DOAJ Open Access 2022

Synthesis of tryptophan-dehydrobutyrine diketopiperazine and biological activity of hangtaimycin and its co-metabolites

Houchao Xu Anne Wochele Minghe Luo Gregor Schnakenburg Yuhui Sun +2 lainnya

Abstrak

An improved synthesis for tryptophan-dehydrobutyrine diketopiperazine (TDD), a co-metabolite of the hybrid polyketide/non-ribosomal peptide hangtaimycin, starting from ʟ-tryptophan is presented. Comparison to TDD isolated from the hangtaimycin producer Streptomyces spectabilis confirmed its S configuration. The X-ray structure of the racemate shows an interesting dimerisation through hydrogen bridges. The results from bioactivity testings of hangtaimycin, TDD and the hangtaimycin degradation product HTM222 are given.

Topik & Kata Kunci

Science Organic chemistry

Penulis (7)

Houchao Xu

Anne Wochele

Minghe Luo

Gregor Schnakenburg

Yuhui Sun

Heike Brötz-Oesterhelt

Jeroen S. Dickschat

Format Sitasi

APA MLA BibTeX

Xu, H., Wochele, A., Luo, M., Schnakenburg, G., Sun, Y., Brötz-Oesterhelt, H. et al. (2022). Synthesis of tryptophan-dehydrobutyrine diketopiperazine and biological activity of hangtaimycin and its co-metabolites. https://doi.org/10.3762/bjoc.18.120

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Informasi Jurnal

Tahun Terbit: 2022
Sumber Database: DOAJ
DOI: 10.3762/bjoc.18.120
Akses: Open Access ✓