Actinoranone, a Cytotoxic Meroterpenoid of Unprecedented Structure from a Marine Adapted <i>Streptomyces</i> sp.

Sang‐Jip Nam, Christopher A. Kauffman, Lauren A. Paul, Paul R. Jensen, William Fenical

Organic Letters · 2013 · 42 citations · 23 references

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Abstract

The isolation and structure elucidation of a new meroterpenoid, actinoranone (1), produced by a marine bacterium closely related to the genus Streptomyces is reported. Actinoranone is composed of an unprecedented dihydronaphthalenone polyketide linked to a bicyclic diterpenoid. The stereochemistry of 1 was defined by application of the advanced Mosher's method and by interpretation of spectroscopic data. Actinoranone (1) is significantly cytotoxic to HCT-116 human colon cancer cells with an LD50 = 2.0 μg/mL.

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