127481-94-1Relevant academic research and scientific papers
Synthesis of Small-Molecule Fluorescent Probes for the In Vitro Imaging of Calcium-Activated Potassium Channel KCa3.1
Br?mmel, Kathrin,Koch, Oliver,Konken, Christian Paul,Maisuls, Ivan,Maskri, Sarah,Peth?, Zoltan,Rieke, Marius,Schwab, Albrecht,Strassert, Cristian A.,Wünsch, Bernhard
, p. 8277 - 8284 (2020)
Small-molecule probes for the in vitro imaging of KCa3.1 channel-expressing cells were developed. Senicapoc, showing high affinity and selectivity for the KCa3.1 channels, was chosen as the targeting component. BODIPY dyes 15–20 were
First Total Synthesis and Investigation of the X-ray Crystal Structure of the Pyrano[3,2- a ]carbazole Alkaloid Clausenalansine A
L?sle, Valerie,Kataeva, Olga,Kn?lker, Hans-Joachim
, p. 359 - 364 (2021)
We describe the first total synthesis of the recently discovered pyrano[3,2- a ]carbazole alkaloid clausenalansine A. The synthetic strategy for the construction of this formylpyrano[3,2- a ]carbazole is based on a sequence of Buchwald-Hartwig coupling, palladium(II)-catalyzed oxidative cyclization, Lewis acid promoted annulation of the pyran ring, and chemoselective oxidation of a methyl to a formyl group.
Acylative desymmetrization of cyclic meso-1,3-diols by chiral DMAP derivatives
Mandai, Hiroki,Hironaka, Tsubasa,Mitsudo, Koichi,Suga, Seiji
supporting information, p. 471 - 474 (2021/03/15)
An efficient enantioselective acylative desymmetrization of cyclic meso-1,3-diols was developed by using a chiral DMAP derivative 1e having a 1,1¤-binaphthyl unit. The reactions required only 0.5mol% of the catalyst and showed good to excellent enantioselectivity. With this transformation, 5a, a key building block for the synthesis of natural products, was easily obtained in almost enantiomerically pure form after a single recrystallization. Control experiments revealed that tert-alcohol units on the catalyst were responsible for both the catalytic activity and enantioselectivity.
A Cationic Micelle as In Vivo Catalyst for Tumor-Localized Cleavage Chemistry
Chen, Mengqi,Ding, Zexuan,Hong, Hanyu,Li, Zi-Chen,Liu, Zhibo,Qi, Jianyuan,Rui, Yuchen,Wang, Chunhong
supporting information, p. 19750 - 19758 (2021/07/12)
The emerging strategies of accelerating the cleavage reaction in tumors through locally enriching the reactants is promising. Yet, the applications are limited due to the lack of the tumor-selectivity for most of the reactants. Here we explored an alternative approach to leverage the rate constant by locally inducing an in vivo catalyst. We found that the desilylation-induced cleavage chemistry could be catalyzed in vivo by cationic micelles, and accelerated over 1400-fold under physiological condition. This micelle-catalyzed controlled release platform is demonstrated by the release of a 6-hydroxyl-quinoline-2-benzothiazole derivative (HQB) in two cancer cell lines and a NIR dye in mouse tumor xenografts. Through intravenous injection of a pH-sensitive polymer micelles, we successfully applied this strategy to a prodrug activation of hydroxyl camptothecin (OH-CPT) in tumors. Its “decaging” efficiency is 42-fold to that without cationic micelles-mediated catalysis. This micelle-catalyzed desilylation strategy unveils the potential that micelle may act beyond a carrier but a catalyst for local perturbing or activation.
Phase-Transfer Catalyzed O-Silyl Ether Deprotection Mediated by a Cyclopropenium Cation
Mir, Roya,Dudding, Travis
, p. 709 - 714 (2017/04/26)
The use of a cyclopropenium cation as a phase-transfer catalyst for O-silyl ether deprotection is reported. Mechanistic insight into this deprotection methodology derived by linear free-energy relationships (LFER), quantum theory of atoms in molecules (QTAIM), and density functional theory (DFT) calculations are also provided.
Synthesis of the Pyrano[3,2- a ]carbazole Alkaloids Koenine, Koenimbine, Koenigine, Koenigicine, and Structural Reassignment of Mukonicine
Schuster, Christian,R?nnefahrt, Marika,Julich-Gruner, Konstanze K.,J?ger, Anne,Schmidt, Arndt W.,Kn?lker, Hans-Joachim
, p. 150 - 160 (2015/12/26)
Using the palladium(II)-catalyzed oxidative cyclization of a diarylamine and the annulation of a dimethylpyran ring by Lewis acid promoted reaction with prenal as key steps, the total syntheses of the 6-oxygenated pyrano[3,2-a]carbazole alkaloids koenine and koenimbine, and of the 6,7-dioxygenated pyrano[3,2-a]carbazole alkaloids koenigine and koenigicine (koenimbidine, koenidine) were achieved. Moreover, these studies led to an improved synthetic route to the 2,6-dioxygenated carbazole alkaloid glycozolidol. Mukonicine, originally published as 6,8-dimethoxypyrano[3,2-a]carbazole, was found to be identical with koenigicine.
Biphenyl compounds and their use as oestrogenic agents
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Page column 8, (2010/11/29)
Compounds of formula (I), wherein [X] represents aromatic carbocyclic rings (A) and (B), where R1, R2, R3, R4, R5, R6and R7are as defined in the description, salts thereof, a method and intermediates for preparing same, the use thereof as drugs, and pharmaceutical compositions containing same, are disclosed.
Biphenyl compounds and use thereof as oestrogenic agents
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, (2008/06/13)
A compound having the formula wherein R5 is an [A]—CH3, —[A]—C(OH)ZZ′ or —[A]—C(O)Z″ grouping where —[A]— is an alkylene, alkenylene or alkynylene radical or a single bond, and Z, Z′ and Z″ are a hydrogen atom or an optionally substituted alkyl, alkenyl, alkynyl or aryl radical; and R1, R2, R3, R4, R6, R7 and R8 are as defined in the description; the use thereof as a drug, pharmaceutical compositions containing same, a preparation method therefor, and intermediates of said method, are disclosed.
Biphenyl compounds and use thereof as oestrogenic agents
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, (2008/06/13)
PCT No. PCT/FR97/00184 Sec. 371 Date Aug. 28, 1998 Sec. 102(e) Date Sep. 28, 1998 PCT Filed Jan. 30, 1997 PCT Pub. No. WO97/28116 PCT Pub. Date Aug. 7, 1997Compounds of formula (I), wherein [X] represents aromatic carbocyclic rings (A) and (B), where R1, R2, R3, R4, R5, R6 and R7 are as defined in the description, salts thereof, a method and intermediates for preparing same, the use thereof as drugs, and pharmaceutical compositions containing same, are disclosed.
Designing banana-shaped liquid crystals without Schiff's base units: m- Terphenyls, 2,6-diphenylpyridines and V-shaped tolane derivatives
Shen, Dong,Diele, Siegmar,Pelzl, Gerhard,Wirth, Ina,Tschierske, Carsten
, p. 661 - 672 (2007/10/03)
This paper reports attempts to obtain (anti)ferroelectric switchable achiral banana-shaped molecules without Schiff's base units. For this purpose we have synthesized novel V-shaped molecules consisting of rigid angular central units [1,3-disubstituted be
