Crystallomycin revisited after 60 years: aspartocins B and C† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c8md00002f

Archived sample contains Ca 2+ -dependent lipopeptides active against Gram-positive bacteria; conformers of aspartocin B in DMSO solution were studied by 2D NMR. The study of an archived sample of crystallomycin complex using HPLC, ESI HRMS, and 2D NMR showed that two major components of the antibio...

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Published in:MedChemComm 2018-02, Vol.9 (4), p.667-675
Main Authors: Tyurin, Anton P., Alferova, Vera A., Paramonov, Alexander S., Shuvalov, Maxim V., Malanicheva, Irina A., Grammatikova, Natalia E., Solyev, Pavel N., Liu, Shaowei, Sun, Chenghang, Prokhorenko, Igor A., Efimenko, Tatyana A., Terekhova, Larisa P., Efremenkova, Olga V., Shenkarev, Zakhar O., Korshun, Vladimir A.
Format: Article
Language:English
Subjects:
Chemistry
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Summary:Archived sample contains Ca 2+ -dependent lipopeptides active against Gram-positive bacteria; conformers of aspartocin B in DMSO solution were studied by 2D NMR. The study of an archived sample of crystallomycin complex using HPLC, ESI HRMS, and 2D NMR showed that two major components of the antibiotic, compounds 1 and 2 , are lipopeptides having the same peptide core, Asp1-cyclo(Dab2-Pip3-MeAsp4-Asp5-Gly6-Asp7-Gly8-Dab9-Val10-Pro11-), N -acylated either with Δ 3 -iso-tetradecenoyl or Δ 3 -anteiso-pentadecenoyl that are identical to aspartocins C and B, respectively. According to the 2D NMR study, compound 2 in DMSO solution exists as a mixture of four conformers. The producing strain was identified as Streptomyces griseorubens . Compounds 1 and 2 have considerable Ca 2+ -dependent activity against Gram-positive bacteria including five MRSA strains.
ISSN:2040-2503
2040-2511
DOI:10.1039/c8md00002f