william威廉亚洲官方
师资力量

陈小川     教授

研究方向:天然产物合成;有机合成方法学

联系方式:          Email:c​henxc@scu.edu.cn

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简历

20079月至今,william威廉亚洲官方任教

20031-20078月;于法国国家科学研究中心,天然物质化学研究所,博士后

19999-20026月,兰州大学化学化工学院,理学博士

19969-19996月,兰州大学化学化工学院,理学硕士

19929-19966月,兰州大学化学系,理学学士

主要研究方向

  主要选择一些具有抗癌、抗菌、抗HIV-1等各种重要活性的天然产物,探索利用商品化的廉价手性源和高选择性的反应,发展其高效经济的实用合成新策略和路线,并对相关的合成方法进行研究。

主要工作业绩

  近年在海洋四氢异喹啉生物碱、lepadin生物碱及手性黄酮等合成中,在产率和策略上取得了较大突破,对发掘抗癌新药上具有重要价值和意义。特别是海洋四氢异喹啉生物碱具有纳摩尔级抗癌、抗菌等重要活性,代表分子已作为抗癌新药上市,但由于大多成员来源匮乏,合成步骤多成本高。我们采用L-酪氨酸等廉价原料,先高产地制备两个偶联片段,再探索出高选择性的环化偶联策略,能快速构建双四氢异喹啉生物碱的五环骨架,已先后发展出 (–)-jorunnamycin AC(–)-jorumycin(–)-renieramycin GTecteinascidin   743及其高活性类似物phthalascidin   zalypsis的高效经济合成新路线,是目前获得这类生物碱很实用有效的途径。同时设计了一些新型不对称Ugi反应,基于此有效合成几类复杂的手性杂环化合物,具有潜在的活性。已在各类SCI期刊上发表三十多篇学术论文,承担和参与了自然科学基金委、科技部、教育部等的多项研究项目。

 

 

 

 

 

 

 

代表性成果

(获奖成果、专著、论文、专利)

1.  He   Gu, Yue Hu, Yuanliang Jia, Qin Zhou, Guiyin Luo, Xiaochuan Chen*, Total   Synthesis of ()-Lepadin F based on a Stereoselective DielsAlder Reaction Controlled by a Ketolactone-type Dienophile, Chem.   Eur. J. 2021, 27(12), 4141–4149.

2.  Feng Shui, Junhao Jia, Xing Yang, Qin Zhou,   Yimin Jiang, Xiaochuan Chen*, Synthesis of (+)-Epoxydon, (-)-Phyllostine,   (-)-RKTS 33, and (-)-Parasitenone Featuring Selective Sulfonylation and   Oxirane Ring Closure of Aldol Cyclization Products, Eur. J. Org. Chem.   2020, 2021(26), 3981–3988.

3. Yi Wang, Zaixiang Fang, Xiaochuan Chen, Yuanhua Wang*, Dirhodium(II)Catalyzed C(sp2)H Azidation of Benzaldehydes, Chem. Eur. J. 2020,   26, 6805–6811.

4.  Junhao Jia, Ruijiao Chen, Yuanliang Jia, He Gu, Qin   Zhou, Xiaochuan Chen*Convergent   Formal Synthesis of Ecteinascidin 743, J. Org. Chem. 2019, 84,   13696–13706.

5.  Xing Yang, Po Yuan, Feng Shui, Yuqin Zhou, Xiaochuan   Chen*, A divergent strategy to synthesize gabosines featuring a switchable   two-way aldol cyclization, Org. Biomol. Chem. 2019, 17,   4061–4072.

6.  Yi Wang, Xiaochuan Chen, Hong Jin*,   Yuanhua Wang*, Mild and Practical Dirhodium(II)/NHPI-Mediated Allylic and Benzylic   Oxidations with Air as the Oxidant, Chem. Eur. J. 2019, 25,   14273–14277.

7.  Xiaojing Liu, Junhao Jia, Yuanliang Jia, He Gu, Jingwen   Luo, Xiaochuan Chen*, A flexible and divergent strategy to flavonoids with   chiral A ring featuring intramolecular Michael addition. Stereoselective   synthesis of (+)-cryptocaryone, (+)-cryptogione F, (+)-cryptocaryanones A and   B, (+)-cryptochinones A and C, Org. Lett. 2018, 20(7),   1945–1948.

8. Yi Wang, Zaixiang Fang, Xiaochuan Chen*, Yuanhua Wang*,   Mild Dirhodium(II)-Catalyzed Chemo- and Regioselective Azidation of Arenes, Org.   Lett. 2018, 20(18), 5732–5736.

9.  Xiong Li, Lingling Hu, Junhao Jia, He Gu, Yuanliang Jia,   Xiaochuan Chen*, A Stereoselective Approach toward (-)-Lepadins A–C, Org.   Lett. 2017, 19(19), 5372–5375.

10.  Po Yuan, Xiaojing Liu, Xing Yang, Yanli Zhang, Xiaochuan   Chen*, Total Syntheses of (+)-Gabosine P, (+)-Gabosine Q, (+)-Gabosine E,   (–)-Gabosine G, (–)-Gabosine I, (–)-Gabosine K, (+)-Streptol and (–)-Uvamalol   A by a Diversity-Oriented Approach Featuring Tunable Deprotection   Manipulation, J. Org. Chem. 2017, 82(7), 3692–3701.

11.  Lizhen Jiang, Xiaojing Liu, Po Yuan, Yanli Zhang,   Xiaochuan Chen*, Stereoselective Synthesis of (+)-Annuionone A and (-)-Annuionone   B, J. Nat. Prod. 2017, 80(4), 805–812.

12.  Junhao Jia, Ruijiao Chen, Hao Liu, Xiong Li, Yuanliang   Jia, Xiaochuan Chen*, Asymmetric Synthesis of (–)-Renieramycin T, Org.   Biomol. Chem. 2016, 14, 7334–7344.

13.  Xiaojing Liu, Lingling Hu, Lizhen Jiang, Junhao Jia, Di   Zhang, Xiaochuan Chen*, Asymmetric Synthesis of Concentricolide, Eur. J.   Org. Chem. 2015, 10, 2291–2296.

14.  Xiubing Liu, Lingling Hu, Xiaojing Liu, Junhao Jia, Lizhen   Jiang, Jiangfeng Lin, Xiaochuan Chen*, A New Approach to Asymmetric Synthesis   of Infectocaryone, Org. Biomol. Chem. 2014, 12,   7603–7611.

15.  Hao Liu, Ruijiao Chen, Xiaochuan Chen*, A Rapid and   Efficient Access to Renieramycin-Type Alkaloids Featuring a   Temperature-Dependent Stereoselective Cyclization, Org. Biomol. Chem. 2014,   12, 1633–1640.

16.  Liang Xia, Sheng Li, Ruijiao Chen, Kai Liu, Xiaochuan   Chen*, Catalytic Ugi-Type Condensation of α -Isocyanoacetamide and Chiral   Cyclic Imine: Access to Asymmetric Construction of Several Heterocycles, J.   Org. Chem. 2013, 78(7), 3120–3131.

17.  Ruijiao Chen, Hao Liu, Xiaochuan Chen*, Asymmetric Total   Synthesis of (-)-Jorunnamycins A and C and (-)-Jorumycin from L-Tyrosine, J.   Nat. Prod. 2013, 76(9), 1789–1795. 

18.  Deguang Zhu, Liang Xia, Li Pan, Sheng Li, Ruijiao Chen,   Yongren Mou, Xiaochuan Chen*, An Asymmetric Ugi Three-Component Reaction   Induced by Chiral Cyclic Imines: Synthesis of Morpholin- or   Piperazine-Keto-carboxamide Derivatives, J. Org. Chem. 2012, 77,   1386-1395.

19.  Ruijiao Chen, Deguang Zhu, Zuoqiang Hu, Zhiming Zheng,   Xiaochuan Chen*, A new approach to synthesis of   L-3-hydroxy-4-methoxy-5-methyl-phenylalanine derivatives from L-tyrosine, Tetrahedron:   Asymmetry 2010, 21(1), 39-42.

21.  Xiaochuan Chen, Jieping Zhu*, Total Synthesis of the   Marine Natural Product (-)-Cribrostatin 4 (Renieramycin H), Angew. Chem.   Int. Ed. 2007, 46, 3962-3965.

22.  Jinchun Chen, Xiaochuan Chen, Michele Bois-Choussy,   Jieping Zhu*, Total Synthesis of Ecteinascidin 743, J. Am. Chem. Soc. 2006,   128(1), 87-89.

23.  Jinchun Chen, Xiaochuan Chen, Matthieu Willot, Jieping Zhu*,   Asymmetric Total Synthesis of Ecteinascidin 597 and Ecteinascidin 583, Angew.   Chem. Int. Ed. 2006, 45, 8028-8032.

24.  Xiaochuan Chen, Jinchun Chen, De Paolis Michael, Jieping   Zhu*, Synthetic Studies toward Ecteinascidin 743, J. Org. Chem. 2005,70(11),   4397-4408.

25.  陈小川,谷禾,胡玲玲,李雄,一类lepadin生物碱合成中间体的制备方法,中国发明专利,2021.1ZL   201710826453.3

26.  陈小川,贾俊豪,刘好,一种ecteinascidin-743类生物碱中间体及其制备方法和应用,中国发明专利,2019.4ZL   201610489181.8

27.  陈小川、宋玉廷、陈瑞蛟,一类合成 renieramycins 型生物碱的中间体及其制备方法,中国发明专利,2016.4ZL 201310266099.5

28.  陈小川、贾俊豪、陈瑞蛟、刘好,一类 renieramycin G 的合成中间体及其制备方法,中国发明专利,2016.6ZL 201310699230.7

 

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