253882-47-2Relevant articles and documents
Discovery of Second Generation RORγ Inhibitors Composed of an Azole Scaffold
Kotoku, Masayuki,Maeba, Takaki,Fujioka, Shingo,Yokota, Masahiro,Seki, Noriyoshi,Ito, Keisuke,Suwa, Yoshihiro,Ikenogami, Taku,Hirata, Kazuyuki,Hase, Yasunori,Katsuda, Yoshiaki,Miyagawa, Naoki,Arita, Kojo,Asahina, Kota,Noguchi, Masato,Nomura, Akihiro,Doi, Satoki,Adachi, Tsuyoshi,Crowe, Paul,Tao, Haiyan,Thacher, Scott,Hashimoto, Hiromasa,Suzuki, Takayoshi,Shiozaki, Makoto
, p. 2837 - 2842 (2019/03/11)
Starting from a previously reported RORγ inhibitor (1), successive efforts to improve in vivo potency were continued. Introduction of metabolically beneficial motifs in conjunction with scaffold hopping was examined, resulting in discovery of the second generation RORγ inhibitor composed of a 4-(isoxazol-3-yl)butanoic acid scaffold (24). Compound 24 achieved a 10-fold improvement in in vivo potency in a mouse CD3 challenge model along with significant anti-inflammatory effects in a mouse dermatitis model.
Synthesis of the polyketide (E)-olefin of the jamaicamides
Watanabe, Satoshi,Watanabe, Sho,Aoki, Naoto,Usuki, Toyonobu
, p. 1397 - 1403 (2013/05/22)
The jamaicamides, isolated in Jamaica from the cyanobacterium Lyngbya majuscula, are new mixed polyketide-peptides that are known to be sodium channel blockers. The polyketide moiety contains an (E)-vinyl chloride, an undetermined methyl stereocenter (C9), and an (E)-olefin. Herein, we report the synthesis of the (E)-olefin moiety of the polyketide of the jamaicamides utilizing a Kocienski-Julia coupling. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications to view the free supplemental file.
Synthesis of a 6-azaspiro[4.5]decane related to halichlorine and the pinnaic acids
Clive, Derrick L. J.,Yeh, Vince S. C.
, p. 8503 - 8507 (2007/10/03)
Sulfone 15, derived from D-glutamic acid, and aldehyde 23, made by diastereoselective alkylation, were linked and elaborated into enamine sulfone 33. This underwent 5-exo radical cyclization to 34, which was desulfonylated to (-)-35, a compound that represents the spirobicyclic core of halichlorine.
