SYNTHESIS, CHARACTERIZATION AND BIOLOGICAL EVALUATION OF A GLYCINE-RICH PEPTIDE - CHERIMOLACYCLOPEPTIDE E

SYNTHESIS, CHARACTERIZATION AND BIOLOGICAL EVALUATION OF A GLYCINE-RICH PEPTIDE - CHERIMOLACYCLOPEPTIDE E

The synthesis of a natural cyclic peptide cherimolacyclopeptide E (12) by coupling oftripeptide units Boc-gly-leu-gly-OCH3 (9) and BoC-ßhe-tyr-pro-OCH3 (10) after proper deprotection at carboxyl and amino terminals followed by cyclization of linear hexapeptide segment, is described. Structure elucid...

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Autor principal: DAHIYA,RAJIV
Lenguaje:English
Publicado: Sociedad Chilena de Química 2007
Materias:
cherimolacyclopeptide E
cyclic hexapeptide
cytotoxicity
antimicrobial evaluation
anthelmintic activity
Acceso en línea:http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072007000300006
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spelling oai:scielo:S0717-970720070003000062007-11-29SYNTHESIS, CHARACTERIZATION AND BIOLOGICAL EVALUATION OF A GLYCINE-RICH PEPTIDE - CHERIMOLACYCLOPEPTIDE EDAHIYA,RAJIV cherimolacyclopeptide E cyclic hexapeptide cytotoxicity antimicrobial evaluation anthelmintic activity The synthesis of a natural cyclic peptide cherimolacyclopeptide E (12) by coupling oftripeptide units Boc-gly-leu-gly-OCH3 (9) and BoC-ßhe-tyr-pro-OCH3 (10) after proper deprotection at carboxyl and amino terminals followed by cyclization of linear hexapeptide segment, is described. Structure elucidation of the cyclopeptide 12 is based on detailed spectral analysis such as FTIR, ¹H NMR, 13C NMR, FAB MS and elemental analysis. After biological screening, the newly synthesized peptide exhibited high cytotoxicity against Dalton 's lymphoma ascites (DLA) and Ehrlich 's ascites carcinoma (EAC) cell lines with CTC50 values of 2.16 and 4.96 uM, and potent antimicrobial activity against pathogenic microbes P. aeruginosa, E.coli and C. albicans with MICs between 12.5-6 µg/mL. Furthermore, compound 12 possessed moderate anthelmintic activity against earthworms M. konkanensis, P. corethruses and Eudrilus sp. at 2 mg/mL dose levelinfo:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.52 n.3 20072007-09-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072007000300006en10.4067/S0717-97072007000300006
institution Scielo Chile
collection Scielo Chile
language English
topic cherimolacyclopeptide E
cyclic hexapeptide
cytotoxicity
antimicrobial evaluation
anthelmintic activity
spellingShingle cherimolacyclopeptide E
cyclic hexapeptide
cytotoxicity
antimicrobial evaluation
anthelmintic activity
DAHIYA,RAJIV
SYNTHESIS, CHARACTERIZATION AND BIOLOGICAL EVALUATION OF A GLYCINE-RICH PEPTIDE - CHERIMOLACYCLOPEPTIDE E
description The synthesis of a natural cyclic peptide cherimolacyclopeptide E (12) by coupling oftripeptide units Boc-gly-leu-gly-OCH3 (9) and BoC-ßhe-tyr-pro-OCH3 (10) after proper deprotection at carboxyl and amino terminals followed by cyclization of linear hexapeptide segment, is described. Structure elucidation of the cyclopeptide 12 is based on detailed spectral analysis such as FTIR, ¹H NMR, 13C NMR, FAB MS and elemental analysis. After biological screening, the newly synthesized peptide exhibited high cytotoxicity against Dalton 's lymphoma ascites (DLA) and Ehrlich 's ascites carcinoma (EAC) cell lines with CTC50 values of 2.16 and 4.96 uM, and potent antimicrobial activity against pathogenic microbes P. aeruginosa, E.coli and C. albicans with MICs between 12.5-6 µg/mL. Furthermore, compound 12 possessed moderate anthelmintic activity against earthworms M. konkanensis, P. corethruses and Eudrilus sp. at 2 mg/mL dose level
author DAHIYA,RAJIV
author_facet DAHIYA,RAJIV
author_sort DAHIYA,RAJIV
title SYNTHESIS, CHARACTERIZATION AND BIOLOGICAL EVALUATION OF A GLYCINE-RICH PEPTIDE - CHERIMOLACYCLOPEPTIDE E
title_short SYNTHESIS, CHARACTERIZATION AND BIOLOGICAL EVALUATION OF A GLYCINE-RICH PEPTIDE - CHERIMOLACYCLOPEPTIDE E
title_full SYNTHESIS, CHARACTERIZATION AND BIOLOGICAL EVALUATION OF A GLYCINE-RICH PEPTIDE - CHERIMOLACYCLOPEPTIDE E
title_fullStr SYNTHESIS, CHARACTERIZATION AND BIOLOGICAL EVALUATION OF A GLYCINE-RICH PEPTIDE - CHERIMOLACYCLOPEPTIDE E
title_full_unstemmed SYNTHESIS, CHARACTERIZATION AND BIOLOGICAL EVALUATION OF A GLYCINE-RICH PEPTIDE - CHERIMOLACYCLOPEPTIDE E
title_sort synthesis, characterization and biological evaluation of a glycine-rich peptide - cherimolacyclopeptide e
publisher Sociedad Chilena de Química
publishDate 2007
url http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072007000300006
work_keys_str_mv AT dahiyarajiv synthesischaracterizationandbiologicalevaluationofaglycinerichpeptidecherimolacyclopeptidee
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