A series of substituted naphthazarins (5,8-dihydroxy-1,4-naphthoquinones) were synthesized and their antimicrobial and antifungal activities were studied. The yeast Saccharomyces carlsbergensis was the most sensitive to these compounds. Among the compounds studied, the most marked antimicrobial and antifungal activities were obtained with unsubstituted naphthazarin, which was as active as juglone.
Article PDF
Similar content being viewed by others
Avoid common mistakes on your manuscript.
References
R. H. Thomson, Naturally Occurring Quinones, Academic Press, London (1971).
G. I. Zhungietu and L. A. Vlad, Juglone and Related 1,4-Naphthoquinones [in Russian], Shtiintsa, Kishinev (1978).
A. Riffel, L. F. Medina, V. Stefani, et al., Braz. J. Med. Biol. Res., 35, 811 – 818 (2002).
K. Öllinger and A. Brunmark, J. Biol. Chem., 266(32), 21496 – 21503 (1991).
V. P. Papageorgiou, A. N. Assimopoulou, E. A. Couladouros, et al., Angew. Chem. Int. Ed., 38, 270 – 300 (1999).
K. Zahn and P. Ochwat, Lieb. Ann., 462(1), 72 – 97 (1928).
V. F. Anufriev, N. N. Balaneva, A. Ya. Chizhova, et al., Deposition at All-Union Institute of Scientific and Technical Information (VINITI), No. 6275-C-88; RZh Khimiya, 23Zh154 (1988).
V. F. Anufriev, A. Ya. Chizhova, V. L. Novikov, and G. B. Elyakov, Deposition at All-Union Institute of Scientific and Technical Information (VINITI), No. 6273-C-88; RZh Khimiya, 23Zh180 (1988).
A. Ya. Chizhova, T. Yu. Kochergina, V. F. Anufriev, et al., Izv. Akad. Nauk. Ser. Khim., No. 5, 947 – 952 (1999).
V. Ph. Anufriev, V. L. Novikov, G. V. Malinovskaya, and V. P. Glazunov, Synth. Commun., 27(1), 119 – 126 (1997).
V. Ph. Anufriev and V. L. Novikov, Tetrahedron Lett., 36(14), 2515 – 2518 (1995).
V. Ph. Anufriev, V. L. Novikov, O. B. Maximov, et al., Bioorg. Med. Chem. Lett., 8(6), 587 – 592 (1998).
G. V. Malinovskaya, A. Ya. Chizhova, and V. F. Anufriev, Izv. Akad. Nauk. Ser. Khim., No. 5, 1019 – 1021 (1999).
N. Donaldson, Chemistry and Technology of Compounds of the Naphthalene Series [Russian translation], Goskhimizdat, Moscow (1963).
V. P. Glazunov, A. Ya. Yakubovskaya, N. D. Pokhilo, et al., Izv. Akad. Nauk. Ser. Khim., No. 1, 186 – 194 (2003).
V. Ph. Anufriev, G. V. Malinovskaya, V. L. Novikova, et al., Synth. Commun., 28(12), 2149 – 2157 (1998).
V. P. Glazunov, N. D. Pokhilo, N. V. Bochinskaya, et al., Izv. Akad. Nauk. Ser. Khim., No. 7, 1544 – 1547 (2003).
R. H. Tomson, Naturally Occurring Quinones, Chapman and Hall, London, New York (1987).
Author information
Authors and Affiliations
Corresponding author
Additional information
Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 43, No. 7, pp. 22 – 24, July, 2009.
Rights and permissions
About this article
Cite this article
Yakubovskaya, A.Y., Pokhilo, N.D., Anufriev, V.F. et al. Synthesis and antimicrobial and antifungal activities of compounds of the naphthazarin series. Pharm Chem J 43, 396–398 (2009). https://doi.org/10.1007/s11094-009-0322-z
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11094-009-0322-z