| RRC ID |
82463
|
| Author |
Mehjabin JJ, Phan CS, Okino T.
|
| Title |
Noducyclamides A1-A4, B1, and B2 from the Cyanobacterium Nodularia sp. NIES-3585.
|
| Journal |
J Nat Prod
|
| Abstract |
A chemical investigation of the hydrophilic fraction of a cultured Nodularia sp. (NIES-3585) afforded six new cyclic lipopeptides, noducyclamides A1-A4 (1-4) containing 10 amino acid residues and dodecapeptides noducyclamides B1 and B2 (5 and 6). The planar structures of these lipopeptides were elucidated based on the combination of HRMS and 1D and 2D NMR spectroscopic data analyses. These peptides are structurally analogous to laxaphycins and contain the nonproteinogenic amino acids 3-hydroxyvaline and 3-hydroxyleucine and a β-amino decanoic acid residue. The absolute configurations of the noducyclamides (1-6) were determined by acid hydrolysis, followed by advanced Marfey's analysis. Noducyclamide B1 (5) showed cytotoxic activities against MCF7 breast cancer cell lines with an IC50 value of 3.0 μg/mL (2.2 μM).
|
| Volume |
87(4)
|
| Pages |
984-993
|
| Published |
2024-4-26
|
| DOI |
10.1021/acs.jnatprod.3c01272
|
| PMID |
38587271
|
| MeSH |
Antineoplastic Agents / chemistry
Antineoplastic Agents / isolation & purification
Antineoplastic Agents / pharmacology
Cyanobacteria* / chemistry
Drug Screening Assays, Antitumor
Female
Humans
Lipopeptides / chemistry
Lipopeptides / pharmacology
MCF-7 Cells
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Peptides, Cyclic* / chemistry
Peptides, Cyclic* / pharmacology
|
| IF |
3.782
|
| Resource |
| Algae |
NIES-3585 |
