Download PDF
Planta Med 2009; 75(10): 1168-1170
DOI: 10.1055/s-0029-1185449
Natural Product Chemistry
Letter
© Georg Thieme Verlag KG Stuttgart · New York

15-Lipoxygenase Inhibitory Effects of Prenylated Flavonoids from Erythrina senegalensis

Adiaratou Togola1 , 2 , Berte Hedding1 , Anette Theis1 , Helle Wangensteen1 , Frode Rise3 , Berit Smestad Paulsen1 , Drissa Diallo2 , Karl Egil Malterud1
  • 1Section of Pharmacognosy, Department of Pharmaceutical Chemistry, School of Pharmacy, University of Oslo, Oslo, Norway
  • 2Département de Médecine Traditionnelle, Institut National de Recherche en Santé Publique, Bamako, Mali
  • 3Department of Chemistry, University of Oslo, Oslo, Norway
Further Information

Publication History

received December 17, 2008 revised January 28, 2009

accepted February 3, 2009

Publication Date:
13 March 2009 (online)

Also available at
    Permissions and Reprints

Abstract

One new pterocarpan (named erybraedin F) along with seven known prenylated flavonoids were isolated from the stem and root bark of the medicinal plant Erythrina senegalensis. The structures were elucidated by 1D and 2D NMR and MS. The pterocarpans were found to be strong inhibitors of 15-lipoxygenase.

Key words

Erythrina senegalensis (Fabaceae) - pterocarpans - flavonoid - DPPH - 15‐lipoxygenase

References

  • 1 Burkill H M. The useful plants of West tropical Africa. Kew; Royal Botanic Gardens 1995
    Google Scholar
  • 2 Togola A, Diallo D, Dembele S, Barsett H, Paulsen B S. Ethnopharmacological survey of different uses of seven medicinal plants from Mali, (West Africa) in the regions Doila, Kolokani and Siby.  J Ethnobiol Ethnomed. 2005;  1 7-15
    CrossrefPubMedGoogle Scholar
  • 3 Saidu K, Onah J, Orisadipe A, Olusola A, Wambebe C, Gamaniel K. Antiplasmodial, analgesic, and anti-inflammatory activities of the aqueous extract of the stem bark of Erythrina senegalensis.  J Ethnopharmacol. 2000;  71 275-280
    CrossrefPubMedGoogle Scholar
  • 4 Oh W K, Lee H S, Ahn S C, Ahn J S, Mbafor J T, Wandji J, Fomum Z T, Chang H K, Kim Y H. Prenylated isoflavonoids from Erythrina senegalensis.  Phytochemistry. 1999;  51 1147-1150
    CrossrefPubMedGoogle Scholar
  • 5 Wandji J, Awanchiri S S, Fomum Z T, Tillequin F, Libot F. Isoflavones and alkaloids from the stem bark and seeds of Erythrina senegalensis.  Phytochemistry. 1995;  39 677-681
    CrossrefPubMedGoogle Scholar
  • 6 Wandji J, Awanchiri S S, Fomum Z T, Tillequin F, Michel-Daniwicz S. Prenylated isoflavonoids from Erythrina senegalensis.  Phytochemistry. 1995;  38 1309-1313
    CrossrefPubMedGoogle Scholar
  • 7 Wandji J, Fomum Z T, Tillequin F, Baudouin G, Koch M. Epoxyisoflavones from Erythrina senegalensis.  Phytochemistry. 1994;  35 1573-1577
    CrossrefPubMedGoogle Scholar
  • 8 Wandji J, Fomum Z T, Tillequin F, Skaltsounis A L, Koch M. Erysenegalenseins H and I: two new isoflavones from Erythrina senegalensis.  Planta Med. 1994;  60 178-180
    Article in Thieme ConnectPubMedGoogle Scholar
  • 9 Tanaka H, Hirata M, Etoh H, Sako M, Sato M, Murata J, Murata H, Darnaedi D, Fukai T. Four new isoflavonoids and a new 2-arylbenzofuran from the roots of Erythrina variegata.  Heterocycles. 2003;  60 2767-2773
    CrossrefPubMedGoogle Scholar
  • 10 Kitagawa I, Chen W Z, Hori K, Harada E, Yasuda N, Yoshikawa M, Ren J. Chemical studies of Chinese licorice-roots. I. Elucidation of five new flavonoid constituents from the roots of Glycyrrhiza glabra L. collected in Xinjiang.  Chem Pharm Bull. 1994;  42 1056-1062
    PubMedGoogle Scholar
  • 11 Kiss L, Kurtan T, Antus S, Benyei A. Chiroptical properties and synthesis of enantiopure cis and trans pterocarpan skeleton.  Chirality. 2003;  15 558-563
    CrossrefPubMedGoogle Scholar
  • 12 Mitscher L A, Okwute S K, Gollapudi S R, Drake S, Avona E. Antimicrobial pterocarpans of Nigerian Erythrina mildbraedii.  Phytochemistry. 1988;  27 3449-3452
    CrossrefPubMedGoogle Scholar
  • 13 Nkengfack A E, Vardamides J C, Fomum Z T, Meyer M. Prenylated isoflavanone from Erythrina eriotricha.  Phytochemistry. 1995;  40 1803-1808
    CrossrefPubMedGoogle Scholar
  • 14 Mitscher L A, Okwute S K, Gollapudi S R, Keshavarzshokri A. Antimicrobial agents from higher plants. The isolation and structural characterization of 2 additional pterocarpan antimicrobial agents from Nigerian Erythrina mildbraedii.  Heterocycles. 1988;  27 2517-2522
    CrossrefPubMedGoogle Scholar
  • 15 Bailey J A, Burden R S, Mynett A, Brown C. Metabolism of phaseollin by Septoria nodorum and other non-pathogens of Phaseolus vulgaris.  Phytochemistry. 1977;  16 1541-1544
    CrossrefPubMedGoogle Scholar
  • 16 Bowen I H, Patel Y N. Acridone alkaloids and other constituents of the leaves of Atalantia ceylanica.  Planta Med. 1987;  53 73-75
    Article in Thieme ConnectPubMedGoogle Scholar
  • 17 Saraswathy A, Balakrishna R, Rao R B, Allirani T, Patra A, Pichai R. Carpachromene from Atalantia monophylla.  Fitoterapia. 1998;  69 463-464
    PubMedGoogle Scholar
  • 18 Wangensteen H, Samuelsen A B, Malterud K E. Antioxidant activity in extracts from coriander.  Food Chem. 2004;  88 293-297
    CrossrefPubMedGoogle Scholar
  • 19 Wangensteen H, Alamgir M, Rajia S, Meza T J, Samuelsen A B, Malterud K E. Cytotoxicity and brine shrimp lethality of rotenoids and extracts from Sarcolobus globosus.  Nat Prod Commun. 2007;  2 841-844
    PubMedGoogle Scholar

Karl Egil Malterud

Department of Pharmaceutical Chemistry
Division of Pharmacognosy
School of Pharmacy
University of Oslo

P. O. Box 1068

0316 Oslo

Norway

Phone: + 47 22 85 65 63

Email: k.e.malterud@farmasi.uio.no