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Chemical Compound Review:

Perillal 4-prop-1-en-2-ylcyclohexene- 1-carbaldehyde

Synonyms: PERILLALDEHYDE, CHEMBL469537, CPD-1084, CCRIS 7325, CCRIS 9128, ...

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Disease relevance of Dihydrocuminyl aldehyde

Two compounds, from C. newii, perillaldehyde and perillyl alcohol, exhibited higher fumigant toxicity (LD50 = 1.05 x 10(-4) and 2.52 x 10(-4) mg cm(-3), respectively) than the parent oil (2.0 x 10(-3) mg cm(-3)) [1].

High impact information on Dihydrocuminyl aldehyde

The IC50 values for d-limonene and perillyl alcohol, the monoterpenes in Phase I trials, were 450 and 250 micromol/L, respectively; related cyclic monoterpenes (perillaldehyde, carvacrol and thymol), an acyclic monoterpene (geraniol) and the end ring analog of beta-carotene (beta-ionone) had IC50 values in the range of 120-150 micromol/L [2].
Aldehydes (veratrum aldehyde, cinnamic aldehyde, myrtenal, cuminaldehyde, 3-phenylpropionaldehyde, perillaldehyde and 9-anthraldehyde) were incubated with hepatic microsomes of mice in the presence of an NADPH-generating system under 18O2 (97 atom%) [3].
Perillyl alcohol and perillaldehyde induced cell cycle arrest and cell death in BroTo and A549 cells cultured in vitro [4].
Carvone and perillaldehyde interfere with the serum-induced formation of filamentous structures in Candida albicans at substantially lower concentrations than those causing significant inhibition of growth [5].
Neither the presence of NG-nitro-L-arginine methyl ester nor removal of the aortic endothelium affected the vasodilatation, suggesting that perillaldehyde exerts a direct effect on vascular smooth muscle cells [6].

Associations of Dihydrocuminyl aldehyde with other chemical compounds

Different natural monoterpenes (geraniol, citronellol, citral, carvacrol, cuminaldehyde and eugenol) are studied in vitro against Anisakis simplex s.l. L3 larvae, employing perillaldehyde as a reference substance [7].

References

Fumigant toxicity of the essential oils of some African plants against Anopheles gambiae sensu stricto. Omolo, M.O., Okinyo, D., Ndiege, I.O., Lwande, W., Hassanali, A. Phytomedicine (2005) [Pubmed]
Isoprenoids suppress the growth of murine B16 melanomas in vitro and in vivo. He, L., Mo, H., Hadisusilo, S., Qureshi, A.A., Elson, C.E. J. Nutr. (1997) [Pubmed]
Hepatic microsomal oxygenation of aldehydes to carboxylic acids. Watanabe, K., Narimatsu, S., Yamamoto, I., Yoshimura, H. Biochem. Biophys. Res. Commun. (1990) [Pubmed]
Perillyl alcohol and perillaldehyde induced cell cycle arrest and cell death in BroTo and A549 cells cultured in vitro. Elegbede, J.A., Flores, R., Wang, R.C. Life Sci. (2003) [Pubmed]
Carvone and perillaldehyde interfere with the serum-induced formation of filamentous structures in Candida albicans at substantially lower concentrations than those causing significant inhibition of growth. McGeady, P., Wansley, D.L., Logan, D.A. J. Nat. Prod. (2002) [Pubmed]
Vasodilative effect of perillaldehyde on isolated rat aorta. Takagi, S., Goto, H., Shimada, Y., Nakagomi, K., Sadakane, Y., Hatanaka, Y., Terasawa, K. Phytomedicine (2005) [Pubmed]
Action of different monoterpenic compounds against Anisakis simplex s.l. L3 larvae. Hierro, I., Valero, A., Pérez, P., González, P., Cabo, M.M., Montilla, M.P., Navarro, M.C. Phytomedicine (2004) [Pubmed]

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