Products were obtained from acylation of 1,2,4-trihydroxy-9,10-anthraquinone (purpurin) by saturated cyclic carboxylic acid chlorides. The compositions and structures of the monosubstituted compounds were confirmed by elemental analysis and IR and PMR spectroscopy. The cytotoxicities of the derivatives were evaluated in an Artemia salina Leach brine shrimp test.
Similar content being viewed by others
References
R. H. Thomson, Naturally Occurring Quinones III, Chapman and Hall, New York, 1987, pp. 345–526.
W. Nam, S. P. Kim, S. H. Nam, and M. Friedman, Molecules, 22, 265 (2017).
N. S. Degirmenci, L. Alpsoy, and A. Aktumsek, Hum. Exp. Toxicol., 35, 544 (2016).
H. W. Lee, H. W. Ryu, M.-G. Kang, D. Park, S.-R. Oh, and H. Kim, Bioorg. Med. Chem. Lett., 27, 1136 (2017).
M. V. Gorelik, Chemistry of Anthraquinone and Its Derivatives [in Russian], Khimiya, Moscow, 1983, 295 pp.
V. Ya. Fain, 9,10-Anthraquinones and Their Application [in Russian], Tsentr Fotokhimii RAN, Moscow, 1999, 92 pp.
G. L. Vyshkovskii (ed.), Drug Encyclopedia 2017 [in Russian], Vedanta, Moscow, 2016, 1288 pp.
T. V. Kharlamova, Chem. Nat. Compd., 43, 391 (2007).
T.V. Kharlamova, Chem. Nat. Compd., 45, 500 (2009).
T. V. Kharlamova, Chem. Nat. Compd., 45, 629 (2009).
R. Singh, Geetanjali, and C. S. M. S. Chauhan, Chem. Biodiversity, 1, 1241 (2004).
B. N. Meyer, R. N. Ferrigini, J. E. Putnam, L. B. Jacobsen, D. E. Nichols, and J. L. McLaughlin, Planta Med., 45, 31 (1982).
J. L. McLaughlin, C. J. Chang, and D. L. Smith, in: Studies in Natural Product Chemistry, A. Rahman (ed.), Elsevier, Amsterdam, 1991, Vol. 9, pp. 383–409.
B. S. Nunes, F. D. Carvalho, L. M. Guilhermino, and G. Stappen, Environ. Pollut., 144, 453 (2006).
Y. M. Karchesy, R. G. Kelsey, G. Constantine, and J. J. Karchesy, SpringerPlus, 5, 510 (2016).
M. Biradi and K. Hullatti, Drug Dev. Ther., 5, 139 (2014).
J. M. Nguta and J. M. Mbaria, J. Ethnopharmacol., 148, 988 (2013).
S. A. Gadir, J. Chem. Pharm. Res., 4, 4148 (2012).
D. J. Finney, Probit Analysis, Cambridge University Press, Cambridge, 1971, 350 pp.
Acknowledgment
The work was financially supported by the Science Committee, Ministry of Education and Science of the Republic of Kazakhstan, under contract No. 83 (Appendix 1.7) dated March 2, 2018, in the framework of the project on “Search for new drugs based on available synthetic analogs of natural anthraquinone derivatives” (IRN AR05131788).
Author information
Authors and Affiliations
Corresponding author
Additional information
Translated from Khimiya Prirodnykh Soedinenii, No. 4, July–August, 2019, pp. 536–538.
Rights and permissions
About this article
Cite this article
Kharlamova, T.V., Seidakhmetova, R.B. & Praliev, K.D. Synthesis of Monosubstituted Purpurins and Their Biological Activity. Chem Nat Compd 55, 622–625 (2019). https://doi.org/10.1007/s10600-019-02763-y
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10600-019-02763-y