Please use this identifier to cite or link to this item: http://hdl.handle.net/10497/23628
Title: 
Authors: 
Keywords: 
Peptides and proteins
Carbon
Molecules
Absolute configuration
Nuclear magnetic resonance spectroscopy
Issue Date: 
2022
Citation: 
Phyo, M. Y., Goh, J. X., & Tan, L. T. (2022). Triproamide and pemukainalides, cyclic depsipeptides from the marine cyanobacterium Symploca hydnoides. Journal of Natural Products. Advance online publication. https://doi.org/10.1021/acs.jnatprod.1c00996
Journal: 
Journal of Natural Products
Abstract: 
A new cyclic depsipeptide, triproamide (1), containing the rare 4-phenylvaline (dolaphenvaline, Dpv) and a β-amino acid, dolamethylleucine (Dml), originally found in dolastatin 16, was isolated from the polar VLC-derived fraction of the extracts prepared from the marine cyanobacterium Symploca hydnoides. Triproamide (1) was isolated along with the known molecule kulokainalide-1 (2), as well as its two new analogues, pemukainalides A (3) and B (4). Their planar structures were elucidated based on extensive NMR and mass spectrometric data. The absolute and relative configurations of the compounds were determined utilizing a combination of Marfey’s method, J-based configuration, and chiral-phase HPLC analyses. Kulokainalide-1 (2) and pemukainalide A (3) exhibited cytotoxicity against the MOLT-4 leukemia cell line with IC50 values of 5.9 and 5.6 μM, respectively.
URI: 
ISSN: 
0163-3864 (print)
1520-6025 (online)
DOI: 
File Permission: 
Open
File Availability: 
With file
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