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Organotin (IV) derivative of Piperic acid and Phenylthioacetic acid: Synthesis, Crystal structure, Spectroscopic characterizations and Biological activities


 
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1. Title Title of document Organotin (IV) derivative of Piperic acid and Phenylthioacetic acid: Synthesis, Crystal structure, Spectroscopic characterizations and Biological activities
 
2. Creator Author's name, affiliation, country M. Dahmani; Laboratory of Organic Chemistry, Macromolecular and Natural Products, Team biorganique and organometallic unit associated with the CNRST (URAC25), University Mohammed 1, Faculty of Science, BP 717, 60000 Oujda, Morocco.; Morocco
 
2. Creator Author's name, affiliation, country A. Ettouhami; Laboratory of Organic Chemistry, Macromolecular and Natural Products, Team biorganique and organometallic unit associated with the CNRST (URAC25), University Mohammed 1, Faculty of Science, BP 717, 60000 Oujda, Morocco.; Morocco
 
2. Creator Author's name, affiliation, country B. El Bali
 
2. Creator Author's name, affiliation, country A. Yahyi
 
2. Creator Author's name, affiliation, country C. Wilson
 
2. Creator Author's name, affiliation, country K. Ullah
 
2. Creator Author's name, affiliation, country I. Rehan
 
2. Creator Author's name, affiliation, country S. Ullah
 
2. Creator Author's name, affiliation, country W. Sheeba
 
2. Creator Author's name, affiliation, country F. Arshad
 
2. Creator Author's name, affiliation, country H. Elmsellem; Morocco
 
3. Subject Discipline(s)
 
3. Subject Keyword(s) Organotin; Carboxylic acids; Piperic acid; Synthesis; Spectroscopy; X-ray crystallography; Cell lines
 
4. Description Abstract

Three new organotin (IV) derivatives have been prepared from piperic and phenylthio acetic acids, the former is obtained by hydrolysis of piperine, which is extracted from black pepper. The three complexes {[n-Bu2SnO2C-(CH=CH)2-C7H5O2]2O}2 1, {[n-Bu2SnO2C-CH2-S-C6H4]2O}2 2, and [Ph3SnO2C-(CH=CH)2-C7H5O2]n3, have been characterized by IR, 1H and 13C NMR spectroscopic techniques. Single crystal diffraction studies were made to determine the structures of the three compounds 1, 2 and 3. Compounds 1 and 2 crystallize in the triclinic system (P\-1), and the respective cell parameters (Å, °) [a = 10.4427 (19), b = 12.881 (2), c= 15.991 (3), a= 76.840 (7), b= 85.130 (6), g= 87.278 (6), and [a = 12.237 (3),  b = 12.580 (3),  c= 13.507 (3), a= 91.146 (8),  b= 104.916 (8), g= 111.307 (8)]. Compound 3 crystallizes in the Monoclinic system (P21/c) with the cell parameters (Å, °) [a= 12.982 (3), b= 11.282 (2), c= 18.528 (4) and b (°) = 108.572 (7)]. The title compounds were evaluated for their biological activities against a range of cancer cell lines (BT-474, MDA-MB-231, AU565), Chronic myeloid leukemia cell line (K562), Lung cancer cell line (H460) and normal cell line 3T3 mouse fibroblast. Especially complexes 1 and 3 (derivatives of the piperic acid), i.e. Pipericcarboxylate triphenyltin [Ph3SnO2C-(CH=CH) 2-C7H5O2]n and {[n-Bu2SnO2C-(CH=CH)2-C7H5O2]2O}2 were most active against all cancer cell lines. These compounds were also active against 3T3 normal cell line, but the IC50 values were high as compared to cancer cell lines.

 
5. Publisher Organizing agency, location
 
6. Contributor Sponsor(s)
 
7. Date (YYYY-MM-DD) 01-02-2020
 
8. Type Status & genre Peer-reviewed Article
 
8. Type Type
 
9. Format File format PDF
 
10. Identifier Uniform Resource Identifier https://revues.imist.ma/index.php/morjchem/article/view/17762
 
10. Identifier Digital Object Identifier (DOI) https://doi.org/10.48317/IMIST.PRSM/morjchem-v8i1.17762
 
11. Source Title; vol., no. (year) Moroccan Journal of Chemistry; Vol 8, No 1 (2020)
 
12. Language English=en en
 
13. Relation Supp. Files
 
14. Coverage Geo-spatial location, chronological period, research sample (gender, age, etc.)
 
15. Rights Copyright and permissions Copyright (c) 2019 Moroccan Journal of Chemistry