Alternative links to fulltext:
| Item type: | Article | ||||
|---|---|---|---|---|---|
| Journal or Publication Title: | European journal of medicinal chemistry | ||||
| Publisher: | Elsevier | ||||
| Volume: | 40 | ||||
| Number of Issue or Book Chapter: | 11 | ||||
| Page Range: | pp. 1123-1128 | ||||
| Date: | 2005 | ||||
| Additional Information (public): | CAN 144:23119 34-3 Amino Acids, Peptides, and Proteins 636-47-5 (Distamycin A); 132244-47-4; 287734-07-0 Role: PAC (Pharmacological activity), BIOL (Biological study) (prepn. of alpha -bromoacryloyl lexitropsin conjugates, their human antitumor activity, and structure-activity relationship); 870476-34-9P; 870476-35-0P; 870476-36-1P; 870476-37-2P; 870476-38-3P; 870476-39-4P; 870476-40-7P; 870476-41-8P; 870476-42-9P Role: PAC (Pharmacological activity), SPN (Synthetic preparation), BIOL (Biological study), PREP (Preparation) (prepn. of alpha -bromoacryloyl lexitropsin conjugates, their human antitumor activity, and structure-activity relationship); 207845-97-4; 245358-71-8; 561318-70-5; 870476-43-0; 870476-44-1; 870476-45-2 Role: RCT (Reactant), RACT (Reactant or reagent) (prepn. of alpha -bromoacryloyl lexitropsin conjugates, their human antitumor activity, and structure-activity relationship) | ||||
| Institutions: | Chemistry and Pharmacy > Institute of Pharmacy > Pharmaceutical Biology (Prof. Heilmann) | ||||
| Identification Number: |
| ||||
| Keywords: | Structure-activity relationship (antitumor prepn. of alpha -bromoacryloyl lexitropsin conjugates, their antitumor activity, and structure-activity relationship) Antitumor agents Cytotoxicity Leukemia (prepn. of alpha -bromoacryloyl lexitropsin conjugates, their antitumor activity, and structure-activity relationship) Human (prepn. of alpha -bromoacryloyl lexitropsin conjugates, their human antitumor activity, and structure-activity relationship) bromoacryloyl lexitropsin conjugate prepn antitumor structure activity lexitropsin heterocyclic benzoheterocyclic bromoacryloyl prepn antitumor structure activity human antitumor lexitropsin bromoacryloyl structure activity | ||||
| Dewey Decimal Classification: | 500 Science > 570 Life sciences 500 Science > 540 Chemistry & allied sciences | ||||
| Status: | Published | ||||
| Refereed: | Yes, this version has been refereed | ||||
| Created at the University of Regensburg: | Yes | ||||
| Item ID: | 17226 |
Abstract
The design, synthesis and biol. evaluation of lexitropsins bearing mixed heterocyclic and benzoheterocyclic moieties and tethered to an alpha-bromo acrylic moiety acting as alkylating moiety are reported, and structure-activity relationships detd. For example, indolecarboxylic acid I reacted with pyrrole deriv. II to give analog III (X = Y = CH, Z = NMe) in 63% yield. With respect to ...
Abstract
The design, synthesis and biol. evaluation of lexitropsins bearing mixed heterocyclic and benzoheterocyclic moieties and tethered to an alpha-bromo acrylic moiety acting as alkylating moiety are reported, and structure-activity relationships detd. For example, indolecarboxylic acid I reacted with pyrrole deriv. II to give analog III (X = Y = CH, Z = NMe) in 63% yield. With respect to antiproliferative activity against L1210 and K562 cells, III (X = H, Y = CH, Z = NMe; X = CH, Y = H, Z = NMe) showed the greatest potency, while III (X = Y = CH, Z = NMe, O) exhibit the lowest activity. Among the synthesized compds. III (X = CH, Y = H, Z = NMe) was found to be the most potent member of this class and it is 70-fold more active than the bis-pyrrole counterpart against L1210 cell line. In addn., the cytotoxicity of derivs. III against KB cells and the influence of different glutathione (GSH) concns. on the cytotoxic effects was also investigated.
Metadata last modified: 24 May 2018 12:16
Owner only: item control page
Altmetric