Novel B-ring modified allocolchicinoids of the NCME series: design, synthesis, antimicrotubule activity and cytotoxicity

Ligands of the colchicine site of tubulin: A common pharmacophore and new structural classes

“…11,12 Assumptions that only the rings A and C are involved in binding of colchicine to tubulin, which were made based on the above fact, were confirmed also by newer results of simulation. The ring B ensures conformational rigidity of the system consisting of the rings A and C.…”

An Overview of Syntheses of Apogalanthamine Analogues and 7‐Aza Derivatives of Steganacin and Steganone

“…In view of developing hitherto unknown B-ring-modified allocolchicinoids, Seitz and coworkers [40] have elaborated the syntheses of novel variants of the highly potent (-)-Nacetylcolchinol O-methyl ether (NCME), which included novel eight-membered B-ring (N-shifted) apogalanthamine analogues (see also Figure 4 and the approach of Van der Eycken and coworkers in Scheme 22). The authors generated the target molecules by extending the seven-membered B-ring to novel semisynthetic variations which are the eightmembered ring analogues.…”

Friedel-Crafts chemistry: Part 41. A new facile synthesis of indeno[1,2-c] pyrazoles, 2H-benzo[g]indazoles and benzo[6,7]cyclohepta[1,2-c]pyrazoles via Friedel-Crafts ring closures

“…Among different condensed pyrazoles polycycles, indeno [1,2-c]pyrazole (1) [37,38], 2H-benzo[g]indazole (2) [39][40][41] and benzo [6,7]cyclohepta [1,2-c]pyrazole (3) [42] derivatives ( Figure 1) are such molecules which have unique nitrogen-containing tricyclic structures are known to exert biological activities in many active pharmaceutical ingredients [43,44].…”