Synthesis of Alocasin A

被引：12

作者：

Kim, Se Hun ^{[1
]}

Sperry, Jonathan ^{[1
]}

机构：

[1] Univ Auckland, Sch Chem Sci, Auckland 1142, New Zealand

来源：

JOURNAL OF NATURAL PRODUCTS | 2015年 / 78卷 / 12期

关键词：

MACRORRHIZA; ALKALOIDS;

D O I：

10.1021/acs.jnatprod.5b00853

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

Herein is reported a synthesis of alocasin A (1), an alkaloid component of Alocasia macrorrhiza, a herbaceous plant used in folk medicine throughout southern Asia. A double Suzuki-Miyaura cross-coupling reaction between a 3-borylindole and 2,5-dibromopyrazine was used to assemble the heteroaromatic framework of the natural product. Removal of the protecting groups gave a synthetic sample of 1, the spectroscopic data of which matched those in the isolation report of this compound.

引用

页码：3080 / 3082

页数：3

共 12 条

[1] Biomimetic Synthesis of Dendridine A [J].

Boyd, Emily M. ;

Sperry, Jonathan .

ORGANIC LETTERS, 2015, 17 (05) :1344-1346

[2] Total Synthesis of (-)-Aspergilazine A [J].

Boyd, Emily M. ;

Sperry, Jonathan .

ORGANIC LETTERS, 2014, 16 (19) :5056-5059

[3] Bioinspired total synthesis and structural revision of yuremamine, an alkaloid from the entheogenic plant Mimosa tenuiflora [J].

Calvert, Matthew B. ;

Sperry, Jonathan .

CHEMICAL COMMUNICATIONS, 2015, 51 (28) :6202-6205

[4] Alkaloids from the traditional chinese medicine ChanSu: synthesis-enabled structural reassignment of bufopyramide to bufoserotonin C [J].

Davison, Emma K. ;

Sperry, Jonathan .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (29) :7911-7914

[5] Anticancer potential of aqueous extract of alocasia macrorrhiza against hepatic cancer in vitro and in vivo [J].

Fang, Shengtao ;

Lin, Caiyu ;

Zhang, Quanbo ;

Wang, Li ;

Lin, Ping ;

Zhang, Jie ;

Wang, Xiujie .

JOURNAL OF ETHNOPHARMACOLOGY, 2012, 141 (03) :947-956

[6] Synthesis of scalaridine A [J].

Kim, Se Hun ;

Sperry, Jonathan .

TETRAHEDRON LETTERS, 2015, 56 (43) :5914-5915

[7]

Lu X. M., 2005, J SICHUAN TRADIT CHI, V23, P44

[8] One-Pot Synthesis of Diazine-Bridged Bisindoles and Concise Synthesis of the Marine Alkaloid Hyrtinadine A [J].

Tasch, Boris O. A. ;

Merkul, Eugen ;

Mueller, Thomas J. J. .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 2011 (24) :4532-4535

[9] New ceramide from Alocasia macrorrhiza [J].

Tien, NQ ;

Ngoc, P ;

Minh, PH ;

Van Kiem, P ;

Van Minh, C ;

Kim, YH .

ARCHIVES OF PHARMACAL RESEARCH, 2004, 27 (10) :1020-1022

[10] Schischkiniin support studies: synthetic access to 1,1′-bisindoles [J].

Wang, Christy ;

Sperry, Jonathan .

CHEMICAL COMMUNICATIONS, 2013, 49 (39) :4349-4351

← 1 2 →