107447-04-1Relevant articles and documents
Synthesis of a new inhibitor of breast cancer resistance protein with significantly improved pharmacokinetic profiles
Li, Yuexian,Woo, Jiyeon,Chmielecki, Jessica,Xia, Cindy Q.,Liao, Mingxiang,Chuang, Bei-Ching,Yang, Johnny J.,Guan, Miao Y.,Plesescu, Mihaela,Prakash, Shimoga R.
supporting information, p. 551 - 555 (2016/01/09)
The design, synthesis, in vitro inhibitory potency, and pharmacokinetic (PK) profiles of Ko143 analogs are described. Compared to commonly used Ko143, the new breast cancer resistance protein (BCRP) inhibitor (compound A) showed the same potency and a sig
Total synthesis of verruculogen and fumitremorgin a enabled by ligand-controlled C-H borylation
Feng, Yu,Holte, Dane,Zoller, Jochen,Umemiya, Shigenobu,Simke, Leah R.,Baran, Phil S.
supporting information, p. 10160 - 10163 (2015/09/01)
Verruculogen and fumitremorgin A are bioactive alkaloids that contain a unique eight-membered endoperoxide. Although related natural products such as fumitremorgins B and C have been previously synthesized, we report the first synthesis of the more complex, endoperoxide-containing members of this family. A concise route to verruculogen and fumitremorgin A relied not only on a hydroperoxide/indole hemiaminal cyclization, but also on the ability to access the seemingly simple starting material, 6-methoxytryptophan. An iridium-catalyzed C-H borylation/Chan-Lam procedure guided by an N-TIPS group enabled the conversion of a tryptophan derivative into a 6-methoxytryptophan derivative, proving to be a general way to functionalize the C6 position of an N,C3-disubstituted indole for the synthesis of indole-containing natural products and pharmaceuticals.
INHIBITOR OF BREAST CANCER RESISTANCE PROTEIN (BCRP)
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Paragraph 00112, (2015/04/28)
Disclosed are compounds that inhibit breast cancer resistance protein (BCRP), of which compound (I-1), ((3S, 6S, 12aS)-6-isobutyl-9-methoxy-3-methyl-2,3,6,7, 12, 12a- hexahydropyrazino[1',2': 1,6]pyrido[3,4-b]indole-1,4-dione) or a pharmaceutically accept
Synthesis of potent BCRP inhibitor-Ko143
Li, Yuexian,Hayman, Erik,Plesescu, Mihaela,Prakash, Shimoga R.
, p. 1480 - 1483 (2008/09/18)
Two routes for the synthesis of potent BCRP inhibitor-Ko143 are reported. The key intermediate, 6-methoxytryptophan derivative, was synthesized by an improved procedure, ytterbium triflate-promoted coupling between 6-methoxyindole and optically active 1-b
Synthetic Approaches to Fumitremorgins. III. Synthesis of Optically Active Pentacyclic Ring Systems, and Their Oxidation at Ring C
Nakagawa, Masako,Fukushima, Hiroshi,Kawate, Tomohiko,Hongu, Mitsuya,Une, Teruaki,et al.
, p. 23 - 32 (2007/10/02)
Pictet-Spengler reaction of L-tryptophan methyl ester (9) and 6-methoxy-L-tryptophan methyl ester (40) with isovaleraldehyde (10) in methylene chloride in the presence of trifluoroacetic acid gave the cis-tetrahydro-β-carboline (11, 41) as the major isome