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  • Title: Total synthesis and preliminary SAR study of (±)-merochlorins A and B.
    Author: Yang H, Liu X, Li Q, Li L, Zhang JR, Tang Y.
    Journal: Org Biomol Chem; 2016 Jan 07; 14(1):198-205. PubMed ID: 26496813.
    Abstract:
    A modular synthesis of merochlorins A and B, two naturally occurring antibiotics, has been achieved concisely from readily available building blocks in 4-6 steps. The key steps include the bio-inspired tandem phenol oxidative dearomatization/[5 + 2] and [3 + 2] cycloadditions to construct the tricyclic cores of the targets, and the intermolecular Diels-Alder reaction followed by dehydrogenative aromatization to assemble the remaining aromatic units. The antibacterial activities of merochlorins A, B and some advanced synthetic intermediates were also evaluated, which provided valuable information on the structure-activity relationship (SAR) of this class of new antibiotics.
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