Tropolactones A-D, four meroterpenoids from a marine-derived fungus of the genus Aspergillus

Mercedes Cueto, John B. MacMillan, Paul R. Jensen, William Fenical

Research output: Contribution to journalArticle

39 Citations (Scopus)

Abstract

Four cytotoxic meroterpenoids, tropolactones A-D, were isolated from the whole broth extract of a marine-derived fungus of the genus Aspergillus. The structures of the meroterpenoids were established through a variety of two-dimensional NMR techniques. The absolute configuration of tropolactone A was determined using the modified Mosher method. Tropolactones A-C contain an interesting substituted 2,4,6-cycloheptatriene (tropone) ring, which presumably arises through an oxidative ring expansion from tropolactone D. Tropolactones A, B and C showed in vitro cytotoxicity against human colon carcinoma (HCT-116) with IC50 values of 13.2, 10.9 and 13.9 μg/mL.

Original languageEnglish (US)
Pages (from-to)1826-1831
Number of pages6
JournalPhytochemistry
Volume67
Issue number16
DOIs
StatePublished - Aug 2006

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Aspergillus
Cytotoxicity
Fungi
Inhibitory Concentration 50
Colon
Nuclear magnetic resonance
Carcinoma
fungi
carcinoma
colon
inhibitory concentration 50
cytotoxicity
extracts
methodology
In Vitro Techniques
tropone

ASJC Scopus subject areas

  • Plant Science
  • Biochemistry
  • Molecular Biology
  • Organic Chemistry
  • Drug Discovery

Cite this

Tropolactones A-D, four meroterpenoids from a marine-derived fungus of the genus Aspergillus. / Cueto, Mercedes; MacMillan, John B.; Jensen, Paul R.; Fenical, William.

In: Phytochemistry, Vol. 67, No. 16, 08.2006, p. 1826-1831.

Research output: Contribution to journalArticle

Cueto, Mercedes ; MacMillan, John B. ; Jensen, Paul R. ; Fenical, William. / Tropolactones A-D, four meroterpenoids from a marine-derived fungus of the genus Aspergillus. In: Phytochemistry. 2006 ; Vol. 67, No. 16. pp. 1826-1831.
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