Curcuma mangga extract and its compounds were investigated for their anti-inflammatory mechanisms against nitric oxide (NO) and prostaglandin E2 (PGE2) release using RAW 264.7 cells. From bioassay-guided fractionation, demethoxycurcumin (1) was isolated from the chloroform fraction, whereas 15,16 bisnorlabda-8(17), 11-dien-13-one (2) and (E)-15,15-diethoxylabda-8(17),12-dien-16-al (3) were from the n-hexane fraction. Bisdemethoxycurcumin (4), the structure of which is similar to that of 1, was also tested. Of the tested compounds, 3 exhibited the highest activity against NO release with an IC50 value of 9.4 μM, followed by 1 (IC50 = 12.1 μM), 4 (IC50 = 16.9 μM) and 2 (IC50 = 30.3 μM). For the effect on PGE2 release, 1 possessed the highest activity (IC50 = 4.5 μM, followed by 4 (IC50 = 5.6 μM), 3 (IC50 = 35.3 μM) and 2 (IC50 = 42.5 μM). The mechanism at transcriptional level revealed that 1, 3 and 4 down-regulated the mRNA expressions of iNOS and COX-2 in a dose-dependent manner, whereas 2 had an effect only on iNOS mRNA. These results indicate that C. mangga and its compounds do exert anti-inflammatory activity. Moreover, this is the first report of the isolation of 3 from C. mangga rhizomes.
JungKH, HaE, KimMJ, WonHJ, ZhengLT, KimHKG, HongHJ, ChungJH, YimSV. (2007) Suppressive effects of nitric oxide (NO) production and inducible nitric oxide synthase (iNOS) expression by Citrus reticulata extract in RAW 264.7 macrophage cells. Food and Chemical Toxicology, 45, 1545–1550.
2.
LantzRC, ChenGJ, SolyomAM, JoladSD, TimmermannBN. (2005) The effect of turmeric extracts on inflammatory mediator production. Phytomedicine, 12, 445–452.
3.
Cruz-VegaDE, AguilarA, Vargas-VillarrealJ, Verde-StarMJ, González-GarzaMT. (2002) Leaf extracts of Carlowrightia cordifolia induce macrophages on nitric oxide production. Life Science, 70, 1279–1284.
4.
AbasF, LajisNH, ShaariK, IsrafDA, StanslasJ, YusufUK, RaoftSM. (2005) A labdane diterpene glucoside from the rhizomes of Curcuma mangga. Journal of Natural Products, 68, 1090–1093.
5.
TewtrakulS, SubhadhirasakulS. (2007) Anti-allergic activity of some selected plants in the Zingiberaceae family. Journal of Ethnopharmacology, 109, 535–538.
6.
RuangsangP, TewtrakulS, ReanmongkolW. (2010) Evaluation of the analgesic and anti-inflammatory activities of Curcuma mangga Val and Zijp rhizomes. Journal of Natural Medicines, 64, 36–41.
7.
ItokawaH, MoritaM, MihashiS. (1980) Labdane and bisnorlabdane type diterpenes from Alpinia speciosa K. Schum. Chemical and Pharmaceutical Bulletin, 28, 3452–3454.
8.
WeyerstahlP, SchwiegerR, SchwopeI, HashemMA. (1995) Synthesis of some naturally occurring drimane and dinorlabdane derivatives. Liebigs Annalen, 7, 1389–1392.
9.
Duker-EshunG, JaroszewskiJW, AsomaningWA, Oppong-BoachieF, OlsenCE, ChristensenSB. (2002) Anti-plasmodial activity of labdanes from Aframomum latiflorium and Aframomum sceptrum. Planta Medica, 68, 642–644.
10.
KaewkroekK, WattanapiromsakulC, TewtrakulS. (2009) Nitric oxide inhibitory substances from Curcuma mangga rhizomes. Songklanakarin Journal of Sciences and Technology, 31, 293–297.
11.
WangD, HuangW, ShiQ, HongC, ChengY, MaZ, QuH. (2008) Isolation and cytotoxic activity of compounds from the root tuber of Curcuma wengyujin. Natural Product Communications, 3, 861–864.
12.
KimJA, SonJK, ChangHW, JahngY, KimY, NaMK, LeeSH. (2008) Inhibition of mushroom tyrosinase and melanogenesis B16 mouse melanoma cells by compounds isolated from Curcuma longa. Natural Product Communications, 3, 1655–1658.
13.
AliBH, MarrifH, NoureldayemSA, BakheitAO, BlundenG. (2006) Some biological properties of curcumin: a review. Natural Product Communications, 1, 501–521.
14.
TewtrakulS, SubhadhirasakulS. (2008) Effects of compounds from Kaempferia parviflora on nitric oxide, prostaglandin E2 and tumor necrosis factor-alpha productions in RAW264.7 macrophage cells. Journal of Ethnopharmacology, 120, 81–84.
15.
Sae-wongC, TansakulP, TewtrakulS. (2009) Anti-inflammatory mechanism of Kaempferia parviflora in murine macrophage cells (RAW264.7) and in experimental animals. Journal of Ethnopharmacology, 124, 576–580.
