290820-47-2Relevant academic research and scientific papers
Modular synthesis of (E)-cinnamaldehydes directly from allylarenes via a metal-free DDQ-mediated oxidative process
Xu, Ting-Ting,Jiang, Tao-Shan,Han, Xiao-Lan,Xu, Yuan-Hong,Qiao, Jin-Ping
, p. 5350 - 5358 (2018/08/03)
An efficient synthesis of (E)-cinnamaldehydes by a metal-free DDQ-mediated oxidative transformation of allylarenes was developed. The protocol provides a practical method to prepare diverse (E)-cinnamaldehydes with broad functional group tolerance in good to excellent yields, including easy access to natural products randainal and geranyloxy sinapyl aldehyde from plant extracts. Finally, the mechanism of a single-electron transfer process was proposed.
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.
NEUROPROTECTIVE AGENTS FOR TREATMENT OF NEURODEGENERATIVE DISEASES
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, (2014/06/23)
A compound having formula I is useful for treating a neurodegenerative disease: I, R1 is an C1-12 organyl group; is a C1-12 heterocyclic ring system containing 5 to 12 ring atoms and up to three heteroatoms individually selected from the group consisting of N, O, S, and Se; R2 are C1-12 organyl groups; R7, R8 are each independently, hydrogen (H), hydroxyl, oxo (i.e., carbonyl), C1-8 alkyl, C1-8 alkoxyl, C2-8 alkenyl, C2-10 alkynyl, C5-7 cycloalkyl, C5-7 cycloalkenyl, halo, C1-4 aldehyde, or -NR4q where R4 is H, C1-8 alkyl, C2-8 alkenyl, C4-8 cycloalkyl, C4-8 cycloalkenyl, or C6-10 aryl; o is 0, 1, 2, 3, or 4; A is a C6-12 aryl group, C5-12 heteroaryl group, or an optionally substituted 3-hydroxypyridin- 4(1H)-one; p is an integer from 1 to 6; and Zm is absent or a divalent linking moiety; and m is an integer representing the number of time Z is repeated.
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.
Synthesis of 1,3-diphenyl-2-propen-1-one derivatives and evaluation of their biological activities
Jang, Soyong,Jung, Jae-Chul,Oh, Seikwan
, p. 4098 - 4105 (2008/03/11)
A simple synthesis and biological properties of 1,3-diphenyl-2-propen-1-ones 18-22 and 25-26 are described. The key synthetic strategies involve Grignard reaction of aldehyde 2 and oxidation reaction of 8-12 in high yields. The prepared compounds 18-22 an
Suppression of inducible nitric oxide synthase expression by yakuchinones and their analogues
Lee, Hwa Jin,Kim, Ji Sun,Yoon, Joung Wha,Kim, Hee-Doo,Ryu, Jae-Ha
, p. 377 - 379 (2007/10/03)
Analogues of yakuchinones were synthesized as inhibitors of nitric oxide production in lipopolysaccharideactivated macrophage cell line, RAW 264.7 cells. We prepared stronger inhibitors than the original natural molecules, yakuchinones A and B reported from Alpinia oxyphylla. From the limited structural activity relation study of analogues, we concluded that the optimal length of linker between two aryl groups and the presence of enone moiety in the linker were identified as essential for the activity. The IC50 value of the most potent structure was 0.92 μM. The active analogues suppressed the expression of inducible nitric oxide synthase protein and mRNA.
Novel thiocarbamic acid derivatives and the pharmaceutical compositions containing the same
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, (2008/06/13)
The present invention relates to an antagonist against vanilloid receptor and the pharmaceutical compositions containing the same. As diseases associated with the activity of vanilloid receptor, pain, acute pain, chronic pain, neuropathic pain, post-opera
Chain-branched acyclic phenethylthiocarbamates as vanilloid receptor antagonists
Yoon, JungWha,Choi, HyeYoung,Lee, Hyun Joo,Ryu, Chong Hyun,Park, Hyeung-Geun,Suh, Young-Ger,Oh, Uhtaek,Jeong, Yeon Su,Choi, Jin Kyu,Park, Young-Ho,Kim, Hee-Doo
, p. 1549 - 1552 (2007/10/03)
A series of acyclic phenethylthiocarbamate derivatives have been synthesized, and their antagonist effect against vanilloid receptor tested. Chain branching led to a significant change in antagonist activity of the parent molecule. Ethyl-branched 1e showe
A new affinity ligand for the isolation of a single 'feruloyl esterase' (FAE-III) from Aspergillus niger
Zhao, Yongxin,Sinnott, Michael L.
, p. 917 - 924 (2007/10/03)
8-Aminooctyl 5'-S-coniferyl-5'-deoxy-thio-α-L-arabinofuranoside has been synthesised and shown to be a selective affinity ligand for the feruloyl esterase III of Aspergillus niger. The hydrolyses of methyl 5-O-coumaroyl, feruloyl, or sinapoyl α-L-arabinofuranosides by this enzyme proceed at comparable rates. (C) 2000 Elsevier Science Ltd.
