In the course of structure-activity relationship studies, diversely substituted 1-(beta- d-acetylatedglucopyranosyl)isoindigo derivatives were prepared from indolines. New 7'-azaisoindigo analogues were also synthesized by coupling a glycosylated isatine and a 7-azaindolin-2-one derivative. Compounds containing a 7'-azaisoindigo framework have never been described before. To get an insight into the substitution pattern required for the best biological potencies, their antiproliferative activities were evaluated toward a human buccal carcinoma cell line (KB) and two human myeloid leukaemia cell lines (K562, HL60).

In the course of structure-activity relationship studies, diversely substituted 1-(beta-D-glucopyranosyl)-isoindigo derivatives were prepared from commercially available indolines. Their antiproliferative activities were evaluated toward a panel of human solid cancer cell lines (PC 3, DLD-1, MCF-7, M4Beu, A549, PA 1), a murine cell line (L929) and a human fibroblast primary culture to get an insight into the substitution pattern required for the best biological potencies.

In the course of studies on the preparation of potential kinase inhibitors, we were interested in the synthesis of diversely substituted glycosyl-isoindigo derivatives. To get an insight into the effect of the substitution pattern of the isoindigo aromatic and carbohydrate moieties on the biological activities and to identify the cellular target(s) involved in the in-vitro antiproliferative activity of these derivatives, their inhibitory activities toward a panel of 10 different kinases were examined. The best inhibitory activities were found toward cyclin-dependent kinase 2/cyclin A. Molecular modelling experiments were carried out to investigate the binding interactions between the active site of cyclin-dependent kinase 2 and the lead compound of this series.

The synthesis of indolin-2-one derivatives substituted in the 3-position by an aminomethylene group bearing either an ornithine or a lysine residue is described. The inhibitory activities of these compounds toward a panel of eight kinases were examined. Furthermore, the antibacterial activities of the prepared compounds were tested against two Gram-positive bacteria Bacillus cereus and Streptomyces chartreusis, a Gram-negative bacterium Escherichia coli and a yeast Candida albicans.

In the course of structure-activity relationship studies we were interested in the synthesis of isoindigo and 7′-azaisoindigo derivatives substituted at the N-1 position by a 1-(2,3,4,6-tetra-O-acetyl-β-dglucopyranosyl), at the 5′-position by various chains introduced by Sonogashira cross-coupling and substituted or not at the 5-position by a bromine atom. To get an insight into the substitution pattern required for the best biological potencies, their kinase inhibitory potencies and their in vitro antiproliferative activities were evaluated. The derivatives were tested toward four protein kinases (CDK5/p25, GSK3, CK1, Dyrk1A) and their in vitro antiproliferative activity was tested against two human myeloid leukaemia cell lines (K562 and HL60).

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Malaria, Chagas Disease, Leishmaniasis and Human African Trypanosomiasis). -New indigoid derivatives bearing an acetylated sugar residue are synthesized and evaluated for their antiparasitic activity. Derivative (Ic) and two previously described analogues (Ia) and (Ib) show interesting inhibitory potencies against pathogenic protozoa with good selectivity indices. -(BOUCHIKHI, F.; ANIZON, F.; BRUN, R.; MOREAU*, P.; Bioorg. Med. Chem. Lett. 21 (2011) 21, 6319-6321, http://dx.doi.org/10.1016/j.bmcl.2011.08.116 ; Lab. Synth. Etud. Syst. Interet Biol., Univ. Clermont 1, F-63001 Clermont-Ferrand, Fr.; Eng.) -H. Toeppel

S y n t h e s i s o f a N e w P y r r o l o p y r i d o i n d o l e a n d I t s R e g i o i s o m e r Abstract: The synthesis of a new pyrrolopyridoindole was carried out according to two different synthetic pathways. Thus, the preparation of this new tetracyclic pyrrolopyridoindole and its pyrrolopyridobenzimidazole regioisomer was achieved via thermolysis of a 1-(7-azaindolyl)benzotriazole intermediate.