Stereoselective ring contraction of 2,5-diketopiperazines: An innovative approach to the synthesis of promising bioactive 5-membered scaffolds

Bioorganic Chemistry

Volumn 38, Issue 5, 2010, Pages 210-217

  Coursindel, Thibault ^a   Restouin, Audrey ^b,c,d   Dewynter, Georges ^a   Martinez, Jean ^a   Collette, Yves ^b,c,d   Parrot, Isabelle ^a  

^a UNIVERSITÉ DE MONTPELLIER   (France)

^b AIX MARSEILLE UNIVERSITY   (France)

^c INSTITUT PAOLI CALMETTES   (France)

^d AIX MARSEILLE UNIVERSITY   (France)

Author keywords

Anti proliferative activity; Diketopiperazines; Ring contraction; Spiroheterocycle; Stereoselective rearrangement

Indexed keywords

2,5 PIPERAZINEDIONE; 3 (TERT BUTOXYCARBONYLAMINO) 3 (4 ETHOXY 4 OXOBUT 2 ENYL)-5 ISOPROPYL 2,4 DIOXOPYRROLIDINE 1 CARBOXYLIC ACID TERT BUTYL ESTER; 3 (TERT BUTOXYCARBONYLAMINO) 5 ISOPROPYL 3 (3 METHOXYCARBONYL ALLYL) 2,4 DIOXO PYRROLIDINE 1 CARBOXYLIC ACID TERTBUTYL ESTER; 3 ISOPROPYL 2,6 DIAZA SPIRO(4.5)DECANE 1,4,7 TRIONE; 4 (3 AMINO 5 ISOPROPYL 2,4 DIOXOPYRROLIDIN 3 YL) BUT 2 ENOIC ACID ETHYL ESTER; 4 (3 TERT BUTOXYCARBONYLAMINO 5 ISOPROPYL 2,4 DIOXOPYRROLIDIN 3 YL) BUT 2 ENOIC ACID ETHYL ESTER; 5 (1 BENZYLOXY ETHYL) 3 TERT BUTOXYCARBONYLAMINO 2,4 DIOXO 3 PROP 2 YNYL PYRROLIDINE 1 CARBOXYLIC ACID TERT BUTYL ESTER; 5 ALLYL 3 TERT BUTOXYCARBONYLAMINO 3 (3 METHOXYCARBONYLALLYL) 2,4 DIOXO PYRROLIDINE 1 CARBOXYLIC ACID TERT BUTYL ESTER; ANTINEOPLASTIC AGENT; CYCLO (GLYCINEALANINE); CYCLO (GLYCINEISOLEUCINE); CYCLO (GLYCINELEUCINE); CYCLO (GLYCINEPHENYLALANINE); CYCLO (GLYCINEVALINE); PYRROLIDINE 2,4 DIONE; UNCLASSIFIED DRUG;

ALKYLATION; ANTINEOPLASTIC ACTIVITY; ARTICLE; BREAST CANCER; CANCER CELL; DRUG SYNTHESIS; PRIORITY JOURNAL; STEREOCHEMISTRY;

ALKYLATION; ANTINEOPLASTIC AGENTS; BREAST NEOPLASMS; CELL PROLIFERATION; DIKETOPIPERAZINES; FEMALE; HUMANS; PYRROLIDINES; STEREOISOMERISM;

EID: 77955560222     PISSN: 00452068     EISSN: 10902120     Source Type: Journal    
DOI: 10.1016/j.bioorg.2010.05.002     Document Type: Article

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