- A new glycociamidine ring precursor: Syntheses of (Z)-hymenialdisine, (Z)-2-debromohymenialdisine, and (±)-endo-2-debromohymenialdisine
-
(Chemical Equation Presented) The synthesis of the C11H 5 marine sponge alkaloids, (Z)-hymenialdisine and (Z)-2-debromohymenialdisine, is described. A key step was the condensation between aldisine or its monobromo derivative and a n
- Papeo, Gianluca,Posteri, Helena,Borghi, Daniela,Varasi, Mario
-
p. 5641 - 5644
(2007/10/03)
-
- Inhibitors of glycogen synthase kinase-3 (gsk-3) for treating glaucoma
-
The use of inhibitors of GSK-3 useful for treating glaucoma is disclosed.
- -
-
-
- Synthetic method of hymenialdisine and its derivatives and their synthetic intermediates, and those synthetic intermediates
-
The present invention provides hymenialdisine or its derivatives having the formula (I): STR1 wherein X 1 is a halogen atom or a hydrogen atom and a process for production of the same. Further, synthetic intermediates are included in the invention. Hymenialdisine and its derivatives have inhibitory effects against protein kinase C and can be expected to have applications as a drug for the treatment of conditions where it is believed the activation of protein kinase C is involved.
- -
-
-
- Synthesis of C11N5 Marine Sponge Alkaloids: (±)-Hymenin, Stevensine, Hymenialdisine, and Debromohymenialdisine
-
The synthesis of C11N5 marine sponge alkaloids (±)-hymenin (1), stevensine (2), hymenialdisine (3), and debromohymenialdisine (4) is described. These natural products are the primary family members of the sponge metabolites that contain a fused pyrrolo[2,3-c]azepin-8-one ring system with either a 2-aminoimidazole (AI) or glycocyamidine appendage. The key steps in the synthesis centered around the generation of novel azafulvenium ions and their regioselective heterodimerization with AI in order to create the tricyclic core. A rarely used protodebromination/oxidation strategy was employed to selectively generate the desired α-bromo substitution pattern seen in hymenialdisine (3). In addition, the AI moiety was shown to be a useful precursor to the glycocyamidine unit found in 3 and 4, which suggests that AI-derived natural products may be the biogenic forerunners to glycocyamidine metabolites.
- Xu, Ying-Zi,Yakushijin, Kenichi,Horne, David A.
-
p. 456 - 464
(2007/10/03)
-
- Total Syntheses of Hymenialdisine and Debromohymenialdisine: Stereospecific Construction of the 2-Amino-4-Oxo-2-Imidazolin-5(Z)-Disubstituted Ylidene Ring System
-
The first total synthesis of hymenialdisine (1a) and debromohymenialdisine (1b) was achieved via a novel stereospecific construction of the 2-amino-4-oxo-2-imidazoline-5(Z)-disubstituted ylidine ring system.
- Annoura, Hirokazu,Tatsuoka, Toshio
-
p. 413 - 416
(2007/10/02)
-
