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Androsamide, a Cyclic Tetrapeptide from a Marine <i>Nocardiopsis</i> sp., Suppresses Motility of Colorectal Cancer Cells

Jihye Lee, Chathurika D. B. Gamage, Geum Jin Kim, Prima F. Hillman, Chaeyoung Lee, Eun Young Lee, Hyukjae Choi, Hangun Kim, Sang‐Jip Nam, William Fenical

2020Journal of Natural Products22 citationsDOI

Abstract

A cyclic tetrapeptide, androsamide (1), was isolated from a marine actinomycete of the genus Nocardiopsis, strain CNT-189. The planar structure of 1 was assigned by the interpretation of 1D and 2D NMR spectroscopic data. The absolute configurations of constituent amino acids of 1 were determined by application of the Marfey’s and advanced Marfey’s methods. Androsamide (1) strongly suppressed the motility of Caco2 cells caused by epithelial–mesenchymal transition.

Topics & Concepts

TetrapeptideMotilityColorectal cancerBiologyChemistryMicrobiologyCancerMedicineInternal medicineCell biologyPeptideBiochemistryMarine Sponges and Natural ProductsMicrobial Natural Products and BiosynthesisSynthesis and Biological Activity