Four unprecedented macrocyclic nonapeptides,orberryamides A–D(1–4),were isolated from Glycosmis pentaphylla(orangeberry)and structurally characterized by obtaining solid data from numerous analytical measurements.Co...Four unprecedented macrocyclic nonapeptides,orberryamides A–D(1–4),were isolated from Glycosmis pentaphylla(orangeberry)and structurally characterized by obtaining solid data from numerous analytical measurements.Compound 1 incorporated a new amino acid residue,named orangeberrine(Orgb),compounds 2 and 3 integrated the rare,nonproteinogenic amino acid residues(Kyn and Dioia,respectively),and compound 4 existed as two major conformational isomers in solution at ambient temperature.The biosynthetic pathways proposed for compounds 1–4 are of considerable biological significance for the modification and metabolism of tryptophan(Trp)and/or Trp containing proteins in nature.Besides,compounds 1–4 suppressed Th17 differentiation significantly,and the effects of 1–3 was achieved through targeting the ligand-binding domain(LBD)of the retinoic acid-related orphan receptor gamma t(RORγt).展开更多
基金supported financially by the grants(nos.21532007 and 21772213)from the National Natural Science Foundation of the People’s Republic of China.
文摘Four unprecedented macrocyclic nonapeptides,orberryamides A–D(1–4),were isolated from Glycosmis pentaphylla(orangeberry)and structurally characterized by obtaining solid data from numerous analytical measurements.Compound 1 incorporated a new amino acid residue,named orangeberrine(Orgb),compounds 2 and 3 integrated the rare,nonproteinogenic amino acid residues(Kyn and Dioia,respectively),and compound 4 existed as two major conformational isomers in solution at ambient temperature.The biosynthetic pathways proposed for compounds 1–4 are of considerable biological significance for the modification and metabolism of tryptophan(Trp)and/or Trp containing proteins in nature.Besides,compounds 1–4 suppressed Th17 differentiation significantly,and the effects of 1–3 was achieved through targeting the ligand-binding domain(LBD)of the retinoic acid-related orphan receptor gamma t(RORγt).
