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Cat. No. Name Size Price Add Cart
KI3220SclareolQuoteQuote

Chemical Characteristic

Product NameSclareol
CAS No.515-03-7
Molecular Weight 308.5
FormulaC20H36O2
Chemical Name1-Naphthalenepropanol, ?-ethenyldecahydro-2-hydroxy-?,2,5,5,8a-pentamethyl-, (?R,1R,2R,4aS,8aS)-
Smiles[C@@H]1([C@@](CCC2C(CCC[C@]12C)(C)C)(O)C)CCC(C=C)(C)O
Chemical Structure

Biological activities

Sclareol is a labdane-type diterpene first isolated from the plant Salvia sclarea.[1] Sclareol is used as a fragrance in cosmetics, flavoring additive in food and beverage industry, and folk medicine. Sclareol also has anticancer and anti- inflammatory activities. Firstly, sclareol possesses a modest anticancer activity in a human colon cancer xenograft/mouse model by doubling time of tumors from 200 to 400 mm3[2]. In vitro, sclareol induces perturbations in the cell cycle and has a GI50 of 34 µM for HCT116 cells after 48 hours treatment. Sclareol arrests HCT116 cells at the G1-phase of the cell cycle, whereas kills cells in other phases of the cell cycle by inducing apoptosis. Moreover, 100 µM of sclareol causes DNA breaks as early as 4 hours in HCT116 and chromatin DNA breaks continue to accumulate as the cells continue to be exposed to sclareol. In vivo, sclareol produces highly aggressive undifferentiated carcinoma with extensive foci of necrosis of the mice tumor cells after 30 days post-inoculation.[3] Secondly, sclareol exhibits anti-inflammatory activity in both lipopolysaccharide-stimulated macrophages and the ?-carrageenan-induced paw edema model. Sclareol inhibits cell growth, nitric oxide (NO) production, and the expression of the inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) proteins in LPS-stimulated macrophages. Sclareol also reduces paw edema, the tissue content of NO, tumor necrosis factor-alpha (TNF-α), malondialdehyde (MDA), iNOS and COX-2 protein expressions.[4]

Protocols

In vitro, sclareol is dissolved in DMSO.[5]

References

[1]. Ulubelen A, et al. Terpenoids from Salvia sclarea. Phytochemistry. 1994, 36(4): 971-974.
[2] Hatziantoniou S, et al. Cytotoxic and antitumor activity of liposome-incorporated sclareol against cancer cell lines and human colon cancer xenografts. Pharmacol Res. 2006, 53(1): 80-87.
[3] Dimas K, et al. Sclareol induces apoptosis in human HCT116 colon cancer cells in vitro and suppression of HCT116 tumor growth in immunodeficient mice. Apoptosis. 2007, 12(4): 685-694.
[4] Huang GJ, et al. Sclareol exhibits anti-inflammatory activity in both lipopolysaccharide-stimulated macrophages and the ?-carrageenan-induced Paw Edema model. J Nat Prod. 2012, 75(1): 54-59.
[5]. Dimas K, et al. Modeling the Solubility of Sclareol in Organic Solvents using Solubility Parameters. Leuk Res. 1999, 23(3): 217-234.

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