Total synthesis and cyclization strategy of samoamide A, a cytotoxic cyclic octapeptide rich in proline and phenlalanine isolated from marine cyanobacterium.

Abstract:

:Samoamide A is a cyclic octapeptide rich in proline and phenylalanine residues isolated from an American Samoa marine cyanobacterium, which exhibits potent activity against H460 human non-small-cell lung cancer cells (IC50 of 1.1 μM). The first total synthesis of samoamide A was achieved by employing a strategy of a solid-phase peptide synthesis (SPPS) and a head-to-tail cyclization selecting free steric-hinrance connection sites. Then the final product was purified and identified. This strategy not only provides a basis in producing potent cytotoxic agents for drug discovery, but also provides a reference to the total synthesis of proline-rich peptides.

journal_name

J Asian Nat Prod Res

authors

Chang Q,Li YL,Zhao X

doi

10.1080/10286020.2018.1450391

subject

Has Abstract

pub_date

2019-02-01 00:00:00

pages

171-177

issue

2

eissn

1028-6020

issn

1477-2213

journal_volume

21

pub_type

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