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Asymmetric Synthesis of 3-Allyloxindoles and 3-Allenyloxin- doles by Scandium（lll）-Catalyzed Claisen Rearrangement Reactions

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Chinese Journal of Chemistry 2017年第10期35卷 1512-1516页

作者： zeng-wei lai Chuan Liu Hongbin Sun Shu-Li You State Key Laboratory of Organometallic Chemistry Shanghai Institute of Organic Chemistry Chinese Academy of Sciences 345 Lingling Lu Shanghai 200032 China State Key Laboratory of Natural Medicines and Center of Drug Discovery China Pharmaceutical University 24 Tongj ia Xiang Nanj ing Jiangsu 210009 China

Scandium-catalyzed asymmetric Claisen rearrangement reactions of 2-allyloxyindoles and 2-propargyloxyin- doles provide a novel approach to diverse 3-allyloxindoles and 3-allenyloxindoles in excellent yields （up to 99%） and enantioselectivity （up to 99% ee） under mild reaction conditions. The scandium catalyst was derived from Sc（OTf）3 and Pybox ligand.

关键词： allene asymmetric catalysis Pybox rearrangement scandium

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A new class of potent liver injury protective compounds: Structural elucidation, total synthesis and bioactivity study

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Acta Pharmaceutica Sinica B 2023年第8期13卷 3414-3424页

作者： Kailong Ji wei Liu weihang Yin Xiangrong Kong Honghong Xu zeng-wei lai Jing-Ya Li Jian-Min Yue State Key Laboratory of Drug Research Shanghai Institute of Materia MedicaChinese Academy of SciencesShanghai 201203China School of Chinese Materia Medica Nanjing University of Chinese MedicineNanjing 210023China

A new class of potent liver injury protective compounds,phychetins A-D(1-4)featuring an unique 6/6/5/6/5 pentacyclic framework,were isolated and structurally characterized from a Chinese medicinal plant Phyllanthus *** 2-4 are three pairs of enantiomers that were initially obtained in a racemic manner,and were further separated by chiral HPLC *** 1-4 were proposed to be originated biosynthetically from a coexisting lignan via an intramolecular Friedel-Crafts reaction as the key step.A bioinspired total synthesis strategy was thus designated,and allowed the effective syntheses of compounds 2-4 in high *** of compounds exhibited significant anti-inflammatory activities in vitro via suppressing the production of pro-inflammatory cytokine IL-1β.Notably,compound 4,the most active enantiomeric pair in vitro,displayed prominent potent protecting activity against liver injury at a low dose of 3 mg/kg in mice,which could serve as a promising lead for the development of acute liver injury therapeutic agent.

关键词： Phychetins Phyllanthusfranchetianus Structural elucidation Total synthesis Liver injury protection Anti-inflammation

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Concise Total Synthesis of Dysoxylactam A and a Simplified Analog

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Chinese Journal of Chemistry 2022年第17期40卷 2027-2034页

作者： Guan-Zhou Yang Lei Wang Yao-Yue Fan zeng-wei lai Xue-Ni Yu Li-Guang Lou Kun Gao Jian-Min Yue State Key Laboratory of Applied Organic Chemistry College of Chemistry and Chemical EngineeringLanzhou University222 Tianshui South RoadLanzhouGansu730000 China State Key Laboratory of Drug Research Shanghai Institute of Materia MedicaChinese Academy of Sciences555 Zuchongzhi RoadShanghai201203 China University of Chinese Academy of Sciences No.19A Yuquan RoadBeijing100049 China

A total synthesis of 17-membered macrocyclolipopeptide dysoxylactam A,a potent agent reversing P-glycoprotein(P-gp)-mediated multidrug resistance(MDR)in cancer cells,was developed from the starting material(S)-2-methylbutanal in a linear sequence of 12 steps with 23.2%overall *** key steps include proline-catalyzed asymmetric aldol reaction,Evans aldol reaction and Krische allylation to construct the multiple stereocenters containing fragment,and ring-closing metathesis to furnish the *** total synthesis facilitates the preparation of large amount samples of dysoxylactam A and the side chain simplified derivatives for further biological tests and preliminary structure-activity relationship exploration.

关键词： Total synthesis Dysoxylactam A Macrocyclolipopeptide Reversing multidrug resistance Structure-activity relationship

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绿柱石晶体的水热法生长及特征研究

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人工晶体学报 2009年第1期38卷 245-250,270页

作者：阮青锋邱志惠张良钜雷威曾伟来桂林工学院资源与环境工程系桂林541004 广西师范大学化学化工学院桂林541004

采用温差水热法,以分析纯的Al(OH)3和BeO以及无色纯净的石英为原材料,球形和//s(1121)的片状无色绿柱石为籽晶,在复杂的盐酸混合溶液中生长了无色透明的绿柱石晶体。利用双圈反射测角仪、电子探针、X射线衍射仪和红外光谱仪等仪器,对合... 详细信息

采用温差水热法,以分析纯的Al(OH)3和BeO以及无色纯净的石英为原材料,球形和//s(1121)的片状无色绿柱石为籽晶,在复杂的盐酸混合溶液中生长了无色透明的绿柱石晶体。利用双圈反射测角仪、电子探针、X射线衍射仪和红外光谱仪等仪器,对合成绿柱石晶体的形态、成分及晶体结构进行了详细的研究。结果表明,合成的绿柱石晶体为六方短柱状,主要发育平行双面c{0001}、六方柱m{100}、a{110}和六方双锥p{101}四种单形。合成的绿柱石晶体的成分中(Na2O+K2O)的质量分数约为0.59%,且c0/a0值为0.9988,可归属于"正常"绿柱石向"四面体"绿柱石的过渡范畴。在中性或弱碱性环境体系中,通过调整绿柱石中各成分的百分含量,有望在更低的温度、压力条件下合成出高质量的板柱状绿柱石晶体。

关键词：绿柱石晶体生长水热法晶体形态晶体结构

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