A New Anti-Inflammatory Glucoside from Ficus racemosa L.

Abstract

Bioassay-guided fractionation of the ethanol extract of Ficus racemosa resulted in the identification of a new compound (rel)-4,6-dihydroxy-5-[3-methyl-(E)-propenoic acid-3-yl]-7-β-glucopyranosyl-{2α,3β-dihydrobenzofuran}-(3,2:b)-[4α,5β-dihydroxy-6α-hydroxymethyltetrahydropyran] (racemosic acid). Racemosic acid showed potent inhibitory activity against COX-1 and 5-LOX in vitro with IC₅₀ values of 90 and 18 μM, respectively. Racemosic acid also demonstrated a strong antioxidant activity to scavenge ABTS free radical cations with an IC₅₀ value of 19 μM. In addition, cytotoxic effects of the extracts of F. racemosa were investigated in vitro using the ATP-based luminescence assay and results showed no cytotoxicity on the cell lines skin fibroblasts (1BR3), human Caucasian hepatocyte carcinoma (Hep G2) and human Caucasian promyelocytic leukaemia (HL-60). Bergenin was also isolated from the same active fraction.

Key words

Ficus racemosa - Moraceae - cyclooxygenase-1 (COX-1) - cyclooxygenase-2 (COX-2) - 5-lipoxygenase (5-LOX) - phospholipase A₂ (PA₂) - NMR - Cytotoxicity - antioxidant

References

• 1 Wrigley J W, Fagg M. Australian Native Plants: Propagation, Cultivation and Use in Landscaping. Reed Book Victoria; 1997: p 545
• 2 Mandal S C, Maity T K, Das J, Pal M, Saba B P. Hepatoprotective activity of Ficus racemosa leaf extract on liver damage caused by carbon tetrachloride in rats.  Phytother Res. 1999;  13 430-2
• 3 Corner E JH. Wayside Trees of Malaya. 4th edition The Malayan Nature Society Kuala Lumpur; 19XX
• 4 Blake N M. Iwaidja ethnobotany: Aboriginal plant knowledge from Gurig National Park northern Australia. NT Botanical Bulletin No. 23 Parks & Wildlife Commission of the Northern Territory 1998
• 5 Raymond E. et al .Wardaman ethnobiology: Aboriginal knowledge from the Flora River and south-west Katherine region, northern Australia. NT Botanical Bulletin No. 25 Parks & Wildlife Commission of the Northern Territory 1999
• 6 Scarlett N, White N, Reid J. Bush medicine: The Pharmacopoeia of the Yolngu of Arnhem Land. In: J. Reid, editor Body, Land and Spirit. Health and Healing in Aboriginal Society. University of Queensland Press St Lucia; 1982
• 7 Mandal S C, Saba B P, Pal M. Studies on antibacterial activity of Ficus racemosa Linn. leaf extract.  J Ethnopharmacol. 2000;  14 278-80
• 8 Webb L J. Guide to medicinal and poisonous plants of Queensland. CSIRO Bulletin, Government Printer Melbourne; 1948: 232
• 9 Lassak E V, McCarthy T. Australian Medicinal Plants. Reed Book Victoria; 1997: 188
• 10 Mukherijee P K, Saha K, Murugesan T, Mandal S C, Pal M, Saha B P. Screening of anti-diarrhoeal profile of some plant extracts of a specific region of West Bengal, India.  J Ethnopharmacol. 1998;  60 85-9
• 11 Mandal S C, Maity T K, Das J, Saba B P, Pal M. Anti-inflammatory evaluation of Ficus racemosa Linn. leaf extract.  J Ethnopharmacol. 2000;  72 87-92
• 12 Rogers K L, Grice I D, Griffiths L R. Inhibition of platelet aggregation and 5-HT release by extracts of Australian plants used traditionally as headache treatments.  Eur J Pharm Sci. 2000;  9 355-63
• 13 Taneyama M, Yoshida S, Kobayashi M, Hasegawa M. Isolation of norbergenin from Saxifraga stolonifera .  Phytochemistry. 1983;  22 1053-4
• 14 Li R W, Myers S P, Leach D N, Lin G D, Leach G. A cross-cultural study: anti-inflammatory activity of Australian and Chinese plants.  J Ethnopharmacol. 2003;  85 25-32
• 15 Li R W, Leach D N, Myers S P, Leach G J, Lin G D, Brushett D J, Waterman P G. Anti-inflammatory activity, cytotoxicity and active compounds of Tinospora smilacina Benth.  Phytother Res. 2004;  18 78-83