Polyols, not sugars, determine the structural diversity of anti-streptococcal liamocins produced by Aureobasidium pullulans strain NRRL 50380
| Autor: | Kenneth M. Bischoff, Allard A. Cossé, Neil P. J. Price, Timothy D. Leathers, Pennapa Manitchotpisit |
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| Rok vydání: | 2016 |
| Předmět: |
0301 basic medicine
Polymers Stereochemistry Antiparasitic medicine.drug_class medicine.disease_cause Structure-Activity Relationship 03 medical and health sciences chemistry.chemical_compound Ascomycota Polyol Arabitol Drug Discovery medicine Glycerol Mannitol Pharmacology chemistry.chemical_classification Molecular Structure biology Streptococcus biology.organism_classification Anti-Bacterial Agents Aureobasidium pullulans 030104 developmental biology chemistry Biochemistry Antibacterial activity |
| Zdroj: | The Journal of Antibiotics. 70:136-141 |
| ISSN: | 1881-1469 0021-8820 |
| Popis: | Liamocins are polyol lipids produced by the fungus Aureobasidium pullulans, and have selective antibacterial activity against Streptococcus species. Liamocins produced by A. pullulans strain NRRL 50380 on sucrose medium have a d-mannitol head group ester-linked to 3,5-dihydroxydecanoate acyl chains, three or four of which are joined together by 1,5-polyester bonds (liamocins Man-A1 and Man-B1), and similar 3'-O-acetylated analogs (Man-A2 and Man-B2). However, other types of liamocins are produced depending on the choice of strain and growth conditions. In the current study, growth on different polyols, but not sugars, resulted in considerable structural variation, including liamocins with d-galactitol (dulcitol), d-sorbitol (glucitol), d- and l-arabitol, d-xylitol, l-threitol and glycerol head groups. The head groups of liamocins produced on arabitol were shown to be entirely composed of d-arabitol. These liamocin variants were structurally characterized by NMR and MS, and tested for antibacterial activity. The new liamocin variants also had selective activity against Streptococcus. Liamocin structural variants are novel antibacterials against Streptococcus sp. that merit further investigation. |
| Databáze: | OpenAIRE |
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