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Journal of the Korean Chemical Society (JKCS)

ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 55, Number 4
JKCSEZ 55(4)
August 20, 2011 

New Antibacterial Peptide Analogs of 5-Aminobenzimidazoles

새로운 펩티드 유사체인 5-aminobenzimidazoles의 합성
Humaira Y Gondal*, Mashooda H, Muhammad Ali

Humaira Y Gondal*, Mashooda H, Muhammad Ali
benzimidazoles, L-phenylalanine, peptide, 항균성 , benzimidazoles, L-phenylalanine, peptide, antibacterial
새로운 펩티드 유사체인 5a-c를 5-amino benzimidazoles 2a-c과 L-phenylalanine과의 커플링반응에 의해 합성하였다. Phenylalanine의 amine 부분을 phthalic anhydride로 보호하고, 나머지 작용기인 carboxylic acid를 염소화시켜서 hthaloyl-Lphenylalanyl chloride 4를 합성한 다음에, 화합물 2a-c와 반응시켜서 화합물 5a-c를 합성하였다. 얻어진 화합물 5a-c를 hydrazine으로 반응시켜서 새로운 펩티드 유사체인 6a-c 를 합성하였으며, 얻어진 화합물에 대한 항균성을 측정하였다.

Three new peptide analogs 5a-c were obtained through coupling of 5-Amino benzimidazoles 2a-c with L-phenylalanine. For the purpose α-amino group was blocked with phthalic anhydride and activation of α-carboxy group of phenylalanine was carried out by preparing phthaloyl-L-phenylalanyl chloride 4. After developing a successful peptide linkage, the phthaloyl group was removed by treating 5a-c with hydrazine hydrate to get free peptides 6a-c, purified through a column of Amberlite (IR-4B). All of these compounds 2a-c and 5,6a-c have been characterized on the basis of their IR, 1H NMR and EIMS analyses. Antibacterial activity of these compounds is also been reported.

650 - 655
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