Abstract
An activity–guided fractionation was used to identify the antileishmanial compounds of Corymbia maculata. The hexane, ethyl acetate and methanol extracts were active in in vitro antileishmanial assay. Twelve polyphenols including 8-demethyl eucalyptin (1), eucalyptin (2), myrciaphenone A (3), myrciaphenone B (4), quercetin-3-O-β-d-xylopyranoside (5), myricetin-3-O-α-l-rhamnopyranoside (6), quercetin-3-O-β-d-galactopyranoside (7), quercetin-3-O-β-d-glucopyranoside (8), quercetin-3-O-α-l-rhamnopyranoside (9), syringic acid (10), gallic acid-3-methyl ether (11), gallic acid-4-methyl ether (12) and gallic acid (13) were isolated from the active extracts. All the tested compounds except 8-demethyleucalyptin and myrciaphenone B showed strong to moderate (6.9–24.5 \(\upmu\)M) antileishmanial activity against Leishmania donovani promastigotes. An HPLC-PDA method has been developed to detect/quantify 29 compounds in the extracts of C. maculata leaves. This validated method allows simultaneous quantitation of seven flavonoids, fourteen phloroglucinols and eight other polyphenols and can be applied for qualitative as well as quantitative determination of phytoconstituents in Eucalyptus matrices.
Phytochemical screening of Corymbia maculata resulted in the isolation of thirteen compounds from hexane and methanol extracts of the dried leaves. Flavonoid glycosides and a phloroglucinol glycoside were the active antileishmanial compounds. An HPLC-PDA method was developed and applied to detect and quantify twelve compounds in the extracts of C. maculata leaves.
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References
WHO technical report series, Leishmaniasis (2010) Retrived from WHO website: http://whqlibdoc.who.int/trs/WHO_TRS_949_eng.pdf
Bharate S B, Khan S I, Yunus N A M, Chauthe S K, Tekwani B L, Jacob M R, Khan I A and Singh I P 2007 Bioorg. Med. Chem. 15 87
Bharate S B, Khan S I, Tekwani B L, Jacob M R, Khan I A and Singh I P 2008 Bioorg. Med. Chem. 16 1328
Sidana J, Singh S, Arora S K, Foley W J and Singh I P 2011 Fitoterapia 82 1118
Takahashi T, Kokubo R and Sakaino M 2004 Lett. Appl. Microbiol. 39 60
Lamberton J A 1964 Aust. J. Chem. 17 692
Suksamrarn A, Eiamong S, Piyachaturawat P and Byrne L T 1997 Phytochemistry 45 103
Chosson E, Chaboud A, Chulia A J and Raynaud J 1998 Phytochemistry 47 87
Lu Y and Foo L Y 1997 Food Chem. 59 187
David J M, Cruz F G, Guedes M L S and Chavez J P 1996 J. Braz. Chem. Soc. 7 115
Wettasinghe M, Shahidi F, Amarowicz R and Abou-Zaid M M 2001 Food Chem. 75 49
Ali Z, Ahmad V U, Zahid M and Tareen R B 1998 Phytochemistry 48 1271
Saxena G, McCutcheona A R, Farmerb S, Towersa G H N and Hancock R E W 1994 J. Ethnopharmacol. 42 95
Singh P P, Ambika and Chauhan S M S 2009 Food Chem. 114 1069
Sidana J, Foley W J and Singh I P 2012 Phytochem. Anal. 23 483
Mosmann T 1983 J. Immunol. Methods 65 55
Brooker M I H 2000 Aust. Syst. Bot. 13 79
Hillis W E 1966 Phytochemistry 5 1075
Hillis W E 1967a Phytochemistry 6 259
Hillis W E 1967b Phytochemistry 6 275
Hillis W E 1967c Phytochemistry 6 373
Hillis W E 1967d Phytochemistry 6 845
Eschler B M, Pass D M, Willis R and Foley W J 2000 Biochem. Syst. Ecol. 28 813
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Authors thank the Director, NIPER for support and Dr Ian Wallis for assistance in collecting Corymbia maculata foliage.
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SIDANA, J., NEERADI, D., CHOUDHARY, A. et al. Antileishmanial polyphenols from Corymbia maculata . J Chem Sci 125, 765–775 (2013). https://doi.org/10.1007/s12039-013-0440-8
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DOI: https://doi.org/10.1007/s12039-013-0440-8