Skip to main content

The Effect of Secoisolariciresinol on 3t3-L1 Adipocytes and the Relationship Between Molecular Structure and the Activity

  • Conference paper
  • First Online:
Animal Cell Technology: Basic & Applied Aspects

Abstract

Secoisolariciresinol (SECO) is one of the lignans contained in flaxseed. SECO has some stereoisomeric forms, and they exist as the racemic form in flaxseed. Therefore, we stereoselectively synthesized (+)-SECO, (–)-SECO, and meso-SECO forms. In this study, we focused on the effects of SECOs on the regulation of 3T3-L1 adipocytes, and revealed the structure-activity relationships. As a result, (–)-SECO accelerated adiponectin production of 3T3-L1 adipocytes by enhancement of adiponectin mRNA transcription activity in the cells. On the other hand, (+)- and meso-SECO suppressed. In addition, triglyceride accumulation in 3T3-L1 adipocytes was significantly suppressed by all three SECOs when each SECO was added to the medium during induction of 3T3-L1 preadipocytes to matured adipocytes.

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

Access this chapter

Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 259.00
Price excludes VAT (USA)
  • Available as EPUB and PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 329.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info
Hardcover Book
USD 329.99
Price excludes VAT (USA)
  • Durable hardcover edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

References

  1. Fukumitsu, S., Aida, K., Ueno, N., Ozawa, S., Takahashi, Y., and Kobori, M. (2008) Flaxseed lignan attenuates high-fat diet-induced fat accumulation and induces adiponectin expression in mice. Br. J. Nutr. 100: 1–8.

    Article  Google Scholar 

  2. Muraki, K., Okuya, S., and Tanizawa, Y. (2006) Estrogen receptor α regulates insulin sensitivity through IRS-1 tyrosine phosphorylation in mature 3T3-L1 adipocytes. Endocr. J. 53: 841–851.

    Article  CAS  PubMed  Google Scholar 

  3. Sugahara, T., Yamauchi, S., Kondo, A., Ohno, F., Tominaga, S., Nakashima, Y., Kishida, T., Akiyama, K., and Maruyama, M. (2007) First stereoselective synthesis of meso-secoisolariciresinol and comparison of its biological activity with (+) and (–)-secoisolariciresinol. Biosci. Biotechnol. Biochem. 71: 2962–2968.

    Article  CAS  PubMed  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Shiori Tominaga .

Editor information

Editors and Affiliations

Rights and permissions

Reprints and permissions

Copyright information

© 2010 Springer Science+Business Media B.V.

About this paper

Cite this paper

Tominaga, S. et al. (2010). The Effect of Secoisolariciresinol on 3t3-L1 Adipocytes and the Relationship Between Molecular Structure and the Activity. In: Kamihira, M., Katakura, Y., Ito, A. (eds) Animal Cell Technology: Basic & Applied Aspects. Animal Cell Technology: Basic & Applied Aspects, vol 16. Springer, Dordrecht. https://doi.org/10.1007/978-90-481-3892-0_57

Download citation

Publish with us

Policies and ethics