First Total Synthesis of Martinellic Acid, a Naturally Occurring Bradykinin Receptor Antagonist

The first total synthesis of martinellic acid, a naturally occurring bradykinin receptor antagonist, via a CuI-catalyzed coupling reaction of β-amino ester 6 with 1,4-diiodobenzene and a guanylation reaction of secondary amine 3 under mild conditions as key steps, is described.

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Bibliographic Details
Published in:Organic letters 2001-07, Vol.3 (14), p.2189-2191
Main Authors: Ma, Dawei, Xia, Chengfeng, Jiang, Jiqing, Zhang, Jianhua
Format: Article
Language:English
Subjects:
Alkaloids - chemistry
Alkaloids - isolation & purification
Alkaloids - pharmacology
Amines - chemical synthesis
Amines - chemistry
Bradykinin Receptor Antagonists
Molecular Structure
Plant Roots - chemistry
Plants, Medicinal - chemistry
Pyrroles - chemical synthesis
Pyrroles - chemistry
Pyrroles - isolation & purification
Pyrroles - pharmacology
Quinolines - chemical synthesis
Quinolines - chemistry
Quinolines - isolation & purification
Quinolines - pharmacology
Receptors, Bradykinin - metabolism
Structure-Activity Relationship
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Description
Summary:The first total synthesis of martinellic acid, a naturally occurring bradykinin receptor antagonist, via a CuI-catalyzed coupling reaction of β-amino ester 6 with 1,4-diiodobenzene and a guanylation reaction of secondary amine 3 under mild conditions as key steps, is described.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol016043h