title: 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.
authors.affiliation: Department of Chemistry, University of Utah, 315 South 1400 East, RM 2020, Salt Lake City, Utah 84112, USA.
authors.forename: Gary E
authors.initials: GE
authors.lastname: Keck
authors.forename: Yam B
authors.initials: YB
authors.lastname: Poudel
authors.forename: Dennie S
authors.initials: DS
authors.lastname: Welch
authors.forename: Matthew B
authors.initials: MB
authors.lastname: Kraft
authors.forename: Anh P
authors.initials: AP
authors.lastname: Truong
authors.forename: Jeffrey C
authors.initials: JC
authors.lastname: Stephens
authors.forename: Noemi
authors.initials: N
authors.lastname: Kedei
authors.forename: Nancy E
authors.initials: NE
authors.lastname: Lewin
authors.forename: Peter M
authors.initials: PM
authors.lastname: Blumberg
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology; D054713:Bryostatins / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D015394:Molecular Structure; D010703:Phorbol Esters / Q000737:chemistry* / Q000494:pharmacology; D013329:Structure-Activity Relationship
chemical_list: D000970:Antineoplastic Agents; D054713:Bryostatins; D010703:Phorbol Esters; C046785:bryostatin 1