Shengyong Zhang

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Organization: Fourth Military Medical University
Department: Department of Chemistry
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Co-reporter:Nan Zhou;Tian Feng;Xin Shen;Jiahui Cui;Rangxin Wu;Libin Wang;Siwang Wang;Hui Chen
MedChemComm (2010-Present) 2017 vol. 8(Issue 5) pp:1063-1068
Publication Date(Web):2017/05/24
DOI:10.1039/C7MD00017K
Some novel α,β-unsaturated aromatic sulfone analogs (5a–5m) and their Tempol conjugates (6a–6e) have been synthetically prepared, characterized and evaluated for their radioprotective activity under γ-ray radiation. The Tempol conjugates were characterized by X-ray single crystal diffraction. In vitro studies showed that 5a, 5b and 6b had superior activities to Ex-Rad pre-treated before 5 Gy irradiation, and 5a, 6a and 6b had better activities than Ex-Rad after 5 Gy irradiation, while 5a, 6a and 6b exhibited both prophylactic and mitigation effects, indicating the advantage of combining α,β-unsaturated aromatic sulfones with Tempol nitroxide. Both p53 and phospho-p53 levels were significantly lower in compound-treated cells than those in untreated irradiated cells. The conjugates offer an improved radioprotective ability, which is an advantage in the treatment protocol.
Co-reporter:Yuan-Zhao Mo, Hui-Fang Nie, Yang Lei, Dong-Xu Zhang, Xiao-Ye Li, Sheng-Yong Zhang and Qiao-Feng Wang  
RSC Advances 2016 vol. 6(Issue 39) pp:33126-33131
Publication Date(Web):24 Mar 2016
DOI:10.1039/C6RA02500E
The asymmetric transfer hydrogenation (ATH) of a series of γ-aryl-α,γ-dioxo-butyric acid esters has been accomplished smoothly. Six ferrocene-based chiral ligands have been prepared and applied in the reactions respectively. Simultaneously, enantiopure Ts-DPEN's utilization in the ATH also has been investigated and the products were obtained in 30–85% chemical yields with 37–95.5% ee.
Co-reporter:Xiaochen Ren, Chunyan He, Yingle Feng, Yonghai Chai, Wei Yao, Weiping Chen and Shengyong Zhang  
Organic & Biomolecular Chemistry 2015 vol. 13(Issue 17) pp:5054-5060
Publication Date(Web):25 Mar 2015
DOI:10.1039/C5OB00298B
An efficient method was developed to synthesize ferrocene-based bifunctional amine–thioureas bearing multiple hydrogen-bonding donors. Asymmetric Michael addition of acetylacetone to nitroolefins catalyzed by these novel bifunctional catalysts affords the Michael adducts in high yield and moderate to excellent enantioselectivities. Multiple hydrogen-bonds play an important role in accelerating the reaction.
Co-reporter:Xiao-Mu Hu, Dong-Xu Zhang, Sheng-Yong Zhang and Ping-An Wang  
RSC Advances 2015 vol. 5(Issue 49) pp:39557-39564
Publication Date(Web):24 Apr 2015
DOI:10.1039/C5RA07019H
A novel series of dipeptide-like organocatalysts derived from proline, amino acids and primary amines have been prepared for direct asymmetric aldol reactions between various aromatic aldehydes and acetone to afford aldol products in good yields (up to 82%) and moderate enantioselectivities (up to 67% ee) with only 1 mol% of catalyst-loading in brine. Under the same conditions, the direct asymmetric aldol reactions of aromatic aldehydes and cyclohexanone give aldol products with high yields (up to 91%) and moderate to good enantioselectivities (up to 88% ee) and excellent diastereoselectivities (up to 99% dr). These organocatalysts are easily synthesized from commercially available materials in multi-gram scale with high modularity in their structural and stereogenic properties.
Co-reporter:Ming Chen, Hui Chen, Jiangwei Ma, Xueying Liu, Shengyong Zhang
Bioorganic & Medicinal Chemistry Letters 2014 Volume 24(Issue 13) pp:2867-2870
Publication Date(Web):1 July 2014
DOI:10.1016/j.bmcl.2014.04.091
A series of novel quinoline–docetaxel analogues (6a–6g, 13a–13g) were designed and synthesized by introducing bioactive quinoline scaffold to C2′-OH of docetaxel. The anticancer activities of these novel analogues were investigated against different human cancer cell lines including Hela, A549, A2780, MCF-7 and two resistant strains A2780-MDR and MCF-7-MDR. The data showed these analogues possessed similar to better cytotoxicity than docetaxel. Compound 6c was found to be the most potent one, and its IC50 value against MCF-7-MDR was 8.8 nM (IC50 of docetaxel was 180 nM). The work indicated that the introduction of quinolyl group in docetaxel could enhance cytotoxicity and reduce drug-resistance.
Co-reporter:Xingmei Zhu;Lin Wu;Hongyu Qiao;Tenglong Han;Suning Chen;Xueying Liu;Ru Jiang;Yifang Wei;Dayun Feng;Yuan Zhang;Yongzheng Ma;Jian Zhang
Journal of Cellular Biochemistry 2013 Volume 114( Issue 12) pp:2643-2653
Publication Date(Web):
DOI:10.1002/jcb.24611

ABSTRACT

HER2-overexpressing breast cancers often show hyperactivation of the HER2/AKT/mTOR signaling pathway. Lapatinib is an oral dual tyrosine kinase inhibitor (TKI) that targets both EGFR and HER2 to inhibit the proliferation of breast cancer cells. However, it is obscure whether and how lapatinib could induce autophagy in breast cancer cells, an important cell response with drug treatment. In this study, we investigated the apoptosis and the autophagy in the HER2-overexpressing breast cancer cells BT474 and AU565 treated with lapatinib, and further examined their relationship. Lapatinib inhibited the proliferation and the rate of DNA synthesis in HER2-positive cells, as observed by MTT, colony formation and EDU assays. Lapatinib not only induced apoptosis accompanied by an increased expression of cleaved Caspase-3 and cleaved PARP, but it also induced autophagy in vitro, as confirmed by electron microscopy (EM), acridine orange (AO) staining and LC3-II expression. Meanwhile, lapatinib inhibited the phosphorylation of HER2, AKT, mTOR, and p70S6K, whereas that of AMPK was activated. When the cells were pre-incubated with 3-Methyladenine (3-MA), the specific autophagy inhibitor, the growth inhibitory ratio and apoptosis rate were frustrated, whereas colony formation and DNA synthesis ability were encouraged. In addition, 3-MA application could up-regulate Caspase-3 and PARP expression, compared with the treatment with lapatinib alone. The addition of 3-MA could attenuate the inhibitory role on HER2/AKT/mTOR pathway and the active role on AMPK that was raised by lapatinib. Therefore, lapatinib simultaneously induced both apoptosis and autophagy in the BT474 and AU565 cells, and in these settings, autophagy facilitates apoptosis. J. Cell. Biochem. 114: 2643–2653, 2013. © 2013 Wiley Periodicals, Inc.

Co-reporter:Jianfeng Wu;Peng Liu;Li Wang;Hailin Tian;Qingwei Wang
Journal of Separation Science 2011 Volume 34( Issue 18) pp:2455-2462
Publication Date(Web):
DOI:10.1002/jssc.201100228

Abstract

A novel chiral selector, clindamycin succinate, was synthesized and first used as a chiral selector in capillary electrophoresis (CE). The chiral resolution ability of this kind of clindamycin derivation was studied by CE using some racemic drugs as model analytes. From the experimental results, it was found that both resolution and selectivity of the selector were dependent on the following parameters: concentration of chiral selectors, pH of the running buffer, temperature of the capillary column, applied voltage and organic modifier used. The results show that the chiral selector possesses high resolution toward some racemic drugs, including ofloxacin, chlorphenamine, tryptophan, propranolol, sotalol and metoprolol. Excellent chiral resolution of these tested drugs was achieved under the optimal conditions of 50 mM clindamycin succinate, 10% MeOH v/v, 50 mM Tris buffer, pH 4.0, at 22 kV and 20°C within 25 min.

Co-reporter:Jianfeng Wu;Peng Liu;Qingwei Wang;Hui Chen;Peng Gao;Li Wang
Chromatographia 2011 Volume 74( Issue 11-12) pp:789-797
Publication Date(Web):2011 December
DOI:10.1007/s10337-011-2138-8
The enantiomeric separation of several basic drugs was investigated using copper(II)–clindamycin as a new chiral selector. The results show that the chiral selector allows high-resolution separation of some racemic basic drugs, including tropicamide, propranolol, sotalol, bisoprolol, epinephrine, esmolol, atenolol, and metoprolol. The enantioselectivity was influenced by parameters such as the type of metal ion, ratio of clindamycin and Cu(II), pH of the background electrolyte, clindamycin concentration, applied voltage, and capillary temperature. The optimal separation conditions were determined to be 20 mM clindamycin/10 mM Cu2+, pH 9.06, at 20 kV and 22 °C within 25 min.
Co-reporter:Hui Chen, Ru Jiang, Qiao Feng Wang, Xiao Li Sun, Jing Luo, Sheng Yong Zhang
Chinese Chemical Letters 2010 Volume 21(Issue 2) pp:167-170
Publication Date(Web):February 2010
DOI:10.1016/j.cclet.2009.10.012
In this study, six thiourea derivatives of cinchona alkaloids with 9-nat or 9-epi-configuration were synthesized. After characterized the structures, we adopted them to the asymmetric “interrupted” Feist-Bénary (IFB) reaction of α-haloketones with β-dicarbonyl compounds, to give optically active dihydrofurans. Various thiourea derivatives as organocatalysts were examined. The corresponding chiral hydroxyl dihydrofurans have been obtained in excellent yields and moderate ees. To the acyclic substrate, we obtained exciting and promising result.
Co-reporter:Peng Liu;Wei He;Xiang-Yang Qin;Xiao-Li Sun;Hui Chen ;Sheng-Yong Zhang
Chirality 2010 Volume 22( Issue 10) pp:914-921
Publication Date(Web):
DOI:10.1002/chir.20859

Abstract

A novel single isomer of positively charged β-cyclodextrin, mono-6-deoxy-6-((2S,3S)-(+)-2,3-O-isopropylidene-1,4-tetramethylenediamine)-β-CD (MIPTACD) was designed and synthesized in seven steps starting from commercially available (2R,3R)-tartaric acid. The chiral resolution abilities of the new cationic chiral selector were studied by capillary electrophoresis using 10 different dansyl (Dns)-amino acids and N-acetylphenylalanine (N-Ac-Phe) as model analytes. The effects of running buffer pH and chiral selector concentration on the separation selectivity, resolutions, and migration times of analytes were studied in detail. MIPTACD shows a very good chiral recognition ability even at very low concentrations at the investigated pH values, as shown by the very large values of selectivity and resolution towards amino acids enantiomers to be assessed. Chirality, 2010. © 2010 Wiley-Liss, Inc.

Co-reporter:Li Fan, Fei Li, Haitao Zhang, Yukun Wang, Chong Cheng, Xiaoye Li, Chun-hu Gu, Qian Yang, Hong Wu, Shengyong Zhang
Biomaterials 2010 31(21) pp: 5634-5642
Publication Date(Web):
DOI:10.1016/j.biomaterials.2010.03.066
Co-reporter:Peng Liu;Xiaoli Sun;Wei He;Ru Jiang;Pingan Wang;Yan Zhao
Journal of Separation Science 2009 Volume 32( Issue 1) pp:125-134
Publication Date(Web):
DOI:10.1002/jssc.200800423

Abstract

This paper describes an improved access to mono-6A-aminoethylamino-β-CD (β-CDen), a very efficient cationic chiral selector for CZE in the separation of eight chiral aromatic vicinal diols. The β-CDen concentration has a strong influence on the efficiency of enantioseparation. The effects of the pH and concentration of the BGE, the capillary temperature, and the applied voltage on the resolution and separation selectivity have been studied. Excellent chiral resolution was achieved under the optimal conditions of β-CDen 10 mM, pH 10, 200 mM borate buffer at 15 kV and 20°C within 20 min. Moreover, the developed method was successfully applied to the determination of the enantiomeric purity of the catalytic asymmetric dihydroxylation (AD) reaction products.

Co-reporter:Qiao Feng Wang, Hui Chen, Yan Zhao, Xiao Ye Li, Sheng Yong Zhang
Chinese Chemical Letters 2009 Volume 20(Issue 7) pp:763-766
Publication Date(Web):July 2009
DOI:10.1016/j.cclet.2009.02.018
A new free recoverable and reusable mono-alkaloid-type ligand has been synthesized by a simple method. With highly polar groups, the ligand can be recycled and reused eight times to prepare ethyl (2R,3S)-2,3-dihydroxy-3-phenylpropionate with high yield and ee via asymmetric dihydroxylation (AD) reaction.
Co-reporter:Qiao Feng Wang, Xue Ying Liu, Xiang Yang Qin, Xiao Ye Li, Sheng Yong Zhang
Chinese Chemical Letters 2009 Volume 20(Issue 7) pp:797-799
Publication Date(Web):July 2009
DOI:10.1016/j.cclet.2009.02.015
Cinchonine was employed as backbone for the synthesis of novel phosphite compounds with diol substituents. These monophosphinites were provided in one pot with the yields ranged from 63% to 75%. Their structures were confirmed by NMR spectroscopy and HRMS.
Co-reporter:Quan Jun Wang, Wei He, Qiao Feng Wang, Xin Shi, Xiao Li Sun, Sheng Yong Zhang
Chinese Chemical Letters 2009 20(12) pp: 1405-1407
Publication Date(Web):
DOI:10.1016/j.cclet.2009.06.019
Co-reporter:Qiao-Feng Wang, Wei He, Xue-Ying Liu, Hui Chen, Xiang-Yang Qin, Sheng-Yong Zhang
Tetrahedron: Asymmetry 2008 Volume 19(Issue 21) pp:2447-2450
Publication Date(Web):3 November 2008
DOI:10.1016/j.tetasy.2008.10.030
A novel class of bidentate chiral P,N donor ligands based on cinchona alkaloids is described. These ligands are easily synthesized in one-pot from commercially available enantiopure 1,2-diphenyl-1,2-ethanediol and cinchona alkaloids in two steps. Their application to the palladium(II)-catalyzed asymmetric allylic alkylation of 1,3-diphenyl-2-propenyl acetate gave the corresponding products in excellent yields and up to 94% ee. The effect of ligands, substrates, nucleophiles, and temperature on the reaction was also investigated.(4S,5S)-2-Cinchoninyl-4,5-diphenyl-1,3,2-dioxaphospholaneC33H33N2O3P[α]D25=-108 (c 1, CHCl3)Source of chirality: asymmetric synthesisAbsolute configuration: (4S,5S)(4S,5S)-2-Cinchonidinyl-4,5-diphenyl-1,3,2-dioxaphospholaneC33H33N2O3P[α]D25=-35 (c 1, CHCl3)Source of chirality: asymmetric synthesisAbsolute configuration: (4S,5S)(4S,5S)-2-Quininyl-4,5-diphenyl-1,3,2-dioxaphospholaneC34H35N2O4P[α]D25=-29.5 (c 1, CHCl3)Source of chirality: asymmetric synthesisAbsolute configuration: (4S,5S)(4S,5S)-2-Quindinyl-4,5-diphenyl-1,3,2-dioxaphospholaneC34H35N2O4P[α]D25=-69.6 (c 1, CHCl3)Source of chirality: asymmetric synthesisAbsolute configuration: (4S,5S)
Co-reporter:Peng Liu;Wei He;Yan Zhao;Ping-An Wang;Xiao-Li Sun;Xiao-Ye Li ;Sheng-Yong Zhang
Chirality 2008 Volume 20( Issue 2) pp:75-83
Publication Date(Web):
DOI:10.1002/chir.20500

Abstract

This paper describes an improved access to 1,4-bis (9-O-quininyl) phthalazine [(QN)2PHAL], a very useful chiral ligand for catalytic asymmetric dihydroxylation (AD), by using CaH2 as acid-binding reagent in a high yield under mild conditions. The application of (QN)2PHAL to the AD reactions of eight olefins exhibited excellent enantioselectivity and activity with corresponding chiral vicinal diols. Furthermore, a capillary zone electrophoresis method was developed to separate the aforementioned chiral vicinal diols by using of neutral β-cyclodextrin (β-CD) as chiral selector and borate as running buffer. High resolution was achieved under the optimal conditions of β-CD 2.2% (w/v), pH 10, 200 mM borate buffer at 15 kV, and 20°C within 15 min. The relative standard deviations of the corrected peak areas and migration time were less than 3.9% and 1.3%, respectively. In addition, the developed method was successfully applied to the determination of the purity and the enantiomeric excesses value (%ee) of the AD reaction products. Chirality, 2008. © 2007 Wiley-Liss, Inc.

Co-reporter:Qiao-Feng Wang;Xing-Bin Yang;Yan Zhao;Peng-Juan Nan;Ying Jin;Sheng-Yong Zhang
Chirality 2007 Volume 19(Issue 5) pp:380-385
Publication Date(Web):22 MAR 2007
DOI:10.1002/chir.20393

A new capillary zone electrophoresis (CZE) method was developed to separate three chiral 2,3-dihydroxy-3-phenylpropionate enantiomers using neutral hydroxypropyl-β-CD (HP-β-CD) as chiral selector and borate as background electrolyte. The results showed that HP-β-CD exhibited good enantioselectivity and high resolution was achieved under the optimum condition of pH 10.3, 200 mM borate buffer containing 6% methanol and 50 mM HP-β-CD at 15 kV and 20°C within 16 min. The precision of the method was <0.9% for migration time and 4.5% for corrected peak area. In addition, the developed method was successfully applied to the determination of enantiomeric excess (ee) of synthetic 2,3-dihydroxy-3-phenylpropionate samples. With this method, low as 0.2% impurity of the undesirable enantiomer in the presence of high amount of target enantiomer was determined. The results demonstrated that the proposed CZE method is a simple and useful technique and is applicable to ee assay of 2,3-dihydroxy-3-phenylpropionate enantiomers. Chirality, 2007. © 2007 Wiley-Liss, Inc.

Co-reporter:Xue Ying Liu;Wei He;Lin Lin Jing;Xiao Li Sun;Sheng Yong Zhang;Ying Jin
Chirality 2007 Volume 19(Issue 5) pp:386-390
Publication Date(Web):22 MAR 2007
DOI:10.1002/chir.20394

Different 1,4-dichlorophthalazine-cinchona alkaloid derivatives have been used to catalyze the asymmetric “interrupted” Feist–Bénary reaction of ethyl bromopyruvate/substituted bromoketoesters and β-dicarbonyl compounds. The corresponding hydroxydihydrofurans have been obtained in excellent yields and with up to 91%ee. Chirality, 2007. © 2007 Wiley-Liss, Inc.

Co-reporter:Ping-An Wang;Zheng-Shuang Xu;Chun-Feng Chen;Xu-Guang Gao;Xiao-Li Sun;Sheng-Yong Zhang
Chirality 2007 Volume 19(Issue 7) pp:581-588
Publication Date(Web):16 MAY 2007
DOI:10.1002/chir.20424

The (+/−)-cis-5-arylcarbamoyl-2-ethoxycarbonylpyrrolidines 6a–g were firstly synthesized in 53–64% yields by using meso-diethyl-2,5-dibromoadipate 3 and (S)-(−)-1-phenylethylamine in three steps. The diastereomeric mixture (S;2S,5R)-(−)-7 and (S;2R,5S)-(+)-8 were prepared by the Grignard reaction and separated by a flash column chromatography in 29 and 52% yields. The absolute configurations of (+)-8 was confirmed by X-ray crystallographic analysis and the enantiopure pyrrolidines (2S,5R)-(−)-9/(2R,5S)-(+)-9 and (2S,5R)-(−)-10/(2R,5S)-(+)-10 were obtained in good yields. Chirality, 2007. © 2007 Wiley-Liss, Inc.

Co-reporter:Wei He;Peng Liu;Bang Le Zhang;Xiao Li Sun;Sheng Yong Zhang
Applied Organometallic Chemistry 2006 Volume 20(Issue 5) pp:
Publication Date(Web):27 MAR 2006
DOI:10.1002/aoc.1055

9-Amino (9-deoxy) cinchona alkaloids, derived from natural cinchona alkaloids, were applied in asymmetric transfer hydrogenation in both iridium and rhodium catalytic systems using i-propanol as the hydrogen source. A series of aromatic ketones was examined, and good to excellent conversions and enantioselectivities were observed. The best results were achieved using 9-amino(9-deoxy) epicinchonine 2a as the ligand and [Ir(COD)Cl]2 as the metal precursor, and for the isobutylphenone, the conversion and enantioselectivity were obtained in 90 and 97% e.e. respectively. Copyright © 2006 John Wiley & Sons, Ltd.

Co-reporter:Si Kun Cheng;Sheng Yong Zhang;Ping An Wang;Yong Qing Kuang;Xiao Li Sun
Applied Organometallic Chemistry 2005 Volume 19(Issue 8) pp:
Publication Date(Web):17 JUN 2005
DOI:10.1002/aoc.936

A novel polymer-bound alkaloid ligand QN–AQN–OPEG-OMe, which was characterized by an anthraquinone core at the 9-O position of quinine, was synthesized conveniently. It delivered up to 99% ees in the homogeneous catalytic asymmetric dihydroxylation of seven olefins, comparable to that reported for the homogeneous catalyst with free ligand (DHQ)2AQN. This ligand was recovered almost quantitatively by a simple filtration and reused for five cycles without obvious decreased enantioselectivities and catalytic activities. Copyright © 2005 John Wiley & Sons, Ltd.

Co-reporter:Ru Jiang, Yongqing Kuang, Xiaoli Sun, Shengyong Zhang
Tetrahedron: Asymmetry 2004 Volume 15(Issue 4) pp:743-746
Publication Date(Web):23 February 2004
DOI:10.1016/j.tetasy.2004.01.011
A recyclable catalytic system for the asymmetric dihydroxylation of olefins was developed by using a mono-quaternized bis-cinchona alkaloid ligand 3 and OsO4 combined with PEG or an ionic liquid. Both the catalytic components could be recovered and reused in five consecutive reactions without any additional OsO4 or ligand. The catalytic system is effective in the AD reactions of seven olefins.Graphic1,4-Bis(9-O-quininyl)phthalazine mono-quaternary ammonium saltC55H57N6O4Br[α]D=+249.6 (c 1, EtOH)Source of chirality: quinineAbsolute configuration: 9R,10S,9′R,10′S
Co-reporter:Li Liang, Xueying Liu, Qingwei Wang, Sikun Cheng, Shengyong Zhang, Meng Zhang
Phytomedicine (15 April 2013) Volume 20(Issue 6) pp:558-563
Publication Date(Web):15 April 2013
DOI:10.1016/j.phymed.2012.12.012
3,5,4′-Tri-O-acetylresveratrol (TARES) synthesized by acetylating three hydroxyl groups of resveratrol (RES) is a prodrug of RES. The aim of this study was to investigate and compare the pharmacokinetics, tissue distribution and excretion of TARES and RES in rats following a single intragastric gavage (i.g.) administration. After RES is transformed into TARES, its pharmacokinetic properties are improved, such as the t1/2 has been prolonged and the AUC has been enhanced. And TARES follows linear plasma pharmacokinetics across the investigated dosage range in rats (77.5–310 mg/kg). The major distribution tissues of TARES or RES in rats were liver, spleen, heart and lung. TARES can increase the content of RES in lung significantly. There was no long-term accumulation of RES in rat tissues. Whether we administrated to rats of equimolar TARES or RES, total recoveries of RES in urine and feces within 36 h were low (0.99% or 0.07% in urine and 1.69% or 0.15% in feces).
Co-reporter:Xiaochen Ren, Chunyan He, Yingle Feng, Yonghai Chai, Wei Yao, Weiping Chen and Shengyong Zhang
Organic & Biomolecular Chemistry 2015 - vol. 13(Issue 17) pp:NaN5060-5060
Publication Date(Web):2015/03/25
DOI:10.1039/C5OB00298B
An efficient method was developed to synthesize ferrocene-based bifunctional amine–thioureas bearing multiple hydrogen-bonding donors. Asymmetric Michael addition of acetylacetone to nitroolefins catalyzed by these novel bifunctional catalysts affords the Michael adducts in high yield and moderate to excellent enantioselectivities. Multiple hydrogen-bonds play an important role in accelerating the reaction.
Perylene, 2,5,8,11-tetrakis[3,5-bis(1,1-dimethylethyl)phenyl]-
Pyrene, 1,3,6,8-tetrakis[3,5-bis(1,1-dimethylethyl)phenyl]-
Borazine, 1,3,5-tris[4-(2-phenylethynyl)phenyl]-2,4,6-tris(2,4,6-trimethylphenyl)-
Borazine, 1,3,5-triphenyl-2,4,6-tris(2,4,6-trimethylphenyl)-
2-(3,5-Di-tert-butylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Pyrene, 1,3,6,8-tetrakis(2,4,6-trimethylphenyl)-
1-((3-chlorophenyl)sulfonamido)cyclohexane-1-carboxylic acid
1-[3-NITRO-4-(1-PYRROLIDINYL)PHENYL]ETHANONE
4,5,9,10-Pyrenetetrone
Benzene,1-nitro-4-(2-phenylethynyl)-