Evaluation of Oxetan-3-ol, Thietan-3-ol, and Derivatives Thereof as Bioisosteres of the Carboxylic Acid Functional Group

Autor: Krishna G. Vijayendran, Vishruti Makani, Ludovica Monti, Carlo Ballatore, Amos B. Smith, Virginia M.-Y. Lee, Pierrik Lassalas, Yuemang Yao, Marisa C. Kozlowski, Longchuan Huang, Michael J. James, Van T. Tran, John Q. Trojanowski, Kurt R. Brunden, Killian Oukoloff

Publikováno v: ACS medicinal chemistry letters, vol 8, iss 8

The oxetane ring serves as an isostere of the carbonyl moiety, suggesting that oxetan-3-ol may be considered as a potential surrogate of the carboxylic acid functional group. To investigate this structural unit, as well as thietan-3-ol and the corres

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::843cab443b23b3d23efed913a1fe3f83
https://escholarship.org/uc/item/41r604kc

A Direct Stereoselective Preparation of a Fish Pheromone and Application of the Zinc Porphyrin Tweezer Chiroptical Protocol in Its Stereochemical Assignment

Autor: Nasri Nesnas, Rudolf J. Wehmschulte, Mariana P. Torrente, Gloria Proni, Longchuan Huang, Yannick P. Ouedraogo, Ekaterina Chadwick

Publikováno v: Chirality. 25:575-581

A two-step stereoselective preparation of a goldfish pheromone, 17α,20β-dihydroxy-4-pregnen-3-one, is reported from the readily available cortexolone in 64% overall yield. The (20S)-epimer was also synthesized in three steps from cortexolone with a

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::dafb9a1ad5f89037b70dab58b904fd24
https://doi.org/10.1002/chir.22186

Efficient Syntheses of Naphthoquinone-Dipeptides

Autor: Alan R. Katritzky, Rajeev Sakhuja, Longchuan Huang

Publikováno v: Synthesis. 2010:2011-2016

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::b85a2a6c5eb27de6e0620e9eadb40514
https://doi.org/10.1055/s-0029-1220012

Potent, Long-Acting Cyclopentane-1,3-Dione Thromboxane (A2)-Receptor Antagonists

Autor: Andrea Brancale, Li Liu, Virginia M.-Y. Lee, Katie Herbst-Robinson, Anne-Sophie Cornec, Shimpei Sugiyama, Longchuan Huang, Michael J. James, John Q. Trojanowski, Xiaozhao Wang, Amos B. Smith, Kurt R. Brunden, Marcella Bassetto, Carlo Ballatore

Publikováno v: ACS medicinal chemistry letters, vol 5, iss 9
Wang, X; Liu, L; Huang, L; Herbst-Robinson, K; Cornec, A-S; James, MJ; et al.(2014). Potent, Long-Acting Cyclopentane-1,3-Dione Thromboxane (A(2))-Receptor Antagonists. ACS MEDICINAL CHEMISTRY LETTERS, 5(9), 1015-1020. doi: 10.1021/ml5002085. UC San Diego: Retrieved from: http://www.escholarship.org/uc/item/8mf7r6cg

A series of derivatives of the known thromboxane A2 prostanoid (TP) receptor antagonists, 3-(6-((4-chlorophenyl)sulfonamido)-5,6,7,8-tetrahydronaphthalen-1-yl)propanoic acid and 3-(3-(2-((4-chlorophenyl)sulfonamido)ethyl)phenyl) propanoic acid, were

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::b6e491dd918614b06c11bb7b5d0ea753
https://europepmc.org/articles/PMC4160754/

A direct stereoselective preparation of a fish pheromone and application of the zinc porphyrin tweezer chiroptical protocol in its stereochemical assignment

Autor: Yannick P, Ouedraogo, Longchuan, Huang, Mariana P, Torrente, Gloria, Proni, Ekaterina, Chadwick, Rudolf J, Wehmschulte, Nasri, Nesnas

Publikováno v: Chirality. 25(9)

A two-step stereoselective preparation of a goldfish pheromone, 17α,20β-dihydroxy-4-pregnen-3-one, is reported from the readily available cortexolone in 64% overall yield. The (20S)-epimer was also synthesized in three steps from cortexolone with a

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=pmid________::f32600dc0592a1f209b72755a3aae555
https://pubmed.ncbi.nlm.nih.gov/23801425