85856-40-2Relevant articles and documents
Monoenomycin: A simplified trienomycin A analogue that manifests anticancer activity
Brandt, Gary E. L.,Blagg, Brian S. J.
supporting information; experimental part, p. 735 - 740 (2011/12/02)
Macrocyclic natural products are a powerful class of leadlike chemical entities. Despite commonly violating Lipinski's "rule of 5", these compounds often demonstrate superior druglike physicochemical and pharmacokinetic attributes when compared to their acyclic counterparts. However, the elaborate structural architectures of such molecules require rigorous synthetic investigation that complicates analogue development and their application to drug discovery programs. To circumvent these limitations, a conformation-based approach using limited structure-activity relationships and molecular modeling was implemented to design simplified analogues of trienomycin A, in which the corresponding analogues could be prepared in a succinct manner to rapidly identify essential structural components necessary for biological activity. Trienomycin A is a member of the ansamycin family of natural products that possesses potent anticancer activity. These studies revealed a novel trienomycin A analogue, monoenomycin, which manifests potent anticancer activity.
N-Acylphenylalanines and Related Compounds. A New Class of Oral Hypoglycemic Agents
Shinkai, Hisashi,Toi, Koji,Kumashiro, Izumi,Seto, Yoshiko,Fukuma, Mariko,et al.
, p. 2092 - 2097 (2007/10/02)
N-Benzoyl-DL-phenylalanine (1) was found to possess hypoglycemic activity.A series of the analogues of compound 1 were prepared and evaluated for their blood glucose lowering activity.Both the steric effects of the phenylalanine moiety and the effects of variations in the acyl moiety were investigated.This study elucidated some of the structure-activity relationships and led to the development of N-(4-ethylbenzoyl)-D-phenylalanine (34), which was 50 times more potent than the initial compound 1.
