Synthesis, Characterization, and Anti-amoebic Screening of Core-Modified 5,20-Bis{2-{[(alkyl)(alkyl′)amino]methyl}ferrocen-1-yl}-10,15-diphenyl-21,23-dithiaporphyrin (=1,1″-(10,15-Diphenyl-21,23-dithiaporphine-5,20-diyl)bis[2-{[(alkyl)(alkyl′)amino]methyl}ferrocene]) Derivatives
✍ Scribed by Abdul R. Bhat; Asif I. Bhat; Fareeda Athar; Amir Azam
- Book ID
- 102257750
- Publisher
- John Wiley and Sons
- Year
- 2009
- Tongue
- German
- Weight
- 237 KB
- Volume
- 92
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Abstract
The synthesis of the first bis‐ferrocenyl‐substituted core‐modified porphyrins, 5,20‐bis{2‐{[(alkyl)(alkyl′)amino]methyl}ferrocen‐1‐yl}‐10,15‐diphenyl‐21,23‐dithiaporphyrin derivatives 6a–6j, via a multistep route is reported (Schemes 1, 2, and 4). The synthesis was carried out through acid‐catalyzed (BF~3~⋅Et~2~O) condensation of 1,1″‐[thiophene‐2,5‐diylbis(hydroxymethyl)]bis[2‐{[(alkyl)(alkyl′)amino]methyl}ferrocenes] 4a–4j with 2,2′‐[thiophene‐2,5‐diylbis(phenylmethylene)]bis[1__H__‐pyrrole] (5b) in presence of 2,3‐dichloro‐5,6‐dicyano‐1,4‐benzoquinone (=4,5‐dichloro‐3,6‐dioxocyclohexa‐1,4‐diene‐1,2‐dicarbonitrile; DDQ). Characterization of the compounds was done at each step by means of various spectroscopic techniques. The final compounds were screened for in vitro anti‐amoebic activity against the strain HM1 : IMSS of E. histolytica (Table 2).