Skip to main content

A new phenolic glucoside from an Uzbek medicinal plant, Origanum tyttanthum

Abstract

A new phenolic glucoside was isolated from the aerial parts of Origanum tyttanthum, an Uzbek medicinal plant, together with 12 known compounds. The structure of the new compound was elucidated as 4-O-β-d-glucopyranosylbenzyl-3′-hydroxyl-4′-methoxybenzoate (1) based on the spectral and chemical evidence.

This is a preview of subscription content, access via your institution.

Fig. 1

References

  1. 1.

    Tkachenko KG, Kazarinova NV, Muzychenko LM, Shurgaya AM, Pavlova OV, Savonova NG (1999) Antibiotic properties of essential oil of some plant species. Rastitel’nye Resursy 35:11–24

    CAS  Google Scholar 

  2. 2.

    Nuraliyev YN, Zubaidova TM (1994) Hypocholesterinemic and hypolipidemic effects of ether oil of Origanum tyttanthum Gontsch. Khimiko-Farm Zh 28:63–64

    CAS  Google Scholar 

  3. 3.

    Baser KHC, Demircakmak B, Nuriddinov KhR, Nigumatullaev AM, Aripov KhN (1997) Composition of the essential oil of Origanum tyttanthum Gontsch. from Uzbekistan. J Essent Oil Res 9:611–612

    CAS  Google Scholar 

  4. 4.

    Asilbekova DT, Glishenkova AI, Azcan N, Ozek T, Baser KHC (2000) Lipids of Origanum tyttanthum. Chem Nat Comp 36:124–127

    Article  CAS  Google Scholar 

  5. 5.

    Platova TP (1972) Coumarin substances in some plants of the Labiatae family growing in Uzbekistan. Meditsinski Zhumal Uzbekistan 1972:16–17

    Google Scholar 

  6. 6.

    Passreiter CM, Wilson J, Andersen R, Isman MB (2004) Metabolism of thymol and trans-anethole in larvae of Spodoptera litura and Trichoplusia ni (Lipidoptera: Noctuidae). J Agric Food Chem 52:2549–2551

    PubMed  Article  CAS  Google Scholar 

  7. 7.

    Ohmoto T, Kanatani K, Yamaguchi K (1987) Constituents of pollen. XIII. Constituents of Cedrus deodar Loud. (2). Chem Pharm Bull 35:229–234

    CAS  Google Scholar 

  8. 8.

    Rivero-Cruz JF, Chai HB, Kardono LBS, Setyowati FM, Afriatini JJ, Riswan S, Farnworth NR, Cordell GA, Pezzuto JM, Swanson SM, Kinghorn A.D (2004) Cytotoxic constituents of the twigs and leaves of Aglaia rubiginosa. J Nat Prod 67:343–347

    PubMed  Article  CAS  Google Scholar 

  9. 9.

    Nakatani N, Kikuzaki H (1987) A new antioxidative glucoside isolated from oregano (Origanum vulgare). Agric Biol Chem 51:2727–2732

    CAS  Google Scholar 

  10. 10.

    Yahara S, Sakamoto C, Nohara T, Niiho Y, Nakajima Y, Ito H (1993) Thymoquinol glycosides from Shisandrae fructus. Shoyakugaku Zasshi 47:420–422

    CAS  Google Scholar 

  11. 11.

    Cardona LM, Fernandez MI, Pedro JR, Valle AA (1987) Flavonoids and other constituents from Onopordon macracanthum. Planta Med 53:506

    PubMed  Article  CAS  Google Scholar 

  12. 12.

    Petersen M, Simmonds MSJ (2003) Rosmarinic acid. Phytochemistry 62:121–125

    PubMed  Article  CAS  Google Scholar 

  13. 13.

    Zidorn C, Ellmerer-Müller EP, Stuppner H (2001) A germacranolide and three hydroxybenzyl alcohol derivatives from Hieracium murorum and Crepis bocconi. Phytochem Anal 12:281–285

    PubMed  Article  CAS  Google Scholar 

  14. 14.

    Bravo JAB, Sauvain M, Gimenez AT, Muñz VO, Callapa J, Men-Olivier LL, Massiot G, Lavaud C (1999) Bioactive phenolic glycosides from Amburana cearensis. Phytochemistry 50:71–74

    Article  Google Scholar 

  15. 15.

    Hara S, Okabe H, Mihashi K (1987) Gas–liquid chromatographic separation of aldose enantiomers as trimethylsilyl ethers of methyl2-(polyhydroxyalkyl) thiazolidine 4(R)-carboxylate. Chem Pharm Bull 35:501–506

    CAS  Google Scholar 

  16. 16.

    Miyaichi Y, Matsuura K, Tomimori T (1995) Phenolic compound from the root of Cirsiyum japonicum DC. Nat Med 49:92–94

    CAS  Google Scholar 

Download references

Acknowledgements

The authors wish to thank the Cooperative Center of The University of Tokushima for access to the NMR facility.

Author information

Affiliations

Authors

Corresponding author

Correspondence to Yoshio Takeda.

Rights and permissions

Reprints and Permissions

About this article

Cite this article

Takeda, Y., Tomonari, M., Arimoto, S. et al. A new phenolic glucoside from an Uzbek medicinal plant, Origanum tyttanthum . J Nat Med 62, 71–74 (2008). https://doi.org/10.1007/s11418-007-0187-y

Download citation

Keywords

  • Origanum tyttanthum
  • Labiatae
  • Traditional medicine
  • Phenolic glycosides