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Title: Total synthesis of antibacterial dibromotyrosine derived alkaloid purpuramine-K
Authors: Reddy, S Malla
Srinivasulu, M
Venkateswarlu, Y
Keywords: Antibacterial activity;purpuramines;methyl carbamate;THP protected hydroxyl amine
Issue Date: Dec-2006
Publisher: CSIR
IPC Code: Int.Cl.8 C07C
Abstract: The first total synthesis of a dibromotyrosine derived alkaloid purpuramine K 1 reported for possible anti-bacterial activity against gram-positive bacteria viz: Staphylococcus aureus, Bacillus subtilis, Bacillus sphaericus and gram-negative bacteria like Chromobacterium violaceum, Klebsiella aerogenes, and Pseudomonas aeruginosa has been achieved. The synthesis involves preparation of methyl-3-bromopropyl carbamate 6, and Boc protected 2-[3,5-dibromo, 4-hydroxy phenyl] ethyl amine 13 which is followed by coupling of these two structural fragments to give corresponding ether 14. After deprotection of Boc group in compound 14, it is reacted with 4-hydroxyphenyl pyruvic acid oxime derivative 17 using EDCI/HOBT to give compound 18, which is further transformed to purpuramine K.
Page(s): 2757-2762
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.45B(12) December 2006]

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