Abstract
As natural-product-derived antibiotics, desotamides A - D and wollamides exhibit growth inhibitory activity against Gram-posivite bacteria (IC50 0.6 - 7 μm) and are noncytotoxic to mammalian cells (IC50 > 30 μm). Herein we firstly report the total synthesis of above two cyclohexapeptides as well as a series of structural variants through solid phase peptide synthesis, of which 3 displayed a 2-fold increase of antibacterial activity when compared with the original peptide 1. This strategy may offer good improvements for the synthesis of other cyclic peptides.
Keywords:
SPPS; Antibacterial activity; Desotamides; Total synthesis; Wollamides.
© 2018 Wiley-VHCA AG, Zurich, Switzerland.
MeSH terms
-
Anti-Bacterial Agents / chemical synthesis
-
Anti-Bacterial Agents / chemistry
-
Anti-Bacterial Agents / pharmacology*
-
Antineoplastic Agents / chemical synthesis
-
Antineoplastic Agents / chemistry
-
Antineoplastic Agents / pharmacology*
-
Cell Proliferation / drug effects
-
Dose-Response Relationship, Drug
-
Drug Screening Assays, Antitumor
-
Gram-Positive Bacteria / drug effects*
-
Gram-Positive Bacteria / growth & development
-
Hep G2 Cells
-
Humans
-
MCF-7 Cells
-
Microbial Sensitivity Tests
-
Molecular Structure
-
Peptides, Cyclic / chemical synthesis
-
Peptides, Cyclic / chemistry
-
Peptides, Cyclic / pharmacology*
-
Structure-Activity Relationship
Substances
-
Anti-Bacterial Agents
-
Antineoplastic Agents
-
Peptides, Cyclic
-
desotamide B
-
wollamide B