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Design, Synthesis, and Cytotoxic Evaluation of Novel Lupane Triterpenoid Derived Hydroxamates

Tuyet Anh, D.T. and Cuc, D.T. and Thuy Giang, L.N. and Hien, N.T. and Doan, V.N. and Thanh, N.H. and Tuyen, N.V. and Van Kiem, P. (2020) Design, Synthesis, and Cytotoxic Evaluation of Novel Lupane Triterpenoid Derived Hydroxamates. Natural Product Communications, 15 (6). ISSN 1934578X

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Abstract

A series of new hydroxamate derivatives of lupane triterpenoids has been designed and successfully synthesized. The synthesized compounds were evaluated for their in vitro antitumor activity using the 3-[4,5-dimethylthiazol-2-yl]−2,5-diphenyltetrazolium bromide-based assay against the human cancer cell lines KB and HepG2. Most of these derivatives possess at least moderate cytotoxic activity and the hydroxamate derivative compounds 3c, 3e, 7a, and 15b could be lead compounds for further optimization to develop novel anticancer agents. © The Author(s) 2020.

Item Type: Article
Divisions: Faculties > Faculty of Physical and Chemical Engineering
Identification Number: 10.1177/1934578X20931967
Uncontrolled Keywords: 1 isopropyl 3a [[6 [methoxy(methyl) amino] 6 oxohexyl]carbamoyl] 5a,5b,8,8,11a pentamethyl 2 oxo 3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a octadecahydro 2h cyclopenta[a]chrysen 9 yl acetate; 1 isopropyl 3a[methoxy(methyl)carbamoyl] 5a,5b,8,8,11a pentamethyl 2 oxo 3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a octadecahydro 2h cyclopenta[a]chrysen 9 yl acetate; 3a (hydroxycarbamoyl) 1 isopropyl 5a,5b,8,8,11a pentamethyl 2 oxo 3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a octadecahydro 2h cyclopenta[a]chrysen 9 yl acetate; 3a [[6 (hydroxyamino) 6 oxohexyl]carbamoyl] 1 isopropyl 5a,5b,8,8,11 pentamethyl 2 oxo 3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a octadecahydro 2h cyclopenta[a]chrysen 9 yl acetate; 9 hydroxy n [6 (hydroxyamino) 6 oxohexyl] 5a,5b,8,11a tetramethyl 1 (prop 1 en 2 yl)icosahydro 3ah cyclopenta[a]chrysene 3a carboxamide; 9 hydroxy n [6 (hydroxyamino) 6 oxohexyl] 5a,5b,8,8,11a pentamethyl 1 (prop 1 en 2 yl)icosahydro 3ah cyclopenta[a]chrysene 3a carboxamide; 9 hydroxy n [6 [methoxy(methyl)amino] 6 oxohexyl] 5a,5b,8,11a tetramethyl 1 (prop 1 en 2 yl)icosahydro 3ah cyclopenta[a]chrysene 3a carboxamide; 9 hydroxy n [6 [methoxy(methyl)amino] 6 oxohexyl] 5a,5b,8,8,11a pentamethyl 1 (prep 1 en 2 yl)icosahydro 3ah cyclopenta[a]chrysene 3a carboxamide; cytotoxic agent; hydroxamic acid derivative; triterpenoid; unclassified drug; [9 hydroxy 5a,5b,8,8,11a pentamethyl 1 (prop 1 en 2 yl)icosahydro 3ah cyclopenta[a]chrysen 3a yl]methyl 4 (hydroxyamino) 4 oxobutanoate; [9 hydroxy 5a,5b,8,8,11a pentamethyl 1 (prop 1 en 2 yl)icosahydro 3ah cyclopenta[a]chrysen 3a yl]methyl 4 [methoxy(methyl)amino] 3 methyl 4 oxobutanoate; [9 hydroxy 5a,5b,8,8,11a pentamethyl 1 (prop 1 en 2 yl)icosahydro 3ah cyclopenta[a]chrysen 3a yl]methyl 4 [methoxy(methyl)amino] 4 oxobutanoate; [9 hydroxy 5a,5b,8,8,11a pentamethyl 1 (prop 1 en 2 yl)icosahydro 3ah cyclopenta[a]chrysen 3a yl]methyl 5 (hydroxyamino) 5 oxopentanoate; [9 hydroxy 5a,5b,8,8,11a pentamethyl 1 (prop 1 en 2 yl)icosahydro 3ah cyclopenta[a]chrysen 3a yl]methyl 5 [methoxy(methyl)amino] 5 oxopentanoate; [9 hydroxy 5a,5b,8,8,11a pentamethyl 1 (prop 1 en 2 yl)icosahydro 3ah cyclopenta[a]chrysen 3a yl]methyl 6 [methoxy(methyl)carbamoyl]cyclohex 3 ene 1 carboxylate; antineoplastic activity; Article; carbon nuclear magnetic resonance; controlled study; drug cytotoxicity; drug design; drug synthesis; Hep-G2 cell line; human; human cell; IC50; in vitro study; infrared spectroscopy; KB cell line; mass spectrometry; MTT assay; proton nuclear magnetic resonance
Additional Information: Language of original document: English. All Open Access, Gold.
URI: http://eprints.lqdtu.edu.vn/id/eprint/9140

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