New Cyclic Peptides from the Seeds of Annona squamosa L. and Their Anti-inflammatory Activities
Author(s) -
Yuliang Yang,
Kuo-Feng Hua,
Pei-Hsuan Chuang,
Shih-Hsiung Wu,
KuenYuh Wu,
FangRong Chang,
YangChang Wu
Publication year - 2007
Publication title -
journal of agricultural and food chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.203
H-Index - 297
eISSN - 1520-5118
pISSN - 0021-8561
DOI - 10.1021/jf072594w
Subject(s) - annona squamosa , electrospray ionization , cyclic peptide , chemistry , mass spectrometry , anti inflammatory , stereochemistry , lipopolysaccharide , peptide , botany , biochemistry , chromatography , biology , pharmacology , endocrinology
Two new cyclic peptides, cyclosquamosin H ( 1) and I ( 2), together with six known cyclic peptides, squamin A ( 3), squamin B ( 4), cyclosquamosin A ( 6), cyclosquamosin D ( 7), cyclosquamosin E ( 8), and cherimolacyclopeptide B ( 9), were isolated from the seeds of Annona squamosa. All structures were confirmed by 2D nuclear magnetic resonance, chemical evidence, and electrospray ionization-mass spectromotry/mass spectrometry (ESI-MS/MS). Compound 9 was isolated from this plant for the first time. In the anti-inflammatory assay, compound 7 showed an inhibitory effect on the production of pro-inflammatory cytokines within lipopolysaccharide and Pam3Cys-stimulated J774A.1 macrophages.
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