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Issue 4, 2018
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Crystallomycin revisited after 60 years: aspartocins B and C

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Abstract

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 Δ3-iso-tetradecenoyl or Δ3-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 Ca2+-dependent activity against Gram-positive bacteria including five MRSA strains.

Graphical abstract: Crystallomycin revisited after 60 years: aspartocins B and C

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Publication details

The article was received on 02 Jan 2018, accepted on 25 Feb 2018 and first published on 27 Feb 2018


Article type: Research Article
DOI: 10.1039/C8MD00002F
Citation: Med. Chem. Commun., 2018,9, 667-675
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    Crystallomycin revisited after 60 years: aspartocins B and C

    A. P. Tyurin, V. A. Alferova, A. S. Paramonov, M. V. Shuvalov, I. A. Malanicheva, N. E. Grammatikova, P. N. Solyev, S. Liu, C. Sun, I. A. Prokhorenko, T. A. Efimenko, L. P. Terekhova, O. V. Efremenkova, Z. O. Shenkarev and V. A. Korshun, Med. Chem. Commun., 2018, 9, 667
    DOI: 10.1039/C8MD00002F

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