ol5b01969_si_001.pdf (2.92 MB)
Ulleungamides A and B, Modified α,β-Dehydropipecolic Acid Containing Cyclic Depsipeptides from Streptomyces sp. KCB13F003
journal contribution
posted on 2015-08-21, 00:00 authored by Sangkeun Son, Sung-Kyun Ko, Mina Jang, Jae Kyoung Lee, In-Ja Ryoo, Jung-Sook Lee, Kyung
Ho Lee, Nak-Kyun Soung, Hyuncheol Oh, Young-Soo Hong, Bo Yeon Kim, Jae-Hyuk Jang, Jong Seog AhnTwo novel cyclic depsipeptides, ulleungamides
A (1) and B (2), were isolated from cultures
of terrestrial Streptomyces sp. Their structures
were determined by analyses
of spectroscopic data and various chemical transformations, including
modified Mosher’s method, advanced Marfey’s method,
PGME, GITC derivatizations, and Snatzke’s method. Ulleungamides
were determined to be a new class of peptides bearing unprecedented
units, such as 5-hydroxy-6-methyl-2,3-dehydropipecolic acid, 4,5-dihydroxy-6-methyl-2,3-dehydropipecolic
acid, and amino-linked 2-isopropylsuccinic acid. Ulleungamide A displayed
growth inhibitory activity against Staphylococcus aureus and Salmonella typhimurium without cytotoxicity.