Total synthesis and anticancer activity of a cyclic heptapeptide from marine sponge using water soluble peptide coupling agent EDC

Present investigation comprises of synthesis of a novel proline containing cyclic heptapeptide – Euryjanicin A, which was previously isolated from the marine sponge – Prosuberites laughlini. Naturally isolated cyclic heptapeptide was synthesized using solution phase peptide technique. All the coupli...

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Bibliographic Details
Published inArabian journal of chemistry Vol. 12; no. 8; pp. 2782 - 2787
Main Authors Anand, Mohanam, Alagar, Muthukaruppan, Ranjitha, J., Selvaraj, Vaithialingam
Format Journal Article
LanguageEnglish
Published Elsevier B.V 01.12.2019
Elsevier
Subjects
Anticancer activity
Euryjanicin A – cyclic heptapeptide
Marine natural product
Solution phase synthesis
Euryjanicin A – cyclic heptapeptide
Marine natural product
Solution phase synthesis
Anticancer activity
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Summary:Present investigation comprises of synthesis of a novel proline containing cyclic heptapeptide – Euryjanicin A, which was previously isolated from the marine sponge – Prosuberites laughlini. Naturally isolated cyclic heptapeptide was synthesized using solution phase peptide technique. All the coupling reactions were performed at room temperature via 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide (EDC) – coupling reagent and triethylamine (Et3N) – base. The chemical structure of the finally synthesized cyclic heptapeptide was elucidated using FTIR, 1H &13C NMR and mass spectral data, as well as elemental analyses. The newly synthesized peptide was subjected to anticancer activity against HeLa (Human Colon) cancer cell line and showed potent anticancer activity.
ISSN:1878-5352
1878-5379
DOI:10.1016/j.arabjc.2014.05.037