Planta Med 2010; 76(15): 1751-1754
DOI: 10.1055/s-0030-1249809
Natural Product Chemistry
Letters
© Georg Thieme Verlag KG Stuttgart · New York

Triterpenoids from Two Terminalia Species

Wei Wang1 , Zulfiqar Ali1 , Xing-Cong Li1 , Yunheng Shen1 , Ikhlas A. Khan1 , 2
  • 1National Center for Natural Products Research, Research Institute of Pharmaceutical Sciences, University of Mississippi, University, MS, USA
  • 2Department of Pharmacognosy, School of Pharmacy, University of Mississippi, University, MS, USA
Further Information

Publication History

received February 11, 2010 revised March 4, 2010

accepted March 15, 2010

Publication Date:
09 April 2010 (online)

Abstract

Phytochemical investigations of Terminalia arjuna bark and Terminalia chebula fruits resulted in the isolation of twelve triterpenoids including two new oleanane type triterpene glucosyl esters, ajunglucosides IV (1) and V (2), from the n-BuOH layer of the MeOH extract of T. arjuna bark as well as nine oleanane-type triterpenoids from the MeOH extract of the fruits of T. chebula.

References

  • 1 Pasquini R, Scassellati-Sforzolini G, Villarini M, Moretti M, Marcarelli M, Fatigoni C, Kaur S, Kumar S, Grover I S. In vitro protective effects of Terminalia arjuna bark extract against the 4-nitroquinoline-N-oxide genotoxicity.  J Environ Pathol Toxicol Oncol. 2002;  21 33-44
  • 2 Dwivedi S, Chaturvedi A. Cardiology in ancient India.  J Indian Coll Cardiol. 2000;  1 8-15
  • 3 Dwivedi S. Terminalia arjuna Wright & Arn. – a useful drug for cardiovascular disorders.  J Ethnopharmacol. 2007;  114 114-129
  • 4 Chattopadhyay R R, Bhattacharyya S K. Terminalia chebula: an update.  Pharmacogn Rev. 2007;  1 151-156
  • 5 Bhattacharya S, Kamat J P, Bandyopadhyay S K, Chattopadhyay S. Comparative inhibitory properties of some Indian medicinal plant extracts against photosensitization-induced lipid damage.  Food Chem. 2009;  113 975-979
  • 6 Saxena M, Faridi U, Mishra R, Gupta M M, Darokar M P, Srivastava S K, Singh D, Luqman S, Khanuja S P S. Cytotoxic agents from Terminalia arjuna.  Planta Med. 2007;  73 1486-1490
  • 7 Prasad M V V, Anbalagan N, Patra A, Veluchamy G, Balakrishna K. Antiallergic and anti-asthmatic activities of the alcoholic extract of Terminalia arjuna and arjunolic acid.  Nat Prod Sci. 2004;  10 240-243
  • 8 Singh D V, Gupta M M, Tripathi A K, Prajapati V, Kumar S. Arjunetin from Terminalia arjuna as an insect feeding-deterrent and growth inhibitor.  Phytother Res. 2004;  18 131-134
  • 9 Ali A, Kaur G, Hamid H, Abdullah T, Ali M, Niwa M, Alam M S. Terminoside A, a new triterpene glycoside from the bark of Terminalia arjuna inhibits nitric oxide production in murine macrophages.  J Asian Nat Prod Res. 2003;  5 137-142
  • 10 Tripathi V K, Pandey V B, Udupa K N, Rücker G. Arjunolitin, a triterpene glycoside from Terminalia arjuna.  Phytochemsitry. 1992;  31 349-351
  • 11 Honda T, Murae T, Tsuyuki T, Takahashi T, Sawai M. Arjungenin, arjunglucoside I and arjunglucoside II. A new triterpene and new triterpene glucosides from Terminalia arjuna.  Bull Chem Soc Jpn. 1976;  49 3213-3218
  • 12 Tsuyuki T, Hamada Y, Honda T, Takahashi T, Matsushita K. A new triterpene glucoside from Terminalia arjuna. Arjunglucoside III.  Bull Chem Soc Jpn. 1979;  52 3127-3128
  • 13 Row L R, Murty P S, Rao G S R S, Sastry C S P, Rao K V J. Chemical examination of Terminalia species. XIII. Isolation and structure determination of arjunetin and Terminalia arjuna.  Indian J Chem. 1970;  8 772-775
  • 14 Bombardelli E, Bonati A, Gabetta B, Mustich G. Plants of Mozambique. VII. Triterpenoids of Terminalia sericea.  Phytochemistry. 1974;  13 2559-2562
  • 15 Nandy A K, Podder G, Sahu N P, Mahato S B. Triterpenoids and their glycosides from Terminalia bellerica.  Phytochemistry. 1989;  28 2769-2772
  • 16 Row L R, Murty P S, Rao G S R S, Sastry C S P, Rao K V J. Chemical examination of Terminalia species. XII. Isolation and structure determination of arjunic acid, a new trihydroxytriterpene carboxylic acid from Terminalia arjuna bark.  Indian J Chem. 1970;  8 716-721
  • 17 Honda T, Murae T, Tsuyuki T, Takahashi T. The structure of arjungenin. A new sapogenin from Terminalia arjuna.  Chem Pharm Bull. 1976;  24 178-180
  • 18 King F E, King T J, Ross J M. The chemistry of extractives from hardwoods. XVIII. The constitution of arjunolic acid, a triterpene from Terminalia arjuna.  J Chem Soc. 1954;  3995-4003
  • 19 Guo Q M, Yang X W. A new ellagic acid derivative from the fruits of Eucalyptus globulus Labill.  Pharmazie. 2005;  60 708-710
  • 20 King F E, King T J. The chemistry of extractives from hardwoods. Part XXVII. The structure of terminolic acid.  J Chem Soc. 1956;  4469-4477
  • 21 Kundu A P, Mahato S B. Triterpenoids and their glycosides from Terminalia chebula.  Phytochemistry. 1993;  32 999-1002
  • 22 Leo M D, Tommasi N D, Sanogo R, D'Angelo V, Germanò M P, Bisignano G, Braca A. Triterpenoid saponins from Pteleopsis suberosa stem bark.  Phytochemistry. 2006;  67 2623-2629
  • 23 Wang W, Li X C, Ali Z, Khan I A. Two new C13 nor-isoprenoids from the leaves of Casearia sylvestris.  Chem Pharm Bull. 2009;  57 636-638
  • 24 Samoylenko V, Ashfaq M K, Jacob M R, Tekwani B L, Khan S I, Manly S P, Joshi V C, Walker L A, Muhammad I. Indolizidine, antiinfective and antiparasitic compounds from Prosopis glandulosa var. glandulosa.  J Nat Prod. 2009;  72 92-98

Prof. Dr. Ikhlas A. Khan

Research Institute of Pharmaceutical Sciences
National Center for Natural Products Research
University of Mississippi

University, MS 38677

USA

Phone: + 1 66 29 15 78 21

Fax: + 1 66 29 15 79 89

Email: ikhan@olemiss.edu

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