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Isolation and Characterization of Antioxidant Active Compounds from the Leaves and Flowers of Manilkara hexandra (Roxb.)
Corresponding Author(s) : A.A.M. Prince
Asian Journal of Chemistry,
Vol. 33 No. 11 (2021): Vol 33 Issue 11, 2021
Abstract
Fractionation and chromatographic purification of the crude methanol extract of air-dried leaves of Manilkara hexandra (Roxb) yielded five compounds p-methoxy methyl cinnamate (1), p-hydroxymethylcinnamate (2), 2,5-dihydroxybenzaldehyde (3), gallic acid methyl ester (4) and quercetin-3-O-β-D-glucoside (isoquercitrin) (5), whereas air-dried flowers yield phenylethylpalmitate (6). The structures of these compounds were confirmed using spectroscopic data, comparison with literature data and co-TLC comparison with authentic samples. To the best of our knowledge compounds 1, 3, 5 and 6 were isolated for the first time from this plant. Constituents of the plant were known to be active against Staphylococcus aureus and Staphylococcus epidermidis. Comparative antioxidant activity of compounds along with the crude extract and fractions were assessed using four different assay protocols. These compounds show moderate activity in the antioxidant assay systems. Present results rationalize the usage of the leaves and flower paste as bathing aid as suggested in the folklore literature to maintain a dynamic balance of skin microflora.
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References
E.A. Grice and J.A. Segre, Nat. Rev. Microbiol., 9, 244 (2011); https://doi.org/10.1038/nrmicro2537
F. Abdallah, L. Mijouin and C. Pichon, Mediators Inflamm., 2017, 5095293 (2017); https://doi.org/10.1155/2017/5095293
F.A. Sant'anna Addor, An. Bras. Dermatol., 92, 356 (2017); https://doi.org/10.1590/abd1806-4841.20175697
J. Kruk and E. Duchnik, Asian Pac. J. Cancer Prev., 15, 561 (2014); https://doi.org/10.7314/APJCP.2014.15.2.561
M. Lorigo and E. Cairrao, Biomed. Dermatol., 3, 11 (2019); https://doi.org/10.1186/s41702-019-0048-9
A. Hubner, F. Sobreira, A. Vetore Neto, C.A.S.O. Pinto, M.F. Dario, I.E.C. Díaz, F.R. Lourenço, C. Rosado, A.R. Baby and E.M. Bacchi, Antioxidants, 8, 530 (2019); https://doi.org/10.3390/antiox8110530
K. Tsuchida and M. Kobayashi, Sci. Rep., 10, 9626 (2020); https://doi.org/10.1038/s41598-020-66723-1
D. Pingili, D. Amminbavi, A. Awasthi and F.M.S. Khan, Int. J. Pharm. Sci. Res., 9, 702 (2018); https://doi.org/10.13040/IJPSR.0975-8232.9(2).702-07
T. Annamalai, J.J. Ganadoss, A. Manikandan and A.A.M. Prince, Int. J. Green Herbal Chem., 7, 715 (2018).
M.M. Rahman, M.B. Islam, M. Biswas and A.H.M.K. Alam, BMC Res Notes, 8, 621 (2015); https://doi.org/10.1186/s13104-015-1618-6
H.E. Miller, J. Am. Oil Chem. Soc., 48, 91 (1971); https://doi.org/10.1007/BF02635693
T.C.P. Dinis, V.M.C. Madeira and L.M. Almeida, Arch. Biochem. Biophys., 315, 161 (1994); https://doi.org/10.1006/abbi.1994.1485
P. Prieto, M. Pineda and M. Aguilar, Anal. Biochem., 269, 337 (1999); https://doi.org/10.1006/abio.1999.4019
L. Ta, A. Axelsson and H. Sundén, Green Chem., 18, 686 (2016); https://doi.org/10.1039/C5GC01965F
J. Song, H. Zhao, Y. Liu, H. Han, Z. Li, W. Chu and Z. Sun, New J. Chem., 41, 372 (2017); https://doi.org/10.1039/C6NJ02815B
T. Annamalai, P.A. Vivekanand and A.A.M. Prince, Mater. Today Proc., 36, 818 (2021); https://doi.org/10.1016/j.matpr.2020.07.010
N. Mandal, D. Chaudhuri, N.B. Ghate and S.S. Singh, Pharmacogn. Mag., 11, 269 (2015); https://doi.org/10.4103/0973-1296.153078
D.M. Estork, D.F. Gusmao, M.L.B. Paciencia, I.E.C. Diaz, A.D. Varella, R.N. Younes, L.F.L. Reis, E.F.S. Montero, M.M. Bernardi and I.B. Suffredini, Molecules, 19, 3973 (2014); https://doi.org/10.3390/molecules19043973
https://www.magritek.com/wp-content/uploads/2018/04/ Characterizing-Fatty-Acids-with-multinuclear-NMR-Magritek060418-back.pdf.