Natural products in combinatorial chemistry: an andrographolide-based library.
The generation of a natural-product-based library starting from andrographolide is described. Utilizing andrographolide itself in parallel solution-phase synthesis leads to a 360-membered library. The initial transformation of the starting material via ozonolysis is followed by the conversion into a suitable template by introduction of a thiazole moiety. Subsequent decoration at two points of diversity yields the desired natural product derivatives. The selection of actually synthesized compounds is based on a virtually generated library and the assessment of its members with respect to physicochemical parameters, thus ensuring pharmacological relevance of the compounds.
Mang
Christian
C
Analyticon Discovery GmbH, Hermannswerder Haus 17, 14473 Potsdam, Germany. c.mang@ac-discovery.com
Jakupovic
Sven
S
Schunk
Stefan
S
Ambrosi
Horst-Dieter
HD
Schwarz
Oliver
O
Jakupovic
Jasmin
J
D001688:Biological Products / Q000138:chemical synthesis*; D020650:Combinatorial Chemistry Techniques / Q000379:methods*; D004224:Diterpenes / Q000737:chemistry*; D007202:Indicators and Reagents; D008958:Models, Molecular
D001688:Biological Products; D004224:Diterpenes; D007202:Indicators and Reagents; C030419:andrographolide