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Chemical Compound Review:

SureCN43300 4-prop-2-enylbenzene-1,2-diol

Synonyms: CHEMBL111134, Bio-0330, CCRIS 1524, AG-K-90230, AC1L2ETY, ...

Ramji, N. et al., Lee-Chen, S.F. et al., Azuine, M.A. et al., Nagabhushan, M. et al., Chang, M.C. et al., et al.

Ramji, Ramji, Iyer, Chandrasekaran,

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Disease relevance of CCRIS 1524

Reactive oxygen species are crucial for hydroxychavicol toxicity toward KB epithelial cells [1].
(Piperaceae) leaves which are traditionally used in India and China in the prevention of oral malodor was examined by bioassay-guided fractionation to yield allylpyrocatechol (APC) as the major active principle which showed promising activity against obligate oral anaerobes responsible for halitosis [2].

Psychiatry related information on CCRIS 1524

The mean latency period and survivors in BLE, beta-carotene, alpha-tocopherol and hydroxychavicol treated groups were remarkably high as compared to DMBA alone treated group [3].

High impact information on CCRIS 1524

Inducing the cell cycle arrest and apoptosis of oral KB carcinoma cells by hydroxychavicol: roles of glutathione and reactive oxygen species [4].
Hydroxychavicol induced COX-2 mRNA and protein expression in NHOK [5].
Role of oxidative DNA damage in hydroxychavicol-induced genotoxicity [6].
In Chinese hamster ovary (CHO-K1) cells, hydroxychavicol induced chromosome aberrations in a dose-dependent manner (10-50 microM) and the majority were chromosome-type aberrations [6].
The results showed that hydroxychavicol was positive in S.typhimurium TA102 without metabolic activation [6].

Biological context of CCRIS 1524

In addition, hydroxychavicol dose-dependently (0.1-20 microM) induced copper-dependent strand breaks in plasmid DNA [6].
The nitrosation inhibition by hydroxychavicol is through scavenging of nitrite ions in the media, thus making them non-available for the nitrosation of methylurea [7].

Associations of CCRIS 1524 with other chemical compounds

The biological studies with APC indicated that the potential to reduce methylmercaptan and hydrogen sulfide was mainly due to the anti-microbial activity as established using dynamic in vitro models [2].

References

Reactive oxygen species are crucial for hydroxychavicol toxicity toward KB epithelial cells. Jeng, J.H., Wang, Y.J., Chang, W.H., Wu, H.L., Li, C.H., Uang, B.J., Kang, J.J., Lee, J.J., Hahn, L.J., Lin, B.R., Chang, M.C. Cell. Mol. Life Sci. (2004) [Pubmed]
Phenolic antibacterials from Piper betle in the prevention of halitosis. Ramji, N., Ramji, N., Iyer, R., Chandrasekaran, S. Journal of ethnopharmacology. (2002) [Pubmed]
Chemopreventive efficacy of betel leaf extract and its constituents on 7,12-dimethylbenz(a)anthracene induced carcinogenesis and their effect on drug detoxification system in mouse skin. Azuine, M.A., Amonkar, A.J., Bhide, S.V. Indian J. Exp. Biol. (1991) [Pubmed]
Inducing the cell cycle arrest and apoptosis of oral KB carcinoma cells by hydroxychavicol: roles of glutathione and reactive oxygen species. Chang, M.C., Uang, B.J., Wu, H.L., Lee, J.J., Hahn, L.J., Jeng, J.H. Br. J. Pharmacol. (2002) [Pubmed]
Elevated expression of cyclooxygenase (COX)-2 in oral squamous cell carcinoma--evidence for COX-2 induction by areca quid ingredients in oral keratinocytes. Tang, D.W., Lin, S.C., Chang, K.W., Chi, C.W., Chang, C.S., Liu, T.Y. J. Oral Pathol. Med. (2003) [Pubmed]
Role of oxidative DNA damage in hydroxychavicol-induced genotoxicity. Lee-Chen, S.F., Chen, C.L., Ho, L.Y., Hsu, P.C., Chang, J.T., Sun, C.M., Chi, C.W., Liu, T.Y. Mutagenesis (1996) [Pubmed]
Hydroxychavicol: a new anti-nitrosating phenolic compound from betel leaf. Nagabhushan, M., Amonkar, A.J., Nair, U.J., D'Souza, A.V., Bhide, S.V. Mutagenesis (1989) [Pubmed]

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