Mollamides B and C, Cyclic Hexapeptides from the Indonesian Tunicate Didemnum molle

  title={Mollamides B and C, Cyclic Hexapeptides from the Indonesian Tunicate Didemnum molle},
  author={Marwa S. Donia and Bin Wang and D. Chuck Dunbar and Prashant V. Desai and Akshay Patny and Mitchell A. Avery and Mark T. Hamann},
  journal={Journal of Natural Products},
  pages={941 - 945}
Two new cyclic hexapeptides, mollamides B (1) and C (2), were isolated from the Indonesian tunicate Didemnum molle along with the known peptide keenamide A (3). The structures were established using 1D and 2D NMR experiments. The relative configuration of mollamide B at the thiazoline moiety was determined using molecular modeling coupled with NMR-derived restraints. Their absolute configuration was determined using Marfeyʼs method. The new peptides have been evaluated for their antimicrobial… 

Figures and Tables from this paper

Cyclic Hexapeptide Dimers, Antatollamides A and B, from the Ascidian Didemnum molle. A Tryptophan-Derived Auxiliary for l- and d-Amino Acid Assignments.
Two dimerized cyclic hexapeptides were isolated from the colonial ascidian Didemnum molle collected in Pohnpei by interpretation of MS and 1D and 2D NMR data and all amino acids were found to be l-configured except for d-Ala.
Cycloforskamide, a cytotoxic macrocyclic peptide from the sea slug Pleurobranchus forskalii.
A macrocylic dodecapeptide was isolated from the sea slug Pleurobranchus forskalii and exhibits cytotoxicity against murine leukemia P388 cells, with an IC50 of 5.8 μM.
Nocardiamides A and B, two cyclohexapeptides from the marine-derived actinomycete Nocardiopsis sp. CNX037.
Two new cyclic hexapeptides, nocardiamides A and B, were isolated from the culture broth of marine-derived actinomycete CNX037 strain that was identified as a Nocardiopsis species and showed negligible antimicrobial activities against seven indicator strains and exhibited no cytotoxicity against HCT-116.
Structure and absolute configuration of fumiquinazoline L, an alkaloid from a gorgonian-derived Scopulariopsis sp. fungus.
Fumiquinazoline L (1), an alkaloid with a heptacyclic skeleton formed via a bridging hemiaminal linkage, was isolated from a gorgonian-derived Scopulariopsis sp. fungus. The structure and absolute
Mollecarbamates, Molleureas, and Molledihydroisoquinolone, o-Carboxyphenethylamide Metabolites of the Ascidian Didemnum molle Collected in Madagascar.
It is proposed that these unique natural products are most probably produced by an unprecedented biosynthetic pathway that contains a yet unknown chorismate mutase variant.
Baceridin, a Cyclic Hexapeptide from an Epiphytic Bacillus Strain, Inhibits the Proteasome
Baceridin was identified to be a proteasome inhibitor that inhibits cell cycle progression and induces apoptosis in tumor cells by a p53‐independent pathway.
Heteroaryl Rings in Peptide Macrocycles.
This Review is devoted to the chemistry of macrocyclic peptides having heterocyclic fragments in their structure, which offers many insightful lessons that range from conformational control to receptor/ligand interactions.
Natural Bioactive Thiazole-Based Peptides from Marine Resources: Structural and Pharmacological Aspects
The present study dissertates on the natural reservoirs and exclusive structural components of marine-originated thiazole-based TBPs, with a special focus on their most pertinent pharmacological profiles, which may impart vital resources for the development of novel peptide-based therapeutic agents.
Purification, Characterization and Antibacterial Properties of Peptide from Marine Ascidian Didemnum sp.
It was concluded that purified peptides of the ascidian, Didemnum sp.