New semi-synthetic analogs of oleuropein show improved anticancer activity in vitro and in vivo

European Journal of Medicinal Chemistry

Volumn 137, Issue , 2017, Pages 11-29

  Samara, Pinelopi ^a   Christoforidou, Nikoleta ^a   Lemus, Christelle ^a   Argyropoulou, Aikaterini ^a   Ioannou, Kyriaki ^a   Vougogiannopoulou, Konstantina ^a   Aligiannis, Nektarios ^a   Paronis, Efthimios ^a   Gaboriaud Kolar, Nicolas ^a   Tsitsilonis, Ourania ^a   Skaltsounis, Alexios Leandros ^a  

^a UNIVERSITY OF ATHENS   (Greece)

Author keywords

Cytotoxicity screening; Innate immune system; In vivo; Melanoma; Olea europaea; Oleuropein; Semi synthesis

Indexed keywords

2 (ACETOXYMETHYL) 6 [[3 ETHYLIDENE 4 [2 (4 FLUOROPHENETHOXY) 2 OXOETHYL] 5 (METHOXYCARBONYL) 3,4 DIHYDRO 2H PYRAN 2YL]OXY]TETRAHYDRO 2H PYRAN 3,4,5 TRIYL TRIACETATE; 2 (ACETOXYMETHYL) 6 [[3 ETHYLIDENE 4 [2 (HEXADECYLOXY) 2 OXOETHYL] 5 (METHOXYCARBONYL) 3,4 DIHYDRO 2H PYRAN 2YL]OXY]TETRAHYDRO 2H PYRAN 3,4,5 TRIYL TRIACETATE; 2 (ACETOXYMETHYL) 6 [[3 ETHYLIDENE 5 (METHOXYCARBONYL) 4 (2 OXO 2 PHENETHOXYETHYL) 3,4 DIHYDRO 2H PYRAN 2YL]OXY]TETRAHYDRO 2H PYRAN 3,4,5 TRIYL TRIACETATE; 2 (ACETOXYMETHYL) 6 [[3 ETHYLIDENE 5 (METHOXYCARBONYL) 4 (2 OXO 2 PROPOXYETHYL) 3,4 DIHYDRO 2H PYRAN 2YL]OXY]TETRAHYDRO 2H PYRAN 3,4,5 TRIYL TRIACETATE; 2 (ACETOXYMETHYL) 6 [[3 ETHYLIDENE 5 (METHOXYCARBONYL) 4 [2 (4 METHOXYPHENETHOXY) 2 OXOETHYL] 3,4 DIHYDRO 2H PYRAN 2YL]OXY]TETRAHYDRO 2H PYRAN 3,4,5 TRIYL TRIACETATE; 2 (ACETOXYMETHYL) 6 [[3 ETHYLIDENE 5 (METHOXYCARBONYL) 4 [2 (4 NITROPHENETHOXY) 2 OXOETHYL] 3,4 DIHYDRO 2H PYRAN 2YL]OXY]TETRAHYDRO 2H PYRAN 3,4,5 TRIYL TRIACETATE; 2 (ACETOXYMETHYL) 6 [[4 [2 (3,4 DIMETHOXYPHENETHOXY) 2 OXOETHYL] 3 ETHYLIDENE 5 (METHOXYCARBONYL) 3,4 DIHYDRO 2H PYRAN 2YL]OXY]TETRAHYDRO 2H PYRAN 3,4,5 TRIYL TRIACETATE; 2 (ACETOXYMETHYL) 6 [[4 [2 (BENZYLOXY) 2 OXOETHYL] 3 ETHYLIDENE 5 (METHOXYCARBONYL) 3,4 DIHYDRO 2H PYRAN 2YL]OXY]TETRAHYDRO 2H PYRAN 3,4,5 TRIYL TRIACETATE; ANTINEOPLASTIC AGENT; DOXORUBICIN; HYDROXYTYROSOL; LIGSTROSIDE; LIGSTROSIDE TETRAACETATE; LUCIDUMOSIDE D; METHYL 3 ETHYLIDENE 4 (2 METHOXY 2 OXYETHYL) 2 [[3,4,5 TRIHYDROXY 6 (HYDROXYMETHYL)TETRAHYDRO 2H PYRAN 2 YL]OXY] 3,4 DIHYDRO 2H PYRAN 5 CARBOXYLATE; METHYL 3 ETHYLIDENE 4 (2 OXO 2 PHENETHOXYETHYL) 2 [[3,4,5 TRIHYDROXY 6 (HYDROXYMETHYL)TETRAHYDRO 2H PYRAN 2 YL]OXY] 3,4 DIHYDRO 2H PYRAN 5 CARBOXYLATE; METHYL 3 ETHYLIDENE 4 [2 (4 FLUOROPHENETHOXY) 2 OXOETHYL] 2 [[3,4,5 TRIHYDROXY 6 (HYDROXYMETHYL)TETRAHYDRO 2H PYRAN 2 YL]OXY] 3,4 DIHYDRO 2H PYRAN 5 CARBOXYLATE; METHYL 3 ETHYLIDENE 4 [2 (4 METHOXYPHENETHOXY) 2 OXOETHYL] 2 [[3,4,5 TRIHYDROXY 6 (HYDROXYMETHYL)TETRAHYDRO 2H PYRAN 2 YL]OXY] 3,4 DIHYDRO 2H PYRAN 5 CARBOXYLATE; METHYL 3 ETHYLIDENE 4 [2 (4 NITROPHENETHOXY) 2 OXOETHYL] 2 [[3,4,5 TRIHYDROXY 6 (HYDROXYMETHYL)TETRAHYDRO 2H PYRAN 2 YL]OXY] 3,4 DIHYDRO 2H PYRAN 5 CARBOXYLATE; METHYL 3 ETHYLIDENE 4 [2 (HEXADECYLOXY) 2 OXOETHYL] 2 [[3,4,5 TRIHYDROXY 6 (HYDROXYMETHYL)TETRAHYDRO 2H PYRAN 2 YL]OXY] 3,4 DIHYDRO 2H PYRAN 5 CARBOXYLATE; METHYL 3 ETHYLIDENE 4 [2 (ISOPENTYLOXY) 2 OXOETHYL] 2 [[3,4,5 TRIHYDROXY 6 (HYDROXYMETHYL)TETRAHYDRO 2H PYRAN 2 YL]OXY] 3,4 DIHYDRO 2H PYRAN 5 CARBOXYLATE; METHYL 3 ETHYLIDENE 4 [2 OXO 2 (PROPYLAMINO)ETHYL] 2 [[3,4,5 TRIHYDROXY 6 (HYDROXYMETHYL)TETRAHYDRO 2H PYRAN 2 YL]OXY] 3,4 DIHYDRO 2H PYRAN 5 CARBOXYLATE; METHYL 4 (2 BUTOXY 2 OXYETHYL) 3 ETHYLIDENE 2 [[3,4,5 TRIHYDROXY 6 (HYDROXYMETHYL)TETRAHYDRO 2H PYRAN 2 YL]OXY] 3,4 DIHYDRO 2H PYRAN 5 CARBOXYLATE; METHYL 4 (2 ETHOXY 2 OXYETHYL) 3 ETHYLIDENE 2 [[3,4,5 TRIHYDROXY 6 (HYDROXYMETHYL)TETRAHYDRO 2H PYRAN 2 YL]OXY] 3,4 DIHYDRO 2H PYRAN 5 CARBOXYLATE; METHYL 4 [2 (2 CYCLOHEXYLETHOXY) 2 OXOETHYL] 3 ETHYLIDENE 2 [[3,4,5 TRIHYDROXY 6 (HYDROXYMETHYL)TETRAHYDRO 2H PYRAN 2 YL]OXY] 3,4 DIHYDRO 2H PYRAN 5 CARBOXYLATE; METHYL 4 [2 [3 (3,4 DIMETHOXYPHENYL)PROPOXY] 2 OXOETHYL] 3 ETHYLIDENE 2 [[3,4,5 TRIHYDROXY 6 (HYDROXYMETHYL)TETRAHYDRO 2H PYRAN 2 YL]OXY] 3,4 DIHYDRO 2H PYRAN 5 CARBOXYLATE; METHYL [2 (BENZYLOXY) 2 OXOETHYL] 3 ETHYLIDENE 2 [[3,4,5 TRIHYDROXY 6 (HYDROXYMETHYL)TETRAHYDRO 2H PYRAN 2 YL]OXY] 3,4 DIHYDRO 2H PYRAN 5 CARBOXYLATE; NEW DRUG; OLEUROPEIN; UNCLASSIFIED DRUG; UNINDEXED DRUG; IRIDOID;

ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ANTINEOPLASTIC ACTIVITY; ARTICLE; CANCER MODEL; CONTROLLED STUDY; DEGLYCOSYLATION; DOSE RESPONSE; DRUG CYTOTOXICITY; DRUG SCREENING; DRUG SYNTHESIS; EX VIVO STUDY; FEMALE; HUMAN; HUMAN CELL; HYDROPHILICITY; IC50; IN VITRO STUDY; IN VIVO STUDY; MALE; MELANOMA; MOUSE; NONHUMAN; SPLEEN CELL; TUMOR VOLUME; ANIMAL; C57BL MOUSE; CELL PROLIFERATION; CHEMICAL STRUCTURE; CHEMISTRY; DRUG EFFECTS; MELANOMA, EXPERIMENTAL; PATHOLOGY; STRUCTURE ACTIVITY RELATION; SYNTHESIS; TUMOR CELL CULTURE;

ANIMALS; ANTINEOPLASTIC AGENTS; CELL PROLIFERATION; DOSE-RESPONSE RELATIONSHIP, DRUG; DRUG SCREENING ASSAYS, ANTITUMOR; HUMANS; IRIDOIDS; MALE; MELANOMA, EXPERIMENTAL; MICE; MICE, INBRED C57BL; MOLECULAR STRUCTURE; STRUCTURE-ACTIVITY RELATIONSHIP; TUMOR CELLS, CULTURED;

EID: 85019637292     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2017.05.029     Document Type: Article

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