Bacicyclin, a new antibacterial cyclic hexapeptide from Bacillus sp. strain BC028 isolated from Mytilus edulis. Issue 4 (15th February 2018)

• Record Type: Journal Article
• Authors: Wiese, Jutta; Abdelmohsen, Usama Ramadan; Motiei, Asa; Humeida, Ute Hentschel; Imhoff, Johannes F.
• Is Part Of: Bioorganic & medicinal chemistry letters. Volume 28:Issue 4(2018)
• Page Start: 558
• Page End: 561
• Publication Date: 2018-02-15
• Subjects: Cyclic peptide -- Bacillus sp. -- Marfey's analysis -- Antibacterial activity; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; 572
• DOI: 10.1016/j.bmcl.2018.01.062
• Languages: English
• ISSNs: 0960-894X

Abstract

Graphical abstract: Highlights: A new cyclic hexapeptide (cyclo-(Gly-l -Leu-l -Val-l -IIe-d -Ala-d -Phe)) was detected. Bacicyclin inhibits Gram-positive bacterial strains causing severe diseases. Analogs of bacicyclin might be designed to increase antibiotic efficacy. Abstract: A new cyclic hexapeptide, cyclo-(Gly-Leu-Val-IIe-Ala-Phe), named bacicyclin (1 ), was isolated from a marine Bacillus sp. strain associated with Mytilus edulis . The sequences of the amino acid building blocks of the cyclic peptide and its structure were determined by 1D- and 2D-NMR techniques. Marfey's analysis showed that the amino acid building blocks had L-configuration in all cases except for alanine and phenylalanine, which had D -configuration. Bacicyclin (1 ) exhibited antibacterial activity against the clinically relevant strains Enterococcus faecalis and Staphylococcus aureus with minimal inhibitory concentration values of 8 and 12 µM, respectively. These results demonstrate the potential of marine bacteria as a promising source for the discovery of new antibiotics.