Isolation and Structure Determination of a Heat Shock Protein Inducer, Asparagus-Derived Proline-Containing 3-Alkyldiketopiperazines (Asparaprolines), From a Standardized Extract of Asparagus officinalis Stem
| Autor: | Ayako Nagayama, Shoichiro Inoue, Jun Takanari, Yukinobu Ikeya, Noriyuki Kohda, Keima Abe |
|---|---|
| Rok vydání: | 2020 |
| Předmět: |
Pharmacology
0303 health sciences biology Chemistry 030302 biochemistry & molecular biology Plant Science General Medicine biology.organism_classification Hsp70 03 medical and health sciences Ingredient Nutraceutical Complementary and alternative medicine Biochemistry Heat shock protein Drug Discovery Officinalis Inducer Asparagus Proline 030304 developmental biology |
| Zdroj: | Natural Product Communications. 15:1934578X2091468 |
| ISSN: | 1555-9475 1934-578X |
| DOI: | 10.1177/1934578x20914681 |
| Popis: | ETAS® has been developed from the stems of Asparagus officinalis L. as a functional ingredient for nutraceuticals. ETAS possesses heat shock protein 70 (HSP70) induction activity and may contribute to maintenance and improvement of health. Here, 3 compounds (1, 2, 3) were isolated from ETAS. The structures of 1, 2, and 3 were deduced by HREIMS and NMR spectroscopic data, and the compounds were identified as cyclo(l-Phe-l-Pro), cyclo(l-Tyr-l-Pro), and cyclo(l-Leu-l-Pro), respectively. Each compound contained a diketopiperazine ring derived from proline with an alkyl group at C-3; thus, we termed them asparagus-derived proline-containing 3-alkyldiketopiperazines (Asparaprolines). In an HSP70 mRNA induction assay in HL-60 cells, Asparaprolines significantly enhanced the expression of HSP70 mRNA compared with a control. To our knowledge, these results demonstrate for the first time that proline-containing diketopiperazines derived from natural amino acids exhibit HSP70 mRNA induction activity. |
| Databáze: | OpenAIRE |
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