and Biochemistry, Skaggs School of Pharmacy and Pharmaceutical Sciences, University of California, 9500 Gilman Drive MC0358, La Jolla, San Diego, CA 92093, United States; Skaggs School of Pharmacy and Pharmaceutical Sciences, University of California, 9500 Gilman Drive MC0358, La Jolla, San Diego, CA 92093, United States. Electronic address: tmolinski@ucsd.edu.

Abstract

Bastadin-6-34-O-sulfate ester (8) was isolated from methanol extracts of Ianthella basta. The structure of 8 was characterized by analysis of MS and NMR data, and conversion through acid hydrolysis, to the parent compound, bastadin-6, which was identical by HPLC, MS and NMR with an authentic sample. An improved procedure for procurement of pure samples of bastadins-4 (4), -5 (5) and -6 (6) is described.

MeSH terms

Animals
Esters / isolation & purification
Guam
Halogenated Diphenyl Ethers / isolation & purification*
Molecular Structure
Porifera / chemistry*
Western Australia

Substances

Esters
Halogenated Diphenyl Ethers
bastadin 4
bastadin 6
bastadin 5

Grants and funding

R01 AI100776/AI/NIAID NIH HHS/United States