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Xanthorrhizol

Catalog No.GC18519

Xanthorrhizol is a sesquiterpenoid isolated from the rhizome of C.

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Xanthorrhizol Chemical Structure

Cas No.: 30199-26-9

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Sample solution is provided at 25 µL, 10mM.

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Background

Xanthorrhizol, isolated from Curcuma xanthorrhiza Roxb, is a potential antibacterial agent.

Xanthorrhizol is a potential antibacterial agent from Curcuma xanthorrhiza against streptocpccus mutants[1]. SEM analysis shows that, treatment of Candida species with MIC of Xanthorrhizol affects the external morphology of these yeasts. Cells incubated in the presence of Xanthorrhizol demonstrate a greater tendency to clump compared with the control cultures. Xanthorrhizol treated C. glabrata cells shows minor abnormalities without a smooth or a slightly awkward surface. Xanthorrhizol-treated Candida cells exhibit deformation and protrusions on the cell surface, which is more clearly demonstrated with C. guilliermondii and C. parapsilosis. In general, Candida exposed to, Xanthorrhizol at concentrations 1 x MICs exhibits substantial ultrastructural abnormalities such as shape deformation, protrusion, rugged cells surface, and clumping[2].

Ear edema induced by the topical application of TPA is suppressed by pre-treatment with Xanthorrhizol in a doserelated manner (P<0.005). Topical application of Xanthorrhizol alone does not induce ear edema in mice. All the mice treated with 7.5 nM TPA for 19 weeks after initiation by DMBA developed an average of 15.5±2.3 skin tumors per mouse (tumor multiplicity). Pre-treatment with 2 and 6 μM Xanthorrhizol reduces tumor multiplicity to 6.9±1.1 (P<0.005) and 4.0±1.1 (P<0.005), respectively, at 19 weeks. In addition, Xanthorrhizol at 2 and 6 μM dose dependently lowers the percentage of tumor-bearing mice (tumor incidence) to 80 and 57%, respectively, at the termination of the experiments. Furthermore, the tumor multiplicity (P<0.05) and incidence are reduced in the DMBA-initiated mice that are topically treated with Xanthorrhizol for 6 weeks after the induction of papillomas with hyperplasia, mild dysplasia and moderate dysplasia by topical TPA application for 6, 18 and 24 weeks, respectively. The increased ODC expression in mouse epidermis with acute inflammation and tumor promotion induced by TPA is inhibited by pre-treatment with Xanthorrhizol in a dose-dependent manner. The topical application of Xanthorrhizol after the induction of papillomas with hyperplasia and dysplasia also potently inhibited ODC expression[3].

References:
[1]. Hwang JK, et al. izol: a potential antibacterial agent from Curcuma xanthorrhiza against Streptococcus mutans. Planta Med. 2000 Mar;66(2):196-7.
[2]. YAYA RUKAYADI, et al. The Effects of Xanthorrhizol on the Morphology of Candida Cells. Microbiology Indonesia, 2007,1(2):98-100.
[3]. Won Yoon Chung, et al. Xanthorrhizol inhibits 12-O-tetradecanoylphorbol-13-acetate-induced acute inflammation and two-stage mouse skin carcinogenesis by blocking the expression of ornithine decarboxylase, cyclooxygenase-2 and inducible nitric oxide synthase through mitogen-activated protein kinases and/or the nuclear factor-kB. Carcinogenesis vol.28 no.6 pp.1224–1231, 2007.

Chemical Properties

Cas No. 30199-26-9 SDF
Chemical Name 5-[(1R)-1,5-dimethyl-4-hexen-1-yl]-2-methyl-phenol
Canonical SMILES OC1=C(C)C=CC([C@H](C)CC/C=C(C)/C)=C1
Formula C15H22O M.Wt 218.3
Solubility DMSO: Soluble,Ethanol: Soluble,Water: Slightly Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table

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1 mg 5 mg 10 mg
1 mM 4.5809 mL 22.9043 mL 45.8085 mL
5 mM 0.9162 mL 4.5809 mL 9.1617 mL
10 mM 0.4581 mL 2.2904 mL 4.5809 mL
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