Ammosamide D, an Oxidatively Ring Opened Ammosamide Analog from a Marine-Derived <i>Streptomyces variabilis</i>

Abstract

Ammosamide D (<b>1</b>), an oxidized analog of the ammosamide family, was isolated from a marine-derived <i>Streptomyces variabilis.</i> Pyrroloquinoline containing alkaloids are a growing class of natural products, with <b>1</b> 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

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