Bastadin 20 and bastadin O-sulfate esters from Ianthella basta: Novel modulators of the Ry1R FKBP12 receptor complex

Melanie A. Franklin, Sharron G. Penn, Carlito B Lebrilla, Tien H. Lam, Isaac N Pessah, Tadeusz F. Molinski

Research output: Contribution to journalArticle

61 Scopus citations

Abstract

New compounds bastadin 20 (9), 15,34-O-disulfatobastadin 7 (10), and 10-O-sulfatobastadin 3 (11) were isolated from Ianthella basta collected in Exmouth Gulf, Western Australia. Compounds 10 and 11 exhibited moderate differential activity as SR Ca2+ channel agonists (EC50 13.6 and 100 μM, respectively) of the Ry1R FKBP12 complex, while the potency of 9 was almost half that of 10 (EC50 20.6 μM). The problem of dereplication of bastadins was addressed using 1H-NMR 'fingerprinting' of MeO signals in the corresponding permethyl bastadin derivatives.

Original languageEnglish (US)
Pages (from-to)1121-1127
Number of pages7
JournalJournal of Natural Products
Volume59
Issue number12
DOIs
StatePublished - Dec 1996

ASJC Scopus subject areas

  • Plant Science
  • Chemistry (miscellaneous)
  • Drug Discovery
  • Organic Chemistry
  • Pharmacology

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