Androgen Modulators from the Roots of Paeonia lactiflora (Paeoniae Radix) Grown and Processed in Nara Prefecture, Japan
| Autor: | Kyosuke Nomoto, Takashi Iwashita, Kazuto Washida, Yoshiyuki Itoh |
|---|---|
| Rok vydání: | 2009 |
| Předmět: |
Male
Paeonia lactiflora Magnetic Resonance Spectroscopy medicine.drug_class Stereochemistry Crude drug Paeonia Plant Roots chemistry.chemical_compound Japan Cell Line Tumor Drug Discovery Androgen Receptor Antagonists medicine Humans chemistry.chemical_classification Traditional medicine biology Glycoside Androgen Antagonists Biological activity General Chemistry General Medicine Androgen Paeoniflorin biology.organism_classification Androgen receptor chemistry Receptors Androgen Monoterpenes |
| Zdroj: | Chemical and Pharmaceutical Bulletin. 57:971-974 |
| ISSN: | 1347-5223 0009-2363 |
| DOI: | 10.1248/cpb.57.971 |
| Popis: | The monoterpene glycoside, 3'-O-galloylpaeoniflorin (1), and four known compounds, 6'-O-galloylalbiflorin (2), pentagalloylglucose (3), 6'-O-benzoylpaeoniflorin (4) and 6'-O-galloylpaeoniflorin (5), were isolated from the roots of Paeonia lactiflora that had been grown and processed in Nara prefecture, Japan, as androgen modulators. Their structures were elucidated based on spectroscopic analysis. Compounds 2 and 3 showed strong androgen receptor (AR) binding activity (IC(50) values 33.7 and 4.1 microg/ml, respectively), 1, 4 and 5 showed weak activity (20, 31 and 12% at 120 microg/ml, respectively). However, paeoniflorin (6) and albiflorin (7), the structures of which are related to 1, 2, 4 and 5, showed no activity. These results suggested that both the structure of albiflorin and the galloyl moiety are important for 2 to show strong AR binding activity. Furthermore, compounds 1-5 inhibited growth of an androgen-dependent LNCaP-FGC (prostate cancer cell line), and were indicated to be AR antagonists. Compounds 2 and 3 might be candidates as safe, natural anti-androgens. |
| Databáze: | OpenAIRE |
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