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

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.

SUBMITTER: Pan E

PROVIDER: S-EPMC3348922 | biostudies-literature | 2012 May

REPOSITORIES: biostudies-literature

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

Pan Ende E Jamison Matthew M Yousufuddin Muhammed M MacMillan John B JB

Organic letters 20120420 9

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 can ...[more]

PMID: 22515470

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