Document Detail


Invariom structure refinement, electrostatic potential and toxicity of 4-O-methylalpinumisoflavone, O,O-dimethylalpinumisoflavone and 5-O-methyl-4-O-(3-methylbut-2-en-1-yl)alpinumisoflavone.
MedLine Citation:
PMID:  16983165     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
The accurate X-ray single-crystal structures of the isoflavone compounds 4-O-methylalpinumisoflavone, O,O-dimethylalpinumisoflavone and 5-O-methyl-4-O-(3-methylbut-2-en-1-yl)alpinumisoflavone {alpinumisoflavone = 5-hydroxy-7-(4-hydroxyphenyl)-2,2-dimethyl-2H,6H-benzo[1,2-b:5,4-b']dipyran-6-one} from data sets measured at cryogenic temperature have been obtained from invariom modelling using theoretically predicted Hansen and Coppens multipole-model form factors, which describe the aspherical electron density distribution. Molecular dipole moments and electrostatic potentials obtained from invariom modelling are discussed and compared with results from ab initio theoretical calculations. All three studied compounds are solvent extracts of root bark or seed powder of Millettia thonningii (leguminosae), a plant molluscicide and cercaricide used in Franco West Africa as medication against various diseases. The compounds' toxicities to brine shrimp have been determined and their different potencies tentatively related to conformation differences, intramolecular contacts, dipole moments and electrostatic potential features.
Authors:
Robert Kingsford-Adaboh; Birger Dittrich; Christian B Hübschle; Winfred S K Gbewonyo; Hideki Okamoto; Masaro Kimura; Hiroyuki Ishida
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2006-09-18
Journal Detail:
Title:  Acta crystallographica. Section B, Structural science     Volume:  62     ISSN:  0108-7681     ISO Abbreviation:  Acta Crystallogr., B     Publication Date:  2006 Oct 
Date Detail:
Created Date:  2006-09-19     Completed Date:  2007-05-22     Revised Date:  2008-11-21    
Medline Journal Info:
Nlm Unique ID:  8403252     Medline TA:  Acta Crystallogr B     Country:  Denmark    
Other Details:
Languages:  eng     Pagination:  843-9     Citation Subset:  IM    
Affiliation:
Department of Chemistry, University of Ghana, LG 56 Legon, Accra, Ghana. kadabohs@ug.edu.gh
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MeSH Terms
Descriptor/Qualifier:
Animals
Artemia / drug effects
Crystallography, X-Ray
Isoflavones / chemistry*,  toxicity*
Millettia / chemistry
Models, Molecular
Molecular Structure
Plant Extracts / chemistry,  toxicity
Static Electricity
Chemical
Reg. No./Substance:
0/Isoflavones; 0/Plant Extracts; 34086-50-5/alpinumisoflavone

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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