Applied Microbiology and Biotechnology

, Volume 101, Issue 6, pp 2273–2279 | Cite as

Two novel cyclic hexapeptides from the genetically engineered Actinosynnema pretiosum

Biotechnological products and process engineering
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Abstract

Two novel cyclic hexapeptides designated actinosynneptides A (1) and B (2), together with three tryptophan containing diketopiperazines, namely cyclo(L-Trp-L-Trp) (3), cyclo(L-Trp-N-MeL-Trp) (4), and cyclo(N-MeL-Trp-N-MeL-Trp) (5), were isolated from the culture of the genetically engineered strain HGF052::asm18 derived from Actinosynnema pretiosum ATCC31565. Their structures were elucidated on the basis of spectroscopic analyses and single-crystal X-ray diffractions. Compound 1 is the first example of 3-amino-6-hydroxy-2-piperidone-containing cyclic peptides, and 1 and 2 showed moderate cytotoxic activities against HeLa and PC3 cell lines.

Keywords

Actinosynnema pretiosum Cyclic hexapeptide Diketopiperazine 
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Notes

Compliance with ethical standards

This article does not contain any studies with human participants or animals performed by any of the authors.

Conflict of interest

The authors declare that they have no conflict of interest.

Funding information

This work was supported by the National Natural Science Foundation of China (81373304, 81673317), Science Foundation of Two Sides of Strait (U1405223), and Program for Changjiang Scholars and Innovative Research Team in University (IRT13028).

Supplementary material

253_2016_8017_MOESM1_ESM.pdf (1.4 mb)
ESM 1 (PDF 1.39 MB)

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Copyright information

© Springer-Verlag Berlin Heidelberg 2016

Authors and Affiliations

  1. 1.Key Laboratory of Chemical Biology (Ministry of Education), School of Pharmaceutical SciencesShandong UniversityJinanPeople’s Republic of China
  2. 2.School of Chemistry and Chemical Engineering|Shandong UniversityJinanPeople’s Republic of China

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