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Chemical Compound Review:

Cuteazul 1,4-dimethyl-7-propan-2-yl- azulene

Synonyms: Eucazulen, Purazulen, Silazulon, Uroazulen, Azulol, ...

Ogata, J. et al., Gao, M. et al., Kourounakis, A.P. et al., Choi, E.Y. et al., Jin, J. et al., et al.

Guella, Skropeta, Mancini, Pietra,

Welcome! If you are familiar with the subject of this article, you can contribute to this open access knowledge base by deleting incorrect information, restructuring or completely rewriting any text. Read more.

Disease relevance of Gurjunazulen

Purpose: DDB (dimethyl-4,4'-dimethoxy-5,6,5'6'-dimethylene dioxybiphenyl-2,2'-dicarboxylate) is a synthetic hepatoprotectant which has been widely used to treat chronic viral hepatitis B patients in China for more than 20 years [1].
Allergic contact cheilitis to guaiazulene [2].
Ursodeoxycholic acid: a promising hepatoprotectant in cholestatic liver diseases [3].
Biphenyl dimethyl dicarboxylate (DDB) is a hepatoprotectant, which is used as an adjuvant agent in a treatment for chronic hepatitis [4].

High impact information on Gurjunazulen

Calenzanane sesquiterpenes from the red seaweed Laurencia microcladia from the Bay of Calenzana, Elba Island: acid-catalyzed stereospecific conversion of calenzanol into indene- and guaiazulene-type sesquiterpenes [5].
Suppression of rat hepatic cytochrome P450 2E1 expression by isopropyl 2-(1,3-dithioetane-2-ylidene)-2-[N-(4-methyl-thiazol-2-yl)carbamoyl] acetate (YH439), an experimental hepatoprotectant: protective role against hepatic injury [6].
In this study, we investigated whether preoperative gargling with sodium 1,4-dimethyl-7-isopropylazulene-3-sulfonate monohydrate (sodium azulene sulfonate, Azunol) reduces POST after endotracheal intubation [7].
It was found that guaiazulene can inhibit lipid peroxidation very significantly, having an IC50 value of 9.8 microM [8].
Diphenyl dimethyl bicarboxylate (DDB) is a hepatoprotectant and used in the treatment of chronic viral hepatitis patients in China. The aim of the present paper was to investigate the effect of DDB on liver injury mediated by immune response in concanavalin A (Con A)-treated mice [9].

Biological context of Gurjunazulen

Effect of guaiazulene on some cytochrome P450 activities. Implication in the metabolic activation and hepatotoxicity of paracetamol [10].

Gene context of Gurjunazulen

Synthesis and antioxidant activity of 3-substituted guaiazulene derivatives [11].
It is found that guaiazulene inhibited considerably CYP1A2 and CYP2B1 and had a weak effect on CYP1A1 in rat hepatic microsomal fractions [10].

Analytical, diagnostic and therapeutic context of Gurjunazulen

Determination of the ophthalmic drug guaiazulene by high-performance liquid chromatography [12].
The incidence of POST and verbal analog pain scale scores in the Azunol group decreased significantly compared with the control group [7].
Forty patients scheduled for elective surgery under general anesthesia were randomized into Azunol and control groups [7].

References

The anti-hepatitis drug DDB chemosensitizes multidrug resistant cancer cells in vitro and in vivo by inhibiting P-gp and enhancing apoptosis. Jin, J., Sun, H., Wei, H., Liu, G. Investigational new drugs (2007) [Pubmed]
Allergic contact cheilitis to guaiazulene. Angelini, G., Vena, G.A. Contact Derm. (1984) [Pubmed]
Ursodeoxycholic acid: a promising hepatoprotectant in cholestatic liver diseases. Das, K., Chawla, Y.K. Tropical gastroenterology : official journal of the Digestive Diseases Foundation. (1994) [Pubmed]
Interferon signal transduction of biphenyl dimethyl dicarboxylate/amantadine and anti-HBV activity in HepG2 2.2.15. Joo, S.S., Won, T.J., Kim, M.J., Hwang, K.W., Lee, d.o. .I. Arch. Pharm. Res. (2006) [Pubmed]
Calenzanane sesquiterpenes from the red seaweed Laurencia microcladia from the Bay of Calenzana, Elba Island: acid-catalyzed stereospecific conversion of calenzanol into indene- and guaiazulene-type sesquiterpenes. Guella, G., Skropeta, D., Mancini, I., Pietra, F. Chemistry (Weinheim an der Bergstrasse, Germany) (2003) [Pubmed]
Suppression of rat hepatic cytochrome P450 2E1 expression by isopropyl 2-(1,3-dithioetane-2-ylidene)-2-[N-(4-methyl-thiazol-2-yl)carbamoyl] acetate (YH439), an experimental hepatoprotectant: protective role against hepatic injury. Choi, E.Y., Kim, S.G., Lee, J.W., Yoo, J.K., Shin, J.K., Kim, N.D. Biochem. Pharmacol. (1996) [Pubmed]
Gargling with sodium azulene sulfonate reduces the postoperative sore throat after intubation of the trachea. Ogata, J., Minami, K., Horishita, T., Shiraishi, M., Okamoto, T., Terada, T., Sata, T. Anesth. Analg. (2005) [Pubmed]
Antioxidant activity of guaiazulene and protection against paracetamol hepatotoxicity in rats. Kourounakis, A.P., Rekka, E.A., Kourounakis, P.N. J. Pharm. Pharmacol. (1997) [Pubmed]
Effect of diphenyl dimethyl bicarboxylate on concanavalin A-induced liver injury in mice. Gao, M., Zhang, J., Liu, G. Liver Int. (2005) [Pubmed]
Effect of guaiazulene on some cytochrome P450 activities. Implication in the metabolic activation and hepatotoxicity of paracetamol. Kourounakis, A.P., Rekka, E.A., Kourounakis, P.N. Arch. Pharm. (Weinheim) (1997) [Pubmed]
Synthesis and antioxidant activity of 3-substituted guaiazulene derivatives. Pratsinis, H., Haroutounian, S.A. Natural product letters. (2002) [Pubmed]
Determination of the ophthalmic drug guaiazulene by high-performance liquid chromatography. Vidal-Ollivier, E., Schwadrohn, G., Elias, R., Balansard, G., Babadjamian, A. J. Chromatogr. (1989) [Pubmed]

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