Isolation and structure of hemibastadinols 1-3 from the Papua New Guinea marine sponge Ianthella basta

George Pettit, Mark S. Butler, Michael D. Williams, Melanie J. Filiatrault, Robin Pettit

Research output: Contribution to journalArticle

30 Citations (Scopus)

Abstract

Further investigation of the Bismarck Archipelago (Papua New Guinea) marine sponge Ianthella basta for biologically active constituents has led to the isolation of hemibastadins 1 (2), 2 (3), and 3 (4) and the new brominated tyrosine derivatives hemibastadinols 1-3 (9, 13, and 14). Isolation and structure elucidation of the monomethyl ether derivatives (7 and 8) of hemibastadins 1 and 2 and the 3-bromotyramine amide of oxalic acid amide (1a) concluded our chemical investigation of I. basta. The hemibastadins and hemibastadinols represent important biosynthetic links to a series of bromotyrosine tetramers collectively known as the bastadins. The antimicrobial activity of the bastadins, hemibastadins, and hemibastadinols is summarized.

Original languageEnglish (US)
Pages (from-to)927-934
Number of pages8
JournalJournal of Natural Products
Volume59
Issue number10
DOIs
StatePublished - Oct 1996

Fingerprint

Papua New Guinea
Porifera
amides
Amides
Derivatives
Oxalic Acid
oxalic acid
Ether
Tyrosine
tyrosine
ethers
anti-infective agents
phosphinothricin
hemibastadinol 3
hemibastadinol 1
2-(3'-bromo-4'-hydroxyphenol)ethanamine
bromotyrosine

ASJC Scopus subject areas

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

Cite this

Isolation and structure of hemibastadinols 1-3 from the Papua New Guinea marine sponge Ianthella basta. / Pettit, George; Butler, Mark S.; Williams, Michael D.; Filiatrault, Melanie J.; Pettit, Robin.

In: Journal of Natural Products, Vol. 59, No. 10, 10.1996, p. 927-934.

Research output: Contribution to journalArticle

Pettit, George ; Butler, Mark S. ; Williams, Michael D. ; Filiatrault, Melanie J. ; Pettit, Robin. / Isolation and structure of hemibastadinols 1-3 from the Papua New Guinea marine sponge Ianthella basta. In: Journal of Natural Products. 1996 ; Vol. 59, No. 10. pp. 927-934.
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