128995-99-3Relevant articles and documents
Synthesis and biological activity of (±)-7,3′,4′-trihydroxyhomoisoflavan and its analogs
Noshita, Toshiro,Fujita, Kentaro,Koga, Takeru,Ouchi, Hidekazu,Tai, Akihiro
, (2020/11/13)
Acetylcholinesterase (AChE) inhibitors and neurite outgrowth promoters are thought to alleviate the symptoms of degenerative brain disorders, such as Alzheimer's disease. We designed and synthesized a series of homoisoflavonoids based on the structure of natural homoisoflavan isolated from Dracaena cambodiana dragon's blood. The homoisoflavonoids were then evaluated as AChE inhibitors and neurite outgrowth promoters. The catechol structure of the homoisoflavan B rings was important for AChE inhibition, and some of the homoisoflavonoids significantly promoted neurite outgrowth induced by nerve growth factor (NGF).
Synthesis and insight into the structure-activity relationships of chalcones as antimalarial agents
Tadigoppula, Narender,Korthikunta, Venkateswarlu,Gupta, Shweta,Kancharla, Papireddy,Khaliq, Tanvir,Soni, Awakash,Srivastava, Rajeev Kumar,Srivastava, Kumkum,Puri, Sunil Kumar,Raju, Kanumuri Siva Rama,Wahajuddin,Sijwali, Puran Singh,Kumar, Vikash,Mohammad, Imran Siddiqi
, p. 31 - 45 (2013/02/25)
Licochalcone A (I), isolated from the roots of Chinese licorice, is the most promising antimalarial compound reported so far. In continuation of our drug discovery program, we isolated two similar chalcones, medicagenin (II) and munchiwarin (III), from Crotalaria medicagenia, which exhibited antimalarial activity against Plasmodium falciparum. A library of 88 chalcones were synthesized and evaluated for their in vitro antimalarial activity. Among these, 67, 68, 74, 77, and 78 exhibited good in vitro antimalarial activity against P. falciparum strains 3D7 and K1 with low cytotoxicity. These chalcones also showed reduction in parasitemia and increased survival time of Swiss mice infected with Plasmodium yoelii (strain N-67). Pharmacokinetic studies indicated that low oral bioavailability due to poor ADME properties. Molecular docking studies revealed the binding orientation of these inhibitors in active sites of falcipain-2 (FP-2) enzyme. Compounds 67, 68, and 78 showed modest inhibitory activity against the major hemoglobin degrading cysteine protease FP-2.
A convenient and biogenetic type synthesis of few naturally occurring chromeno dihydrochalcones and their in vitro antileishmanial activity
Narender, Tadigoppula,Shweta,Gupta, Suman
, p. 3913 - 3916 (2007/10/03)
2′,2′-Dimethyl chromeno dihydrochalcones are very rare in nature as plant secondary metabolites. Recently we have reported three such compounds from the plant Crotalaria ramosissima. Chromeno dihydrochalcones contain a 2′,2′-dimethyl benzopyran system, which are frequently encountered in many natural products and exhibit a variety of biological activities. We here report the strategy to conveniently synthesize naturally occurring chromeno dihydrochalcones by biogenetic type pyridine or Amberlyst-15 catalyzed chromenylation of dihydrochalcones and in vitro antileishmanial activity of chromeno dihydrochalcones and their intermediates.
