Synthesis of Natural Cyclopentapeptides Isolated from Dianthus chinensis.
The first syntheses of the naturally occurring cyclic peptides dianthin I (1), pseudostellarin A (2), and heterophyllin J (3) are described. The linear protected peptide precursors were prepared efficiently via Fmoc-solid-phase synthesis and subsequently cyclized in solution under dilute conditions. The structures of the synthetic cyclopentapeptides were confirmed by NMR spectroscopy and mass spectrometry and were in agreement with the literature data reported for the natural products.
School of Chemical Sciences, The University of Auckland , 23 Symonds Street, Auckland, 1142, New Zealand.
Shengping
S
Zhang
School of Chemical Sciences, The University of Auckland , 23 Symonds Street, Auckland, 1142, New Zealand.
Zaid
Z
Amso
Maurice Wilkins Centre for Molecular Biodiscovery, 23 Symonds Street, The University of Auckland, Auckland, 1142, New Zealand.
Luis M
LM
De Leon Rodriguez
School of Chemical Sciences, The University of Auckland , 23 Symonds Street, Auckland, 1142, New Zealand.
Harveen
H
Kaur
School of Chemical Sciences, The University of Auckland , 23 Symonds Street, Auckland, 1142, New Zealand.|Maurice Wilkins Centre for Molecular Biodiscovery, 23 Symonds Street, The University of Auckland, Auckland, 1142, New Zealand.
Margaret A
MA
Brimble
D029749:Dianthus / Q000737:chemistry*; D015394:Molecular Structure; D010456:Peptides, Cyclic / Q000737:chemistry / Q000302:isolation & purification*; D060327:Solid-Phase Synthesis Techniques
D010456:Peptides, Cyclic; C000618143:dianthin I; C000618147:heterophyllin J; C000618146:pseudostellarin A