20012-63-9Relevant articles and documents
First Total Synthesis of the Cytotoxic Carbazole Alkaloid Excavatine-A and Regioselective Annulation to Pyrano[2,3-a]carbazoles and [1,4]Oxazepino[2,3,4-jk]carbazoles
Brütting, Christian,Kataeva, Olga,Schmidt, Arndt W.,Kn?lker, Hans-Joachim
, p. 3288 - 3300 (2017)
We describe the first total synthesis of the cytotoxic carbazole alkaloid excavatine-A. The carbazole framework was constructed through double C–H bond activation of a diarylamine by using our palladium(II)-catalyzed oxidative cyclization. Treatment of th
Structure-Based Optimization of 3-Phenyl-N-(2-(3-phenylureido)ethyl)thiophene-2-sulfonamide Derivatives as Selective Mcl-1 Inhibitors
Li, Yan,Fan, Wenjie,Gong, Qineng,Tian, Jie,Zhou, Mi,Li, Qing,Uwituze, Laura B.,Zhang, Zhichao,Hong, Ran,Wang, Renxiao
, p. 10260 - 10285 (2021/07/26)
Selective Mcl-1 inhibitors may overcome the drug resistance caused by current anti-apoptotic Bcl-2 protein inhibitors in tumors with Mcl-1 overexpression. Based on previously discovered compounds with a 3-phenylthiophene-2-sulfonamide core moiety, in this work, we have obtained new compounds with improved binding affinity and/or selectivity under the guidance of structure-based design. The most potent compounds achieved sub-micromolar binding affinities to Mcl-1 (Ki～ 0.4 μM) and good cytotoxicity (IC5015N-heteronuclear single-quantum coherence NMR spectra suggested that these compounds bound to the BH3-binding groove on Mcl-1. Several cellular assays revealed that FWJ-D4 as well as its precursor FWJ-D5 effectively induced caspase-dependent apoptosis, and their target engagement at Mcl-1 was confirmed by co-immunoprecipitation experiments. Treatment with FWJ-D5 at 50 mg/kg every 2 days on an RS4;11 xenograft mouse model for 22 days led to 75% reduction in tumor volume without body weight loss.
Synthesis of aspidodispermine via pericyclic framework reconstruction
Reu?, Franziska,Heretsch, Philipp
, p. 3956 - 3959 (2020/05/19)
A divergent approach to the pyrroloquinoline scaffold as present in the class of Aspidosperma alkaloids was developed. As a case study, abundant and renewable nicotinic acid was transformed via pericyclic framework reconstruction into aspidodispermine, a unique member of pyrroloquinoline alkaloids. The sequence comprises a [2 + 2]-photocycloaddition, a Ramberg-B?cklund contraction, and a strain-promoted formal electrocyclic rearrangement of a bicyclo[2.2.0]hexene and is potentially extendable to pyrroloindole scaffolds as present in the ibophyllidine alkaloids.
Dibenzothiophene Sulfoximine as an NH3 Surrogate in the Synthesis of Primary Amines by Copper-Catalyzed C?X and C?H Bond Amination
Li, Zhen,Yu, Hao,Bolm, Carsten
supporting information, p. 9532 - 9535 (2017/08/01)
Readily accessible dibenzothiophene sulfoximine is an NH3 surrogate allowing the preparation of free anilines by copper-catalyzed cross-coupling reactions with aryl iodides or amides followed by radical S?N bond cleavage. The one-pot/two-step r
IMPROVED PROCESS FOR THE PREPARATION OF [3R,5R]-2-FLUOROPHENYL-β,δ- DIHYDROXY-5-(1-METHYLETHYL)-3-PHENYL-4-[(2-HYDROXYPHENYLAMINO)- CARBONYL]-1H-PYRROLE-1-HEPTANOIC ACID, SODIUM SALT
-
, (2016/09/26)
The present invention relates to an improved process for the preparation of [3R,5R]-2-fluorophenyl-β,δ-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(2-hydroxyphenylamino)-carbonyl]-1H-pyrrole-1-heptanoic acid sodium salt compound of formula- 1 represented by the following structural formula:
Metal-Free Reduction of Aromatic and Aliphatic Nitro Compounds to Amines: A HSiCl3-Mediated Reaction of Wide General Applicability
Orlandi,Tosi,Bonsignore,Benaglia
supporting information, p. 3941 - 3943 (2015/09/01)
A new, mild, metal-free, HSiCl3-mediated reduction of both aromatic and aliphatic nitro groups to amines that is of wide general applicability, tolerant of many functional groups, and respectful of the stereochemical integrity of stereocenters is reported.
PROCESS FOR THE REDUCTION OF NITRO DERIVATIVES TO AMINES
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Page/Page column 6; 7, (2014/03/26)
Disclosed is a novel process for the reduction of nitro groups to amino derivatives, based on the use of trichlorosilane and an organic base, which is efficient from the chemical standpoint and of wide general applicability.
Synthesis of perspicamide A and related diverse analogues: Their bioevaluation as potent antileishmanial agents
Pandey, Anand Kumar,Sharma, Rashmi,Shivahare, Rahul,Arora, Ashish,Rastogi, Neeraj,Gupta, Suman,Chauhan, Prem M. S.
, p. 1534 - 1546 (2013/04/10)
The first protocol for the synthesis of perspicamide A and related diverse analogues has been developed from economical and readily available starting materials. Furthermore, a few synthesized analogues, 24a, 24b, 24c, 24d, and 24l, exhibited potent activ
Patterned recognition of amines and ammonium ions by a stimuli-responsive foldamer-based hexameric oligophenol host
Sun, Chang,Ren, Changliang,Wei, Yuchen,Qin, Bo,Zeng, Huaqiang
supporting information, p. 5307 - 5309 (2013/06/27)
A stimuli-responsive hexameric oligophenol host undergoes amine-induced co-operative folding from a more fluorescent, more linear structure into less fluorescent, more curved or helically folded states, enabling easy identification and classification of the bound amine guests. The Royal Society of Chemistry 2013.
Synthesis of substituted 6H-benzo[c]chromenes: A palladium promoted ring closure of diazonium tetrafluoroborates
Zhou, Jing,Huang, Liang-Zhu,Li, You-Qiang,Du, Zhen-Ting
, p. 7036 - 7039 (2013/01/15)
A highly efficient palladium-catalysed phenyl diazonium tetrafluoroborate participation of C-H activation ring closure protocol has been developed. A series of 6H-benzo[c]chromenes have been synthesized by intramolecular cyclization of ortho diazonium sal
