Synthesis of Granulatimide Positional Analogues.

Synthesis of granulatimide positional analogues.

The Stille coupling reaction of the stannylindole 13 with the 5-iodoimidazole derivative 14 (or 27) in the presence of PdCl(2)(PPh(3))(2) gave the corresponding indole-imidazole coupling product 15 (or 28), thereby affording a synthetic approach to 10-methylgranulatimide (7), 15-methylgranulatimide (11), and 10, 15-dimethylgranulatimide (12), as well as 10-methylisogranulatimide B (5).

Bis-imide granulatimide analogues as potent Checkpoint 1 kinase inhibitors.

Granulatimide and isogranulatimide, natural products isolated from an ascidian, were found to be abrogators of the cell cycle G2-M phase checkpoint by inhibition of Checkpoint 1 kinase (Chk1). In the course of structure-activity relationship studies on granulatimide analogues, we have synthesized a series of bis-imides, in which the imidazole moiety was replaced by an imide heterocycle. Various...

New synthetic route to granulatimide and its structural analogues.

The Stille coupling reaction of stannylindole 12 with 4-iodoimidazole 13 (or 24) in the presence of PdCl(2)(PPh(3))(2) gave the corresponding indole-imidazole coupling product 14 (or 25), thereby affording a new synthetic approach to the alkaloid granulatimide (7), isolated from the Brazilian ascidian Didemnum granulatum, as well as its structural analogues, 10-methylgranulatimide (23), 17-meth...

Chemical Synthesis of Nucleoside Analogues Chemical Synthesis of Nucleoside Analogues

ATTEMPTED SYNTHESIS OF QUINONEMETHINE DERIVATIVE OF NOCARDICIN A ANALOGUES

The synthesis of some 13-lactams is described. 'The electronic activation of monocyclic B-lactams provided by a quinonemethine function was found to instabilize the 13-lactam ring toward nucleophilic: attack by water