| Selenium-sulfur analogues. 1. Synthesis and biochemical evaluation of selenotetramisole. | |
| | |
MedLine Citation:
|
PMID: 566327 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
|
(+/-)-2,3,5,6-Tetrahydro-6-phenylimidazo[2,1-b]selenazole (1-selenotetramisole) was prepared from 2-aminoselenazoline in a three-step synthetic sequence. Resolution with d-10-camphorsulfonic acid yielded the optical isomers which were compared with (+)- and (-)-tetramisole as inhibitors of alkaline phosphatase isoenzymes. At 8.7 X 10(-5) M the (-) isomer of both tetramisole and 1-selenotetramisole produced significant inhibition of bovine liver and placental isoenzymes but not of calf intestinal or human placental isoenzymes. The (+) isomers demonstrated no inhibition at these concentrations. The similarity in inhibitory activity of the (-) isomers indicates the virtual interchangeability of selenium for sulfur in the thiazolidine ring of the parent drug and the likelihood that 75Se-radiolabeled selenotetramisole can provide an in vivo tracer to tetramisole biodistribution. |
| | |
Authors:
|
R N Hanson; R W Giese; M A Davis; S M Costello |
Related Documents
:
|
2589217 - Osteoclast biology in the osteopetrotic (op) rat. 10188367 - Melanosomes of retinal pigment epithelium--distribution, shape, and acid phosphatase ac... 18679777 - Simvastatin inducing pc3 prostate cancer cell necrosis mediated by calcineurin and mito... 9821687 - An arabidopsis mutant missing one acid phosphatase isoform. 7965217 - Abnormal fatty acid composition of lymphocytes of biotin-deficient rats. 8209917 - Abnormal bile acids in the smith-lemli-opitz syndrome. |
Publication Detail:
|
Type: In Vitro; Journal Article; Research Support, U.S. Gov't, Non-P.H.S.; Research Support, U.S. Gov't, P.H.S. |
Journal Detail:
|
Title: Journal of medicinal chemistry Volume: 21 ISSN: 0022-2623 ISO Abbreviation: J. Med. Chem. Publication Date: 1978 May |
Date Detail:
|
Created Date: 1978-08-14 Completed Date: 1978-08-14 Revised Date: 2006-11-15 |
Medline Journal Info:
|
Nlm Unique ID: 9716531 Medline TA: J Med Chem Country: UNITED STATES |
Other Details:
|
Languages: eng Pagination: 496-8 Citation Subset: IM |
Export Citation:
|
APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
|
Alkaline Phosphatase
/
antagonists & inhibitors Animals Cattle Humans Isoenzymes / antagonists & inhibitors Selenium Stereoisomerism Tetramisole / analogs & derivatives*, chemical synthesis, pharmacology |
| Chemical | |
Reg. No./Substance:
|
0/Isoenzymes; 5036-02-2/Tetramisole; 7782-49-2/Selenium; EC 3.1.3.1/Alkaline Phosphatase |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
Previous Document: Ultrastructure of the genus Schizoplasmodiopsis (Protostelia).
Next Document: Urethral infection of chimpanzees by Ureaplasma urealyticum.