Skip to main content

Advertisement

Springer Nature Link
Log in

Steroid 5α-reductase inhibition by polymethoxyflavones

  • Short Communication
  • Published:
Journal of the Korean Society for Applied Biological Chemistry Submit manuscript

Abstract

Steroid 5α-reductase inhibition was studied using eleven polymethoxyflavones (PMFs). Homologous eleven PMFs showed wide range of steroid 5α-reductase inhibitory effects. Among the tested PMFs, 5-hydroxy-7,4′-dimethoxyflavone (5) was found to be the most potent inhibitor of steroid 5α-reductase with the IC50 of 20 μM. These results showed PMFs could be used as a nonsteroidal steroid 5α-reductase for the treatment of benign prostatic hyperplasia.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Subscribe and save

Springer+
from $39.99 /Month
  • Starting from 10 chapters or articles per month
  • Access and download chapters and articles from more than 300k books and 2,500 journals
  • Cancel anytime
View plans

Buy Now

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Explore related subjects

Discover the latest articles, books and news in related subjects, suggested using machine learning.

References

  • Bae M, Woo M, Kusuma IW, Arung ET, Yang CH, and Kim YU (2012) Inhibitory effects of isoflavonoids on rat prostate testosterone 5α-reductase. J Acupunct Meridian Stud 5, 319–22.

    Article  Google Scholar 

  • Berry S, Coffey D, Walsh P, and Ewing L (1984) The development of human benign prostate hyperplasia with age. J Urol 132, 474–9.

    CAS  Google Scholar 

  • Buck AC (1996) Phytotherapy for the prostate. Br J Urol 78, 325–36.

    Article  CAS  Google Scholar 

  • Chaturapanich G, Chaiyakul S, Verawatnapakul V, and Pholpramool C (2008) Effects of Kaempferia parviflora extracts on reproductive parameters and spermatic blood flow in male rats. Reproduction 136, 515–22.

    Article  CAS  Google Scholar 

  • Dutkiewics S (2001) Efficacy and tolerability of drugs for treatment of benign prostatic hyperplasia. Int Urol Nephrol 32, 423–32.

    Article  CAS  Google Scholar 

  • Hiipakka RA, Zhang HZ, Dai W, Dai Q, and Liao S (2002) Structure-activity relationships for inhibition of human 5alpha-reductases by polyphenols. Biochem Pharmacol 63, 1165–76.

    Article  CAS  Google Scholar 

  • Kim M, Kim SI, Han J, Wang XL, Song DG, and Kim SU (2009) Stereospecific biotransformation of dihydrodaidzein into (3S)-equol by the human intestinal bacterium Eggerthella strain julong 732. Appl Environ Microbiol 75, 3062–8.

    Article  CAS  Google Scholar 

  • Kim M, Marsh ENG, Kim SU, and Han J (2010a) Conversion of (3S, 4R)-tetrahydrodaidzein to (3S)-equol by THD reductase: Proposed mechanism involving a radical intermediate. Biochemistry 49, 5582–7.

    Article  CAS  Google Scholar 

  • Kim M, Won D, and Han J (2010b) Absolute configuration determination of isoflavan-4-ol stereoisomers. Bioorg. Med Chem Lett 20, 4337–41.

    Article  CAS  Google Scholar 

  • Kim S, Kim YU, and Ma E (2012) Synthesis and 5α-reductase inhibitory activity of C21 steroids having 1,4-diene or 4,6-diene 20-ones and 4-azasteroid 20-oximes. Molecules 17, 355–68.

    Article  CAS  Google Scholar 

  • Kumar T, Chaiyasut C, Rungseevijitprapa W, and Suttajit M (2011) Screening of steroid 5α-reductase inhibitory activity and total phenolic content of Thai plants. J Med Plants Res 5, 1265–71.

    Google Scholar 

  • Lam SM, Hempstead BR, and Williams EF (2011) Medical management options for hair loss. In Aesthetic Medicine, Prendergast PM and Shiffman MA (eds.), pp. 529–35, Springer, USA.

    Google Scholar 

  • Nakayama O, Yagi M, Kiyoto S, Okuhara M, and Kohsaka M (1990) Riboflavin, a testosterone 5 alpha-reductase inhibitor. J Antibiotics 43, 1615–6.

    Article  CAS  Google Scholar 

  • Park HY, Kim M, and Han J (2011) Stereospecific microbial production of isoflavanones from isoflavones and isoflavone glucosides. Appl Microbiol Biotech 91, 1173–81.

    Article  CAS  Google Scholar 

  • Polatzbey I, Gül A, Demirel A, and Bayraktar, Y (1997) Pharmacotherapy of benign prostatic hyperplasia: Inhibitor of 5 alpha-reductase. Int Urol Nephrol 29, 323–30.

    Article  Google Scholar 

  • Wongsrikaew N, Kim H, Vichitphan K, Cho SK, and Han J (2012) Antiproliferative activity and polymethoxyflavone composition analysis of Kaempferia parviflora extracts. J Korean Soc Appl Biol Chem 55, 813–7.

    Article  CAS  Google Scholar 

  • Wongsrikaew N, Woo HC, Vichitphan K, and Han J (2011) Supercritical CO2 for efficient extraction of polymethoxyflavones in Kaempferia parviflora. J Korean Soc Appl Biol Chem 54, 1008–11.

    Article  CAS  Google Scholar 

  • Yenjai C, Prasanphen K, Daodee S, Wongpanich V, and Kittikoop P (2004) Bioactive flavonoids from Kaempferia parviflora. Fitoterapia 75, 89–92.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Department of Pharmaceutical Engineering, Daegu Haany University, Gyeongsan, 712-715, Republic of Korea

    Yong-ung Kim

  2. Metalloenzyme Research Group and Department of Biotechnology, Chung-Ang University, Anseong, 456-756, Republic of Korea

    Jaehong Han

Authors
  1. Yong-ung Kim
    View author publications

    Search author on:PubMed Google Scholar

  2. Jaehong Han
    View author publications

    Search author on:PubMed Google Scholar

Corresponding author

Correspondence to Jaehong Han.

Electronic supplementary material

Rights and permissions

Reprints and permissions

About this article

Cite this article

Kim, Yu., Han, J. Steroid 5α-reductase inhibition by polymethoxyflavones. J Korean Soc Appl Biol Chem 56, 469–471 (2013). https://doi.org/10.1007/s13765-013-3160-3

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s13765-013-3160-3

Keywords