A new anti-inflammatory glucoside from ficus racemosa L.

Rachel W. Li; David N. Leach; Stephen P. Myers; Guiliu D. Lin; Gregory J. Leach; Peter C. Waterman

doi:10.1055/s-2004-818969

A new anti-inflammatory glucoside from ficus racemosa L.

Rachel W. Li^*, David N. Leach, Stephen P. Myers, Guiliu D. Lin, Gregory J. Leach, Peter C. Waterman

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

90 Citations (Scopus)

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 IC ₅₀ 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.

Original language	English
Pages (from-to)	421-426
Number of pages	6
Journal	Planta Medica
Volume	70
Issue number	5
DOIs	https://doi.org/10.1055/s-2004-818969
Publication status	Published - May 2004
Externally published	Yes

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@article{6755954e489a4f55b635a9606065489b,

title = "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 IC 50 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.",

keywords = "5-lipoxygenase (5-LOX), Antioxidant, Cyclooxygenase-1 (COX-1), Cyclooxygenase-2 (COX-2), Cytotoxicity, Ficus racemosa, Moraceae, NMR, Phospholipase A (PA)",

author = "Li, {Rachel W.} and Leach, {David N.} and Myers, {Stephen P.} and Lin, {Guiliu D.} and Leach, {Gregory J.} and Waterman, {Peter C.}",

year = "2004",

month = may,

doi = "10.1055/s-2004-818969",

language = "English",

volume = "70",

pages = "421--426",

journal = "Planta Medica",

issn = "0032-0943",

publisher = "Georg Thieme Verlag",

number = "5",

}

TY - JOUR

T1 - A new anti-inflammatory glucoside from ficus racemosa L.

AU - Li, Rachel W.

AU - Leach, David N.

AU - Myers, Stephen P.

AU - Lin, Guiliu D.

AU - Leach, Gregory J.

AU - Waterman, Peter C.

PY - 2004/5

Y1 - 2004/5

N2 - 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 IC 50 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.

AB - 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 IC 50 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.

KW - 5-lipoxygenase (5-LOX)

KW - Antioxidant

KW - Cyclooxygenase-1 (COX-1)

KW - Cyclooxygenase-2 (COX-2)

KW - Cytotoxicity

KW - Ficus racemosa

KW - Moraceae

KW - NMR

KW - Phospholipase A (PA)

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U2 - 10.1055/s-2004-818969

DO - 10.1055/s-2004-818969

M3 - Article

SN - 0032-0943

VL - 70

SP - 421

EP - 426

JO - Planta Medica

JF - Planta Medica

IS - 5

ER -

A new anti-inflammatory glucoside from ficus racemosa L.

Abstract

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