Journal of Natural Medicines

, Volume 67, Issue 1, pp 228–233 | Cite as

Phenylethanoid and flavone glycosides from Ruellia tuberosa L.

  • Chiobouaphong Phakeovilay
  • Wannaporn Disadee
  • Poolsak Sahakitpichan
  • Somkit Sitthimonchai
  • Prasat Kittakoop
  • Somsak Ruchirawat
  • Tripetch KanchanapoomEmail author


A new phenylethanoid glycoside, isocassifolioside (8), and two new flavone glycosides, hispidulin 7-O-α-l-rhamnopyranosyl-(1′″ → 2″)-O-β-d-glucuronopyranoside (11) and pectolinaringenin 7-O-α-l-rhamnopyranosyl-(1′″ → 2″)-O-β-d-glucuronopyranoside (12) were isolated from the aerial portions of Ruellia tuberosa L., together with verbascoside (1), isoverbascoside (2), nuomioside (3), isonuomioside (4), forsythoside B (5), paucifloside (6), cassifolioside (7), hispidulin 7-O-β-d-glucuronopyranoside (9) and comanthoside B (10). The structure elucidations were based on analyses of chemical and spectroscopic data including 1D- and 2D-NMR. The isolated compounds 112 exhibited radical scavenging activity using ORAC assay.


Ruellia tuberosa Acanthaceae Flavone glycoside Phenylethanoid glycoside Antioxidant activity 



This study was financially supported by The Thailand Research Fund (Grant No. DBG5480007) and Chulabhorn Research Institute. Also, C.P. would like to thank Thailand International Development Cooperation Agency (TICA) for providing financial support during study in Thailand.


  1. 1.
    Singh RS, Pandey HS, Singh BK (2002) A new triterpenoid from Ruellia tuberosa Linn. Ind J Chem Sect B-Org Chem Incl Med Chem 41:1754–1756Google Scholar
  2. 2.
    Misra TN, Singh RS, Pandey HS, Singh BK (1997) Two new aliphatic compounds Ruellia tuberosa Linn. Ind J Chem Sect B-Org Chem Incl Med Chem 36:1194–1197Google Scholar
  3. 3.
    Andhiwal CK, Has C, Varshney RP (1985) Hydrocarbons, lupeol and phytosterols from the tubers of Ruellia tuberosa Linn. Ind Drugs 23:48–49Google Scholar
  4. 4.
    Behari N, Goyal MM, Streibk M (1981) Natural products from Ruellia tuberosa L. J Ind Chem Soc 58:176–177Google Scholar
  5. 5.
    Nair AGR, Subramanian SS (1974) Apigenin glycosides from Thunbergia fragrans and Ruellia tuberosa. Curr Sci 43:480–482Google Scholar
  6. 6.
    Wagner H, Danninger H, Iyengar MA, Seligmann O, Farkas L, Subramanian SS, Nair AGR (1971) Synthesis of glucuronides in the flavonoid series. III. Isolation of apigenin-7-β-d-glucuronide from Ruellia tuberosa and its synthesis. Chem Ber 104:2681–2685PubMedCrossRefGoogle Scholar
  7. 7.
    Chen FA, Wu AB, Shieh P, Kuo DH, Hsieh CY (2006) Evaluation of the antioxidant activity of Ruellia tuberosa. Food Chem 94:14–18CrossRefGoogle Scholar
  8. 8.
    Alam MA, Subhan N, Awal MA, Alam MS, Sarder M, Nahar L, Sarker SD (2009) Antinociceptive and anti-inflammatory properties of Ruellia tuberosa. Pharm Biol 47:209–214CrossRefGoogle Scholar
  9. 9.
    Chen C-H, Chan H-C, Chu Y-T, Ho H-Y, Chen P-Y, Lee T-H, Lee C-K (2009) Antioxidant activity of some plant extracts towards xanthine oxidase, lipoxygenase and tyrosinase. Molecules 14:2947–2958PubMedCrossRefGoogle Scholar
  10. 10.
    Kanchanapoom T, Kasai R, Yamasaki K (2002) Phenolic glycosides from Markhamia stipulata. Phytochemistry 59:557–563PubMedCrossRefGoogle Scholar
  11. 11.
    Kasai R, Ogawa K, Ohtani K, Ding JK, Chen PQ, Fei CJ, Tanaka O (1991) Phenolic glycosides from Nuo-Mi-Kang-Cao, a Chinese acanthaceous herb. Chem Pharm Bull 39:927–929CrossRefGoogle Scholar
  12. 12.
    Delazar A, Gibbons S, Kamarasamy Y, Nahar L, Shoeb M, Sarker SD (2005) Antioxidant phenylethanoid glycosides from the rhizomes of Eremostachys glabra (Lamiaceae). Biochem Syst Ecol 33:87–90CrossRefGoogle Scholar
  13. 13.
    Damtoft S, Franzyk H, Rosendal FS, Jensen SR, Nielsen BJ (1993) Iridoids and verbascosides in Retzia. Phytochemistry 34:239–243CrossRefGoogle Scholar
  14. 14.
    Andary C, Ravn H, Wylde R, Heitz A, Motte-Florac E (1989) Crassifolioside, a caffeic acid glycoside ester from Plantago crassifolia. Phytochemistry 28:288–290CrossRefGoogle Scholar
  15. 15.
    Xia HJ, Qiu F, Zhu S, Zhang TY, Qu GX, Yao XS (2007) Isolation and identification of breviscapine in rat urine. Biol Pharm Bull 30:1308–1316PubMedCrossRefGoogle Scholar
  16. 16.
    Arisawa M, Fukuta M, Shimizu M, Morita N (1979) The constituents of the leaves of Comanthosphace japonica S. Moore (Labiatae): isolation of two new flavones glycosides, comanthosides A and B. Chem Pharm Bull 27:1252–1254CrossRefGoogle Scholar
  17. 17.
    Disadee W, Mahidol C, Sahakitpichan P, Sitthimonchai S, Ruchirawat S, Kanchanapoom T (2011) Flavonol 3-O-robinobiosides and 3-O-(2″-O-α-l-rhamnopyranosyl)-robinobiosides from Sesuvium portulacastrum. Tetrahedron 67:4221–4226CrossRefGoogle Scholar

Copyright information

© The Japanese Society of Pharmacognosy and Springer 2012

Authors and Affiliations

  • Chiobouaphong Phakeovilay
    • 1
  • Wannaporn Disadee
    • 1
    • 2
  • Poolsak Sahakitpichan
    • 1
    • 2
  • Somkit Sitthimonchai
    • 2
  • Prasat Kittakoop
    • 1
    • 2
  • Somsak Ruchirawat
    • 1
    • 2
  • Tripetch Kanchanapoom
    • 2
    • 3
    Email author
  1. 1.Chemial Biology ProgramChulabhorn Graduate InstituteBangkokThailand
  2. 2.Chulabhorn Research InstituteBangkokThailand
  3. 3.Faculty of Pharmaceutical SciencesKhon Kaen UniversityKhon KaenThailand

Personalised recommendations