Total Synthesis and Stereochemical Reassignment of Bisebromoamide

被引：56

作者：

Gao, Xuguang ^{[1
]}

Liu, Yuqing ^{[2
]}

Kwong, Shuqin ^{[2
]}

Xu, Zhengshuang ^{[1
,2
]}

Ye, Tao ^{[1
,2
]}

机构：

[1] Univ Town Shenzhen, Shenzhen Grad Sch, Peking Univ, Lab Chem Genom, Shenzhen 518055, Peoples R China

[2] Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Kowloon, Hong Kong, Peoples R China

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 13期

关键词：

COUPLING REAGENT; MARINE CYANOBACTERIA; PEPTIDE; POTENT; 1-HYDROXY-7-AZABENZOTRIAZOLE; METABOLITES; ACID;

D O I：

10.1021/ol101021v

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A revised configurational assignment for the thiazoline moiety of the marine peptide bisebromoamide is proposed and validated by total synthesis.

引用

页码：3018 / 3021

页数：4

共 43 条

[11] The total syntheses and reassignment of stereochemistry of dragonamide [J].

Chen, HL ;

Feng, YQ ;

Xu, ZS ;

Ye, T .

TETRAHEDRON, 2005, 61 (47) :11132-11140

[12] The first total synthesis of aeruginosamide [J].

Chen, ZY ;

Ye, T .

NEW JOURNAL OF CHEMISTRY, 2006, 30 (04) :518-520

[13] Total synthesis of cis,cis-ceratospongamide [J].

Chen, ZY ;

Deng, JG ;

Ye, T .

ARKIVOC, 2003, :268-285

[14] An easy and convenient synthesis of Weinreb amides and hydroxamates [J].

De Luca, L ;

Giacomelli, G ;

Taddei, M .

JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (07) :2534-2537

[15]

DIAGOMESEGUER J, 1980, SYNTHESIS-STUTTGART, P547

[16] A novel organophosphorus compound as a coupling reagent for peptide synthesis [J].

Fan, CX ;

Hao, XL ;

Ye, YH .

SYNTHETIC COMMUNICATIONS, 1996, 26 (07) :1455-1460

[17]

Fusetani N., 2000, DRUGS SEA

[18] Secondary metabolites from cyanobacteria: Complex structures and powerful bioactivities [J].

Gademann, Karl ;

Portmann, Cyril .

CURRENT ORGANIC CHEMISTRY, 2008, 12 (04) :326-341

[19] Discovery and synthesis of HIV integrase inhibitors: Development of potent and orally bioavailable N-methyl Pyrimidones [J].

Gardelli, Cristina ;

Nizi, Emanuela ;

Muraglia, Ester ;

Crescenzi, Benedetta ;

Ferrara, Marco ;

Orvieto, Federica ;

Pace, Paola ;

Pescatore, Giovanna ;

Poma, Marco ;

Ferreira, Maria del Rosario Rico ;

Scarpelli, Rita ;

Homnick, Carl F. ;

Ikemoto, Norihiro ;

Alfieri, Anna ;

Verdirame, Maria ;

Bonelli, Fabio ;

Paz, Odalys Gonzalez ;

Taliani, Marina ;

Monteagudo, Edith ;

Pesci, Silvia ;

Laufer, Ralph ;

Felock, Peter ;

Stillmock, Kara A. ;

Hazuda, Daria ;

Rowley, Michael ;

Summa, Vincenzo .

JOURNAL OF MEDICINAL CHEMISTRY, 2007, 50 (20) :4953-4975

[20]

Gerwick WH, 2001, ALKALOIDS, V57, P75, DOI 10.1016/S0099-9598(01)57003-0

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