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Indian Journal of Chemistry -Section B (IJC-B) >
IJC-B Vol.45B [2006] >
IJC-B Vol.45B(12) December 2006] >
| 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) |
| Source: | IJC-B Vol.45B(12) December 2006]
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