15-Lipoxygenase Inhibitory Effects of Prenylated Flavonoids from Erythrina senegalensis

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
• 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
• 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
• 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
• 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
• 6 Wandji J, Awanchiri S S, Fomum Z T, Tillequin F, Michel-Daniwicz S. Prenylated isoflavonoids from Erythrina senegalensis.  Phytochemistry. 1995;  38 1309-1313
• 7 Wandji J, Fomum Z T, Tillequin F, Baudouin G, Koch M. Epoxyisoflavones from Erythrina senegalensis.  Phytochemistry. 1994;  35 1573-1577
• 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
• 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
• 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
• 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
• 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
• 13 Nkengfack A E, Vardamides J C, Fomum Z T, Meyer M. Prenylated isoflavanone from Erythrina eriotricha.  Phytochemistry. 1995;  40 1803-1808
• 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
• 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
• 16 Bowen I H, Patel Y N. Acridone alkaloids and other constituents of the leaves of Atalantia ceylanica.  Planta Med. 1987;  53 73-75
• 17 Saraswathy A, Balakrishna R, Rao R B, Allirani T, Patra A, Pichai R. Carpachromene from Atalantia monophylla.  Fitoterapia. 1998;  69 463-464
• 18 Wangensteen H, Samuelsen A B, Malterud K E. Antioxidant activity in extracts from coriander.  Food Chem. 2004;  88 293-297
• 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