Isolation and structure determination of new chymotrypsin inhibitory peptides streptopeptolins B and C

Ankit Tiwari; Issara Kaweewan; Yuto Miyake; Hikaru Hemmi; Shinya Kodani

doi:10.1080/14786419.2019.1663514

Isolation and structure determination of new chymotrypsin inhibitory peptides streptopeptolins B and C

Nat Prod Res. 2021 Aug;35(16):2700-2706. doi: 10.1080/14786419.2019.1663514. Epub 2019 Sep 12.

Authors

Ankit Tiwari¹, Issara Kaweewan², Yuto Miyake¹, Hikaru Hemmi³, Shinya Kodani^{1

2

4}

Affiliations

¹ Graduate School of Integrated Science and Technology, Shizuoka University, Shizuoka, Japan.
² Graduate School of Science and Technology, Shizuoka University, Shizuoka, Japan.
³ Food Research Institute, National Agriculture and Food Research Organization (NARO), Tsukuba, Ibaraki, Japan.
⁴ Academic Institute, Shizuoka University, Shizuoka, Japan.

PMID: 31512511
DOI: 10.1080/14786419.2019.1663514

Abstract

New chymotrypsin inhibitory peptides named streptopeptolins B and C were isolated from Streptomyces olivochromogenes. Structures of streptopeptolins B and C were determined to be cyclic depsipeptides possessing 3-amino-6-hydroxy-2-piperidone unit by interpretation of NMR spectra and ESI-MS. Streptopeptolins B and C showed inhibitory activities to chymotrypsin with IC₅₀ of 8.0 and 12.0 μg/mL, respectively.

Keywords: Streptomyces olivochromogenes; chymotrypsin inhibitor; peptide; streptopeptolin.

MeSH terms

Chymotrypsin / antagonists & inhibitors*
Depsipeptides* / chemistry
Depsipeptides* / isolation & purification
Magnetic Resonance Spectroscopy
Peptides, Cyclic* / chemistry
Peptides, Cyclic* / isolation & purification
Streptomyces* / chemistry

Substances

Depsipeptides
Peptides, Cyclic
Chymotrypsin

Supplementary concepts

Streptomyces olivochromogenes