| Literature DB >> 29711622 |
Jack E Baldwin1, Timothy D W Claridge1, Andrew J Culshaw1, Florian A Heupel1, Victor Lee1, David R Spring1, Roger C Whitehead1, Robert J Boughtflower2, Ian M Mutton2, Richard J Upton2.
Abstract
The biomimetic synthesis of a pentacyclic alkaloid (keramaphidin B, 1), an intermediate in the biogenetic pathway to the manzamine alkaloids, has been achieved. Compound 1 was formed by an intramolecular Diels-Alder reaction of macrocycle 2 in buffer followed by reduction with NaBH4 . This reaction provides the first direct expeimental evidence for the authors' biosynthetic hypothesis. © 1998 WILEY-VCH Verlag GmbH, Weinheim, Fed. Rep. of Germany.Entities:
Keywords: Alkaloids; Biomimetic synthesis; Biosynthesis; Diels-Alder reactions; Manzamine
Year: 1998 PMID: 29711622 DOI: 10.1002/(SICI)1521-3773(19981016)37:19<2661::AID-ANIE2661>3.0.CO;2-D
Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN: 1433-7851 Impact factor: 15.336