Recent advance of the application of interrupted Fischer indolization toward bioactive indoline alkaloids

被引：33

作者：

Mo, Yuanzhao ^{[1
]}

Zhao, Jipeng ^{[1
]}

Chen, Weiping ^{[1
]}

Wang, Qiaofeng ^{[1
]}

机构：

[1] Fourth Mil Med Univ, Sch Pharm, Xian 710032, Shaanxi, Peoples R China

来源：

RESEARCH ON CHEMICAL INTERMEDIATES | 2015年 / 41卷 / 08期

关键词：

Interrupted Fischer indolization; Furoindolines; Pyrrolidinoindolines; Alkaloid; KOPSIA-FLAVIDA BLUME; C3-QUATERNARY INDOLENINES; CASCADE DEAROMATIZATION; NATURAL-PRODUCTS; IN-VITRO; (+/-)-ASPIDOPHYLLINE; AKUAMMILINE; TRYPTOPHOLS; INHIBITORS;

D O I：

10.1007/s11164-014-1707-5

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The interrupted Fischer indolization is an efficient way to construct fused indoline ring systems present in a variety of natural alkaloids. This paper will review the application of this reaction towards furoindolines and pyrrolidinoindolines with bioactivity.

引用

页码：5869 / 5877

页数：9

共 42 条

[1] An Interrupted Fischer Indolization Approach toward Fused Indoline-Containing Natural Products [J].

Boal, Ben W. ;

Schammel, Alex W. ;

Garg, Neil K. .

ORGANIC LETTERS, 2009, 11 (15) :3458-3461

[2] Flustramine inspired synthesis and biological evaluation of pyrroloindoline triazole amides as novel inhibitors of bacterial biofilms [J].

Bunders, Cynthia ;

Cavanagh, John ;

Melander, Christian .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2011, 9 (15) :5476-5481

[3]

Cacchi S., 2012, Org. Reac, V76, P281

[4] A furoindoline synthesis by remote radical functionalization [J].

Calvert, Matthew B. ;

Sperry, Jonathan .

TETRAHEDRON LETTERS, 2012, 53 (40) :5426-5429

[5] Plectosphaeroic Acids A, B, and C, Indoleamine 2,3-Dioxygenase Inhibitors Produced in Culture by a Marine Isolate of the Fungus Plectosphaerella cucumerina [J].

Carr, Gavin ;

Tay, Wendy ;

Bottriell, Helen ;

Andersen, Sarah K. ;

Mauk, A. Grant ;

Andersen, Raymond J. .

ORGANIC LETTERS, 2009, 11 (14) :2996-2999

[6] Total synthesis of (±)-debromoflustramine B via [4+1] cyclization of a bis(alkylthio)carbene and an indole isocyanate [J].

De, Saptarshi ;

Rigby, James H. .

TETRAHEDRON LETTERS, 2013, 54 (35) :4760-4762

[7] Enantioselective Total Synthesis of (+)-Gliocladine C: Convergent Construction of Cyclotryptamine-Fused Polyoxopiperazines and a General Approach for Preparing Epidithiodioxopiperazines from Trioxopiperazine Precursors [J].

DeLorbe, John E. ;

Jabri, Salman Y. ;

Mennen, Steven M. ;

Overman, Larry E. ;

Zhang, Fang-Li .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (17) :6549-6552

[8] The Akuammiline Alkaloids; Origin and Synthesis [J].

Eckermann, Ruben ;

Gaich, Tanja .

SYNTHESIS-STUTTGART, 2013, 45 (20) :2813-2823

[9] Induction of antifertility with lupeol acetate in male albino rats [J].

Gupta, RS ;

Bhatnager, AK ;

Joshi, YC ;

Sharma, MC ;

Khushalani, V ;

Kachhawa, JBS .

PHARMACOLOGY, 2005, 75 (02) :57-62

[10] Diastereoselective Synthesis of C3-Quaternary Indolenines Using α,β-Unsaturated N-Aryl Ketonitrones and Activated Alkynes [J].

Huehls, C. Bryan ;

Hood, Tyler S. ;

Yang, Jiong .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (21) :5110-5113

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