Tag: M.W=150-200

Kim, Dae Gyu; Huddar, Srigouri; Lim, Semi; Kong, Jiwon; Lee, Yuno; Park, Chul Min; Lee, Seungbeom; Suh, Young-Ger; Kim, Minkyoung; Lee, Kyeong; Lee, Sunkyung; Kim, Sunghoon published the artcile< Allosteric inhibition of the tumor-promoting interaction between exon 2-depleted splice variant of aminoacyl-transfer RNA synthetase-interacting multifunctional protein 2 and heat shock protein 70>, Reference of 94-02-0, the main research area is aminoacyl tRNA synthetase heat shock protein allosteric inhibition.

Although protein-protein interactions (PPIs) have emerged as an attractive therapeutic target space, the identification of chems. that effectively inhibit PPIs remains challenging. Here, we identified through library screening a chem. probe (compound 1) that can inhibit the tumor-promoting interaction between the oncogenic factor exon 2-depleted splice variant of aminoacyl-tRNA synthetase-interacting multifunctional protein 2 (AIMP2-DX2) and heat shock protein 70 (HSP70). We found that compound 1 binds to the N-terminal subdomain of glutathione S-transferase (GST-N) of AIMP2-DX2, causing a direct steric clash with HSP70 and an intramol. interaction between the N-terminal flexible region and the GST-N of AIMP2-DX2, which induces masking of the HSP70 binding region during mol. dynamics and mutation studies. Compound 1 thus interferes with the AIMP2-DX2 and HSP70 interaction and suppresses the growth of cancer cells that express high levels of AIMP2-DX2 in vitro and in preliminary in vivo experiment This work provides an example showing that allosteric conformational changes induced by chems. can be a way to control pathol. PPIs.

Journal of Pharmacology and Experimental Therapeutics published new progress about Aminoacyl tRNA synthase complex-interacting multifunctional protein 2 Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 94-02-0 belongs to class esters-buliding-blocks, and the molecular formula is C11H12O3, Reference of 94-02-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reinus, Brandon J.; Kerwin, Sean M. published the artcile< N-Alkynyl Pyrrole Based Total Synthesis of Shensongine A>, Application of C8H9NO3, the main research area is shensongine A preparation copper alkynylation pyrrole gold spiroketalization.

A copper-catalyzed N-alkynylation of pyrrole and a gold-catalyzed spiroketalization were key steps in the total synthesis of the pyrrole spiroketal alkaloid shensongine A (I). The preparation of this alkaloid is concise and amenable to the rapid synthesis of a diverse library of compounds

Synthesis published new progress about Alkaloids Role: SPN (Synthetic Preparation), PREP (Preparation) (pyrrole spiroketal alkaloids). 7126-50-3 belongs to class esters-buliding-blocks, and the molecular formula is C8H9NO3, Application of C8H9NO3.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Wiegrebe, Wolfgang; Prior, Silvia; Mayer, Klaus K. published the artcile< Detection of inversion in the conversion of optically active 1-[2-(hydroxymethyl)benzyl]-N-methyl-1,2,3,4-tetrahydroisoquinolines to 3-phenylisochromans>, COA of Formula: C6H10O5, the main research area is isoquinoline conversion isochroman configuration inversion; chloroformate cleavage isoquinoline; laudanosine cleavage chloroformate.

Optically active isoquinolines I reacted with EtO2CCl to give optically active isochromans II (Z = H2). Oxidation to isochromanones II (Z = O) and degradation with ozone to malic acid indicated that inversion of configuration occurred during the reaction with EtO2CCl.

Archiv der Pharmazie (Weinheim, Germany) published new progress about Absolute configuration. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, COA of Formula: C6H10O5.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Cheng, Kai; Li, Shiyu; Lv, Xiao; Tian, Yongbin; Kong, Haiyan; Huang, Xufeng; Duan, Yajun; Han, Jihong; Xie, Zhouling; Liao, Chenzhong published the artcile< Design, synthesis and biological evaluation of novel human monoamine oxidase B inhibitors based on a fragment in an X-ray crystal structure>, HPLC of Formula: 30095-98-8, the main research area is isatin monoamine oxidase B; Fragment-based drug design; Isatin; Isoform selectivity; Structure activity relationship; hMAO-B.

Herein we report our efforts of developing reversible selective hMAO-B inhibitors based on isatin, a fragment in an X-ray crystal structure. Five different scaffolds were designed and many compounds were synthesized. Among them, compound A3(I) demonstrated very high potency and isoform selectivity against hMAO-B, 11 and 13 times more potent (IC50 = 3 nM) and 23.64 and 6.8 times more selective than the marked drugs, selegiline and safinamide. However, the endeavors to modify the polar 3-one group of isatin, that is in a hydrophobic environment in the binding site of hMAO-B, to small nonpolar hydrophobic groups did not bring about improved hMAO-B inhibitors, which may challenge our understanding of mol. interactions and mol. recognition in biol. systems.

Bioorganic & Medicinal Chemistry Letters published new progress about Homo sapiens. 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, HPLC of Formula: 30095-98-8.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Seeman, Jeffrey I.; Secor, Henry V.; Chavdarian, Charles G.; Sanders, Edward B.; Bassfield, Ronald L.; Whidby, Jerry F. published the artcile< Steric and conformational effects in nicotine chemistry>, Computed Properties of 33402-75-4, the main research area is alkylation kinetics nicotine; nicotine indomethylation stereochem; conformation indomethylation nicotine; NMR carbon 13 iodomethylated nicotine.

The stereoselectivity of iodomethylation of nicotine and 7 nicotine analogs having pyridine alkyl groups was determined by using 13C NMR. Alkylation at the pyridine (N) and at the pyrrolidine (N’) nitrogens was observed Two modes of N’-iodomethylation occur, cis and trans to the pyridine ring. N’-Iodomethylation occurs regioselectivity cis to the pyridine ring for all compounds examined The N/N’ and N’cis/N’trans ratios for the nicotine analogs were evaluated with regard to the orientation of the N’-Me group in the free base, conformational properties of the pyridine ring with respect to the pyrrolidine ring, and steric hindrance and buttressing effects on the pyridine nitrogen. The Curtin-Hammett principle and the Winstein-Holness equation are used to analyze these reactions.

Journal of Organic Chemistry published new progress about Alkaloids Role: RCT (Reactant), RACT (Reactant or Reagent). 33402-75-4 belongs to class esters-buliding-blocks, and the molecular formula is C8H9NO2, Computed Properties of 33402-75-4.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Zhu, Yi-Qiang; Tang, Hui-Tong; Zhang, Pang published the artcile< Formation of pyrrolidin-1-ylcyclopentadienes via cyclization of alkyl 2-dimethoxyacetyl- and 2-ethoxalyl-4-oxopentanoates>, Computed Properties of 60705-25-1, the main research area is pyrrolidinylcyclopentadiene preparation; cyclopentadiene pyrrolidinyl preparation; oxopentanoate cyclization; pentanoate oxo cyclization.

The cyclizations of alkyl 2-dimethoxyacetyl- and 2-ethoxalyl-4-oxopentanoates were only effected by means of pyrrolidine with the formation of appropriately substituted 1-pyrrolidin-1-ylcyclopentadienes.

Chemical Research in Chinese Universities published new progress about Cyclization. 60705-25-1 belongs to class esters-buliding-blocks, and the molecular formula is C7H12O5, Computed Properties of 60705-25-1.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Huang, Pei-Qiang; Lan, Hong-Qiao; Zheng, Xiao; Ruan, Yuan-Ping published the artcile< A Concise Asymmetric Synthesis of (2S,3S,7S)-3,7-Dimethylpentadecan-2-yl Acetate and Propionate, the Sex Pheromones of Pine Sawflies>, Formula: C6H10O5, the main research area is dimethylpentadecanyl acetate propionate asym synthesis pine sawfly sex pheromone; pentadecanyl acetate propionate dimethyl asym synthesis pine sawfly pheromone; chemoselective regioselective stereoselective ester reduction epoxidation dimethylpentadecanyl acetate propionate; epoxide opening chemoselective regioselective stereoselective dimethylpentadecanyl acetate propionate synthesis.

(2S,3S,7S)-3,7-Dimethylpentadecan-2-yl acetate (I) and its propionate analog (II) are the main sex pheromones of all Neodiprion species and Diprion similes, resp. Starting from (S)-malic acid and employing a highly chemo-, regio-, and stereoselective tandem ester reduction-epoxide formation-reductive epoxide-opening reaction protocol, an efficient total synthesis of (2S,3S,7S)-I and II is reported herein.

Journal of Organic Chemistry published new progress about Reduction. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Formula: C6H10O5.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Boger, Dale L.; Panek, James S. published the artcile< Preparation of (R)-(+)- and (S)-(-)-4-iodo-1,2-epoxybutane [(R)- and (S)-(2-iodoethyl)oxirane], useful chiral synthons>, Recommanded Product: (S)-Dimethyl 2-hydroxysuccinate, the main research area is iodoepoxybutane stereoselective preparation; epoxybutane iodo stereoselective preparation; malic acid reduction; butanetriol base catalyzed ring closure; iodoethyloxirane stereoselective preparation; oxirane iodoethyl stereoselective preparation.

S-Epoxybutane I (R = iodo) was prepared by LiAlH4 reduction of S-R1CH2CH(OR2)R1 (II; R1 = MeO2C, R2 = 2-tetrahydropyranyl) followed by mesylation and hydrolysis to give S-II (R1 = CH2OSO2Me, R2 = H) which was treated with K2CO3 to give S-I (R = OSO2Me) which was then iodinated by NaI. Reduction of S-II (R1 = CO2Me, R2 = MeOCMe2) followed by acetylation in the presence of 4-dimethylaminopyridine gave S-II (R1 = AcOCH2) (III). III was hydrolyzed and then mesylated to give S-II (R2 = OSO2Me) which was treated with K2CO3 and MeOSO2Cl to give R-I (R = CH2OSO2Me) (IV). Treating IV with NaI at 25° gave R-I (R = iodo).

Journal of Organic Chemistry published new progress about 617-55-0. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Recommanded Product: (S)-Dimethyl 2-hydroxysuccinate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Lin, Yu; Li, Zhanhui; Xu, Chen; Xia, Kaijiang; Wu, Shuwei; Hao, Yongjin; Yang, Qing; Ma, Haikuo; Zheng, Jiyue; Luo, Lusong; Zhu, Fang; He, Sudan; Zhang, Xiaohu published the artcile< Design, synthesis, and evaluation of novel CXCR4 antagonists based on an aminoquinoline template>, Category: esters-buliding-blocks, the main research area is CXCR4 antagonists chemokine CXCL12 GPCR aminoquinoline binding affinity migration; Aminoquinoline; Antagonist; CXCL12; CXCR4; Chemokine; GPCR.

The chemokine receptor CXCR4 has been explored as a drug target due to its involvement in pathol. conditions such as HIV infection and cancer metastasis. Here we report the structure-activity relationship study of novel CXCR4 antagonists based on an aminoquinoline template. This template is devoid of the chiral center in the classical tetrahydroquinoline (THQ) ring moiety and therefore can be easily synthesized. A number of potent CXCR4 antagonists were identified, exemplified by compound 3(I), which demonstrated excellent binding affinity with CXCR4 receptor (IC50 = 57 nM) and inhibited CXCL12 induced cytosolic calcium increase (IC50 = 0.24 nM). Furthermore, compound 3 potently inhibited CXLC12/CXCR4 mediated cell migration in a transwell invasion assay. The simplified synthetic approach combined with good physicochem. properties (e.g. MW 362, clogP 2.1, PSA 48, pKa 7.0 for compound 3) demonstrate the potential of this aminoquinoline template as a novel scaffold to develop CXCR4 antagonists.

Bioorganic Chemistry published new progress about Cell migration. 60705-25-1 belongs to class esters-buliding-blocks, and the molecular formula is C7H12O5, Category: esters-buliding-blocks.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Zhao, Ning; Zhou, Peng; Berova, Nina; Nakanishi, Koji published the artcile< Combined synthetic/CD strategy for the preparation and configurational assignments of model acyclic 1,3-polyols with a 1,2-diol terminal>, Category: esters-buliding-blocks, the main research area is CD spectra library configuration alditol; alditol preparation mol structure configuration.

Acyclic 1,3-polyols or skipped polyols are widely distributed in nature. Particularly skipped 1,3-polyols with a terminal 1,2-diol group are present in numerous antifungal polyene macrolides in various masked forms.’. Although over 200 polyene macrolides are known, the planar structures of only about 40 have been determined, while those for which the full stereochem. has been elucidated is less than ten. No simple method exists for configurational assignments of the 1,3-polyols moieties; moreover, this class of compounds are difficult to crystallize. In order to develop a general chiroptical method for structure determination of acyclic 1,3-polyols, we have combined a divergent synthetic approach with CD to prepare all possible stereoisomers of 1,2,4-triols, 1,2,4,6-tetrols and 1,2,4,6,8-pentols. The current set of reference polyols should be useful for setting up reference CD libraries and for model studies leading to a general method for configurational assignment of acyclic polyols. This strategy can be used to synthesize further extended members of acrylic 1,3-polyols and mixed 1,2/1,3-polyols which can be used for structural investigations of polyene macrolides and related compounds

Chirality published new progress about Alditols Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation). 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Category: esters-buliding-blocks.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics