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Substitution on the A-Ring Confers to Bryopyran Analogues the Unique Biological Activity Characteristic of Bryostatins and Distinct From That of the Phorbol Esters

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journal contribution
posted on 05.02.2009 by Gary E. Keck, Yam B. Poudel, Dennie S. Welch, Matthew B. Kraft, Anh P. Truong, Jeffrey C. Stephens, Noemi Kedei, Nancy E. Lewin, Peter M. Blumberg
A close structural analogue of bryostatin 1, which differs from bryostatin 1 only by the absence of the C30 carbomethoxy group (on the C13 enoate of the B-ring), has been prepared by total synthesis. Biological assays reveal a crucial role for substitution in the bryostatin 1 A-ring in conferring those responses which are characteristic of bryostatin 1 and distinct from those observed with PMA.