| Cyclic Depsipeptides, Grassypeptolides D and E and Ibu-epidemethoxylyngbyastatin 3, from a Red Sea Leptolyngbya Cyanobacterium. | |
| | |
MedLine Citation:
|
PMID: 21806012 Owner: NLM Status: Publisher |
Abstract/OtherAbstract:
|
Two new grassypeptolides and a lyngbyastatin analogue, together with the known dolastatin 12, have been isolated from field collections and laboratory cultures of the marine cyanobacterium Leptolyngbya sp. collected from the SS Thistlegorm shipwreck in the Red Sea. The overall stereostructures of grassypeptolides D (1) and E (2) and Ibu-epidemethoxylyngbyastatin 3 (3) were determined by a combination of 1D and 2D NMR experiments, MS analysis, Marfey's methodology, and HPLC-MS. Compounds 1 and 2 contain 2-methyl-3-aminobutyric acid and 2-aminobutyric acid, while biosynthetically distinct 3 contains 3-amino-2-methylhexanoic acid and the β-keto amino acid 4-amino-2,2-dimethyl-3-oxopentanoic acid (Ibu). Grassypeptolides D (1) and E (2) showed significant cytotoxicity to HeLa (IC(50) = 335 and 192 nM, respectively) and mouse neuro-2a blastoma cells (IC(50) = 599 and 407 nM, respectively), in contrast to Ibu-epidemethoxylyngbyastatin 3 (neuro-2a cells, IC(50) > 10 μM) and dolastatin 12 (neuro-2a cells, IC(50) > 1 μM). |
| | |
Authors:
|
Christopher C Thornburg; Muralidhara Thimmaiah; Lamiaa A Shaala; Andrew M Hau; Jay M Malmo; Jane E Ishmael; Diaa T A Youssef; Kerry L McPhail |
Publication Detail:
|
Type: JOURNAL ARTICLE Date: 2011-8-1 |
Journal Detail:
|
Title: Journal of natural products Volume: - ISSN: 1520-6025 ISO Abbreviation: - Publication Date: 2011 Aug |
Date Detail:
|
Created Date: 2011-8-2 Completed Date: - Revised Date: - |
Medline Journal Info:
|
Nlm Unique ID: 7906882 Medline TA: J Nat Prod Country: - |
Other Details:
|
Languages: ENG Pagination: - Citation Subset: - |
Affiliation:
|
Department of Pharmaceutical Sciences, College of Pharmacy, Oregon State University , Corvallis, Oregon 97331, United States. |
Export Citation:
|
APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
|
|
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
Previous Document: Grassypeptolides F and G, Cyanobacterial Peptides from Lyngbya majuscula.
Next Document: Synthesis and Characterization of Lipid-Polymer Hybrid Nanoparticles with pH-Triggered PEG Shedding.