Generic placeholder image

Letters in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

Research Article

Synthesis and Biological Evaluation of 6-Substituted Mangiferin Derivatives as Antioxidant and Anti-cancer Agents

Author(s): Mohan H. Patil, Uma D. Kabra, Krishna R. Gupta* and Milind J. Umekar

Volume 19, Issue 6, 2022

Published on: 12 January, 2022

Page: [477 - 483] Pages: 7

DOI: 10.2174/1570178618666210813123545

Price: $65

conference banner
Abstract

Esterified and alkyl amine derivatives of mangiferin were synthesized and evaluated for in vitro antioxidant and anticancer activities. The chemical structures of the derivatives were confirmed using elemental analysis and spectral data. The antioxidant activity was assessed using a 2,2-diphenyl-1-picrylhydrazy (DPHH) assay, and some derivatives displayed antioxidant activity better than mangiferin and standard drug ascorbic acid. Among the synthesized derivatives, few exhibited more enhanced anticancer activity against human breast (MDA-MB-231) cancer cell lines than the parent mangiferin.

Keywords: Mangiferin derivatives, 1, 3, 7-trihydroxyxanthone, synthesis, antioxidant, anticancer, MTT, DPPH.

Graphical Abstract

[1]
Benard, O.; Chi, Y. Mini Rev. Med. Chem., 2015, 15(7), 582-594.
[http://dx.doi.org/10.2174/1389557515666150401111410] [PMID: 25827900]
[2]
Singh, S.K. Herba Pol., 2009, 55, 126-139.
[3]
Bulugonda, R.K.; Kumar, K.A.; Gangappa, D.; Beeda, H.; Philip, G.H.; Muralidhara Rao, D.; Faisal, S.M. Sci. Rep., 2017, 7, 42683.
[http://dx.doi.org/10.1038/srep42683] [PMID: 28218280]
[4]
Dar, A.; Faizi, S.; Naqvi, S.; Roome, T. Biol. Pharm. Bull., 2005, 28, 596-600.
[http://dx.doi.org/10.1248/bpb.28.596] [PMID: 15802793]
[5]
Sellamuthu, P. S.; Arulselvan, P.; Kamalraj, S.; Fakurazi, S.; Kandasamy, M. International Scholarly Research Notices, 2013, 2013
[6]
Rajendran, P.; Jayakumar, T.; Nishigaki, I.; Ekambaram, G.; Nishigaki, Y.; Vetriselvi, J.; Sakthisekaran, D. Int. J. Biomed. Sci., 2013, 9(2), 68-74.
[PMID: 23847456]
[7]
Nurcahyanti, A. Pharmacogn. Rev., 2019, 13, 16-23.
[http://dx.doi.org/10.4103/phrev.phrev_26_18]
[8]
Miura, T.; Ichiki, H.; Hashimoto, I.; Iwamoto, N.; Kato, M.; Kubo, M.; Ishihara, E.; Komatsu, Y.; Okada, M.; Ishida, T.; Tanigawa, K. Phytomedicine, 2001, 8(2), 85-87.
[http://dx.doi.org/10.1078/0944-7113-00009] [PMID: 11315760]
[9]
Rechenchoski, D.Z.; Code, Q.R. Int. J. Pharmacol. Res, 2018, 8, 34-39.
[http://dx.doi.org/10.7439/ijpr.v8i4.4706]
[10]
Jiang, T.; Han, F.; Gao, G.; Liu, M. Life Sci., 2020, 249, 117476.
[http://dx.doi.org/10.1016/j.lfs.2020.117476] [PMID: 32119962]
[11]
Garcia, D.; Escalante, M.; Delgado, R.; Ubeira, F.M.; Leiro, J. An International Journal Devoted to Pharmacological and Toxicological Evaluation of Natural Product Derivatives, 2003, 17, 1203-1208.
[12]
Xue-Jian, L.I.; Zheng-Cai, D.U.; Huang, Y.; Bu-Ming, L.I.; Wen-Ji, H.U.; Wen-Jie, L.U.; Jia-Gang, D.E. Chin. J. Nat. Med., 2013, 11, 296-301.
[PMID: 23725845]
[13]
Ma, H.; Chen, H.; Sun, L.; Tong, L.; Zhang, T. Fitoterapia, 2014, 93, 54-61.
[http://dx.doi.org/10.1016/j.fitote.2013.10.016] [PMID: 24220727]
[14]
Kammalla, A.K.; Ramasamy, M.K.; Inampudi, J.; Dubey, G.P.; Agrawal, A.; Kaliappan, I. AAPS PharmSciTech, 2015, 16(2), 250-258.
[http://dx.doi.org/10.1208/s12249-014-0206-8] [PMID: 25273025]
[15]
Dai, R.; Gao, J.; Bi, K. J. Chromatogr. Sci., 2004, 42(2), 88-90.
[http://dx.doi.org/10.1093/chromsci/42.2.88] [PMID: 15023262]
[16]
Du, S.; Liu, H.; Lei, T.; Xie, X.; Wang, H.; He, X.; Tong, R.; Wang, Y. Mol. Med. Rep., 2018, 18, 47775-47786.
[17]
Bhattacharyya, S.; Ahmmed, S.M.; Saha, B.P.; Mukherjee, P.K. J. Sci. Food Agric., 2014, 94(7), 1380-1388.
[http://dx.doi.org/10.1002/jsfa.6422] [PMID: 24114670]
[18]
Pageni, P. Synthesis of Ester Derivatives of Resveratrol as Potential Anti-cancer Drugs, MSThesis; East Tennessee State University: Tennessee, 2013.
[19]
Liu, R.; Zhang, H.; Yuan, M.; Zhou, J.; Tu, Q.; Liu, J.J.; Wang, J. Molecules, 2013, 18(9), 11496-11511.
[http://dx.doi.org/10.3390/molecules180911496] [PMID: 24048283]
[20]
Venkatachalam, J.; Nayak, Y.; Jayashree, B.S. Int. J. Chem. Eng. Appl., 2012, 3, 216.
[http://dx.doi.org/10.7763/IJCEA.2012.V3.189]
[21]
Alam, M.N.; Bristi, N.J.; Rafiquzzaman, M. Saudi Pharm. J., 2013, 21(2), 143-152.
[http://dx.doi.org/10.1016/j.jsps.2012.05.002] [PMID: 24936134]
[22]
Pisoschi, A.M.; Negulescu, G.P. Biochem. Anal. Biochem., 2011, 1, 106.
[23]
Prasetyaningrum, P.; Bahtiar, A.; Hayun, H. Sci. Pharm., 2018, 86, 25.
[http://dx.doi.org/10.3390/scipharm86020025]
[24]
Wan, M.; Zhang, L.; Chen, Y.; Li, Q.; Fan, W.; Xue, Q.; Yan, F.; Song, W. Front. Oncol., 2019, 9, 274.
[http://dx.doi.org/10.3389/fonc.2019.00274] [PMID: 31058081]

Rights & Permissions Print Cite
© 2024 Bentham Science Publishers | Privacy Policy