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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.

ABSTRACT: A close structural analogue of bryostatin 1, which differs from bryostatin 1 only by the absence of the C(30) carbomethoxy group (on the C(13) 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.

SUBMITTER: Keck GE

PROVIDER: S-EPMC2647801 | biostudies-literature | 2009 Feb

REPOSITORIES: biostudies-literature

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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.

Keck Gary E GE Poudel Yam B YB Welch Dennie S DS Kraft Matthew B MB Truong Anh P AP Stephens Jeffrey C JC Kedei Noemi N Lewin Nancy E NE Blumberg Peter M PM

Organic letters 20090201 3

A close structural analogue of bryostatin 1, which differs from bryostatin 1 only by the absence of the C(30) carbomethoxy group (on the C(13) 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. ...[more]

PMID: 19113896

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