Synthesis of pyrrolo[2,1-c][1,4]benzodiazepines and their conjugates by azido reductive cyclization strategy as potential DNA-binding agents
Synthesis of pyrrolo[2,1-c][1,4]benzodiazepines via azido reductive cyclization process employing FeCl3-NaI reagent system. This methodology has been extended for the preparation of new nicotinamido- pyrrolobenzodiazepine hybrids linked through piperazino-alkane-oxy spacers that exhibit good DNA binding affinity.
Kamal, Ahmed,Babu, A. Hari,Ramana, A. Venkata,Ramana, K. Venkata,Bharathi, E. Vijaya,Kumar, M. Shiva
p. 2621 - 2623
(2007/10/03)
Synthesis of DNA-interactive pyrrolo[2,1-c][1,4]benzodiazepines by employing polymer-supported reagents: Preparation of DC-81
Polymer-supported reagents have been utilized for the generation of combinatorial library of substituted pyrrolo[2,1-c][1,4]benzodiazepine derivatives that provides a clean and efficient preparation and does not require conventional purification techniques like chromatography. This methodology involves intra molecular aza-Wittig reaction and has been extended for the synthesis of the natural product DC-81 in good overall yields.
Kamal, Ahmed,Reddy, K. Laxma,Devaiah,Shankaraiah
p. 2533 - 2536
(2007/10/03)
Simple and facile reduction of azides to amines: Synthesis of DNA interactive pyrrolo[2,1-c][1,4]benzodiazepines
The reduction of aromatic azido compounds to the corresponding amines with hydriodic acid has been investigated and found to result in high yields. This reductive methodology which proceeds under non refluxing condition has been extended for the synthesis of DNA-interactive pyrrolo[2,1-c][1,4] benzodiazepine antibiotics.
Kamal, Ahmed,Reddy,Reddy, D.Rajasekhar
p. 6629 - 6631
(2007/10/03)
An efficient reduction of azides to amines: Synthesis of DNA interactive pyrrolo[2, 1-c][1,4]benzodiazepines
Reaction of a variety of azido compounds with FeSO4·7H2O/NH3 results in quantitative yields of the corresponding amino compounds. This reductive methodology has been extended towards the synthesis of pyrrolo[2,1-c][1,4]benzodiazepine antibiotics. (C) 2000 Elsevier Science Ltd.
Kamal,Laxman,Arifuddin
p. 7743 - 7746
(2007/10/03)
Synthesis of pyrrolo[2,1-c][1,4]benzodiazepines via reductive cyclization of ω-Azido carbonyl compounds by TMSI: An efficient preparation of antibiotic DC-81 and its dimers
ω-Azido carbonyl compounds on reaction with trimethylsilyl iodide (in situ prepared from TMSCI/NaI) led to the formation of diazepine imines in good yields under mild conditions. This methodology has been applied to the parent unsubstituted pyrrolobenzodiazepine, the natural product DC-81 and its dimers. (C) 2000 Elsevier Science Ltd.
Kamal, Ahmed,Laxman,Laxman,Venugopal Rao
p. 2311 - 2313
(2007/10/03)
Novel biocatalytic reduction of aryl azides: Chemoenzymatic synthesis of pyrrolo[2,1-c][1,4]benzodiazepine antibiotics
The chemoselective reduction of aryl azides to aryl amines, and the synthesis of the imine-containing pyrrolo[2,1-c][1-4]benzodiazepine DNA-binding antitumour antibiotics by selective biocatalytic reductive cyclization of azido aldehydes, has been achieved by employing baker's yeast.
Kamal, Ahmed,Damayanthi,Reddy, B. S. Narayan,Lakminarayana,Reddy, B. S. Praveen
p. 1015 - 1016
(2007/10/03)
Synthesis of pyrrolo[2,1-c][1,4]benzodiazepine antibiotics via azido reductive cyclization with HMDST
A new facile synthesis of pyrrolo[2,1-c][1,4]benzodiazepine (PBD) ring system has been achieved by reductive cyclization of the azide employing hexamethyldisilathiane (HMDST). The parent unsubstituted PBD and the natural product DC-81 have also been prepared in good overall yields.