A biomimetic synthesis of the marine thioalkaloids dassonmycins A and B is reported. The synthesis features a chemoselective reduction of a diketopiperazine to form a 2-piperazinone, which undergoes heteroannulation with naphthoquinone to yield dassonmycin A. Dassonmycin A undergoes slow cyclization to form dassonmycin B at physiological pH, supporting a biosynthesis hypothesis that this reaction could occur in the cytosol of the bacterial host species.

中文翻译：

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海洋衍生的硫代生物碱 Dassonmycins A 和 B 的仿生合成


据报道，海洋硫代生物碱 dassonmycins A 和 B 的仿生合成。该合成的特点是二酮哌嗪的化学选择性还原形成 2-哌嗪酮，它与萘醌进行异质调节以产生达松霉素 A。达松霉素 A 在生理 pH 值下经历缓慢环化形成达松霉素 B，支持该反应可能发生在细菌宿主物种的胞质溶胶中的生物合成假设。