- Substituted diaryl ether compounds as retinoic acid-related orphan Receptor-γt (RORγt) agonists
-
The discovery of a series of substituted diarylether compounds as retinoic acid related orphan receptor γt (RORγt) agonists is described. Compound 1 was identified from deck mining as a RORγt agonist. Hit-to-lead optimization led to the identification of
- Ruan, Zheming,Park, Peter K.,Wei, Donna,Purandare, Ashok,Wan, Honghe,O'Malley, Daniel,Stachura, Sylwia,Perez, Heidi,Cavallaro, Cullen L.,Weigelt, Carolyn A.,Sack, John S.,Ruzanov, Max,Khan, Javed,Gururajan, Murali,Wong, Jessica J.,Huang, Yanling,Yarde, Melissa,Li, Zhuyin,Chen, Cliff,Sun, Huadong,Borowski, Virna,Xie, Jenny H.,Anthony, Monique,Agler, Michele,Fink, Brian E.,Harikrishnan, Lalgudi S.
-
-
- Total Synthesis of 1-Oxomiltirone and Arucadiol
-
A practical and efficient approach for the total synthesis of arucadiol and 1-oxomiltirone is reported. The key step which involves an intramolecular [4+2] cycloaddition catalyzed by gold(III) bromide or copper(II) triflate leads to the formation of 6-6-6-fused aromatic abietane core.
- Chai, Uiseong,Kang, Juyeon,Mac, Dinh Hung,Oh, Chang Ho,Seong, Chaehyeon
-
supporting information
p. 1953 - 1956
(2020/11/24)
-
- Enantioselective, Lewis Base-Catalyzed Sulfenocyclization of Polyenes
-
A sulfenium-ion-initiated, catalytic, enantioselective polyene cyclization is described. Homogeranylarenes and ortho-geranylphenols undergo polycyclization in good yield, diastereoselectivity, and enantioselectivity. The stereodetermining step is the generation of an enantiomerically enriched thiiranium ion from a terminal alkene and a sulfenylating agent in the presence of a chiral Lewis basic catalyst. The use of hexafluoroisopropyl alcohol as the solvent is crucial to obtain good yields. The thioether moiety resulting from the reaction can be subsequently transformed into diverse oxygen and carbon functionality postcyclization. The utility of this method is demonstrated by the enantioselective syntheses of (+)-ferruginol and (+)-hinokiol.
- Tao, Zhonglin,Robb, Kevin A.,Zhao, Kuo,Denmark, Scott E.
-
supporting information
p. 3569 - 3573
(2018/03/21)
-
- Efficient cross-coupling of aryl/alkenyl triflates with acyclic secondary alkylboronic acids
-
Aryl-secondary alkyl cross-coupling with aryl sulfonate esters as coupling partners remains a significant challenge. Efficient cross-coupling between aryl/alkenyl triflates and acyclic secondary alkylboronic acids is realized for the first time to provide a series of sterically congested acyclic secondary alkyl arenes/olefins in good to excellent yields. The employment of sterically bulky P,PO ligand L1/L2 is crucial for the high yields and selectivities. The method has enabled a concise and 4-step synthesis of a key intermediate of male contraceptive agent and PAF antagonist gossypol.
- Si, Tengda,Li, Bowen,Xiong, Wenrui,Xu, Bin,Tang, Wenjun
-
p. 9903 - 9909
(2017/12/12)
-
- Rational Design of Potent and Selective Inhibitors of an Epoxide Hydrolase Virulence Factor from Pseudomonas aeruginosa
-
The virulence factor cystic fibrosis transmembrane conductance regulator (CFTR) inhibitory factor (Cif) is secreted by Pseudomonas aeruginosa and is the founding member of a distinct class of epoxide hydrolases (EHs) that triggers the catalysis-dependent
- Kitamura, Seiya,Hvorecny, Kelli L.,Niu, Jun,Hammock, Bruce D.,Madden, Dean R.,Morisseau, Christophe
-
supporting information
p. 4790 - 4799
(2016/06/13)
-
- Total syntheses of multicaulins via oxidative photocyclization of stilbenes
-
The Wittig reaction of 3-isopropyl-4-methoxybenzaldehyde and 2,3-dimethylbenzylphosphonium bromide afforded the corresponding stilbene mixture 16. Oxidative photocyclization of stilbene 16 with iodine facilitated the first total synthesis of 7-isopropyl-6
- Seinti, Hatice,Burmaolu, Serdar,Altunda, Ramazan,Seen, Hasan
-
p. 2134 - 2137
(2014/12/11)
-
- Synthesis of dl-standishinal and its related compounds for the studies on structure-activity relationship of inhibitory activity against aromatase
-
dl-Standishinal (1), an aromatase inhibitor isolated from Thuja standishii, was synthesized in 15 steps from p-formylanisole via aldol reaction of 12-hydroxy-6,7-secoabieta-8,11,13-trien-6,7-dial (2). In the present study, we found that the aldol condensa
- Katoh, Takahiro,Akagi, Taichi,Noguchi, Chie,Kajimoto, Tetsuya,Node, Manabu,Tanaka, Reiko,Nishizawa (nee Iwamoto), Manabu,Ohtsu, Hironori,Suzuki, Noriyuki,Saito, Koichi
-
p. 2736 - 2748
(2008/02/08)
-
- SUBSTITUTED ANILIDE LIGANDS FOR THE THYROID RECEPTOR
-
Novel thyroid receptor ligands are provided having the general formula I wherein X, R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12. and R13 are as defined herein. In addition, a method is provided for preventing, inhibiting or treating diseases or disorders associated with metabolic dysfunction or which are dependent upon the expression of a T3 regulated gene, wherein a compound as described above is administered in a therapeutically effective amount.
- -
-
-
- Process for the preparation of aniline-derived thyroid receptor ligands
-
Provided are processes for the synthesis of aniline derivatives, specifically certain aniline derivatives which have activity as thyroid receptor ligands.
- -
-
-
- Approach to the synthesis of candelabrone and synthesis of 3,7-diketo-12-hydroxyabieta-8,11,13-triene
-
An approach to the synthesis of aromatic diterpenes was tested for its generality.Phenylacetonitriles with increasing substitution on the aromatic ring were prepared and alkylated with geranyl bromide and the resulting dienes subjected to cationic cycliza
- Burnell, Robert H.,Caron, Stephane
-
p. 1446 - 1454
(2007/10/02)
-
- Synthesis of aromatic diterpenes synthesis of 12-hydroxy-abieta-8,11,13-trien-3,7-dione
-
Model studies involving cationic cyclisation of suitable dienes have provided a synthesis of the title compound. Preparation of the dienes from available aromatic starting materials and the modification of the cyclised products are described.
- Burnell,Caron
-
p. 127 - 132
(2007/10/02)
-