Ammosamide D, an oxidatively ring opened ammosamide analog from a marine-derived Streptomyces variabilis

Ende Pan, Matthew Jamison, Muhammed Yousufuddin, John B. MacMillan

Research output: Contribution to journalArticle

28 Citations (Scopus)

Abstract

Ammosamide D (1), an oxidized analog of the ammosamide family, was isolated from a marine-derived Streptomyces variabilis. Pyrroloquinoline containing alkaloids are a growing class of natural products, with 1 being the first example of an oxidized analog resulting in a 5,6-dioxo-5,6-dihydroquinoline ring system. Attempts at chemical conversion of ammosamide B to ammosamide D revealed that a strong chemical oxidant is required. Ammosamide D has modest cytotoxicity to the MIA PaCa-2 pancreatic cancer cell line.

Original languageEnglish (US)
Pages (from-to)2390-2393
Number of pages4
JournalOrganic Letters
Volume14
Issue number9
DOIs
StatePublished - May 4 2012

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Streptomyces
analogs
alkaloids
rings
cultured cells
cancer
Cytotoxicity
Biological Products
Pancreatic Neoplasms
Alkaloids
Oxidants
products
Cells
Cell Line
ammosamide D

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry

Cite this

Ammosamide D, an oxidatively ring opened ammosamide analog from a marine-derived Streptomyces variabilis. / Pan, Ende; Jamison, Matthew; Yousufuddin, Muhammed; MacMillan, John B.

In: Organic Letters, Vol. 14, No. 9, 04.05.2012, p. 2390-2393.

Research output: Contribution to journalArticle

Pan, Ende ; Jamison, Matthew ; Yousufuddin, Muhammed ; MacMillan, John B. / Ammosamide D, an oxidatively ring opened ammosamide analog from a marine-derived Streptomyces variabilis. In: Organic Letters. 2012 ; Vol. 14, No. 9. pp. 2390-2393.
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