290820-48-3Relevant articles and documents
Novel multifunctional dopamine D2/D3receptors agonists with potential neuroprotection and anti-alpha synuclein protein aggregation properties
Luo, Dan,Sharma, Horrick,Yedlapudi, Deepthi,Antonio, Tamara,Reith, Maarten E.A.,Dutta, Aloke K.
, p. 5088 - 5102 (2016/10/22)
Our ongoing drug development endeavor to design compounds for symptomatic and neuroprotective treatment of Parkinson's disease (PD) led us to carry out a structure activity relationship study based on dopamine agonists pramipexole and 5-OHDPAT. Our goal was to incorporate structural elements in these agonists in a way to preserve their agonist activity while producing inhibitory activity against aggregation of α-synuclein protein. In our design we appended various catechol and related phenol derivatives to the parent agonists via different linker lengths. Structural optimization led to development of several potent agonists among which (?)-8a, (?)-14 and (?)-20 exhibited potent neuroprotective properties in a cellular PD model involving neurotoxin 6-OHDA. The lead compounds (?)-8a and (?)-14 were able to modulate aggregation of α-synuclein protein efficiently. Finally, in an in vivo PD animal model, compound (?)-8a exhibited efficacious anti-parkinsonian effect.
Synthesis of new avenalumic carboxamide derivatives in the ferulic series
Bazin, Marc-Antoine,Kihel, Laila El,Jouanne, Marie,Lancelot, Jean-Charles,Rault, Sylvain
experimental part, p. 3947 - 3959 (2009/04/11)
A seven-step synthesis of (2E,4E)-5-[4-hydroxy-3-methoxyphenyl]penta-2,4- dienoic acid from ferulic acid was developed. The use of a natural by-product found in rice bran as a raw material provided the ferulic acid vinylogous in an overall high yield. This compound will be useful for the preparation of a wide variety of avenalumic carboxamide derivatives. Copyright Taylor & Francis Group, LLC.