Suzuki cross-coupling approaches to the synthesis of bioactive 3-substituted and 5-substituted-4-methoxy-6-methyl-2-pyrones

被引：38

作者：

Marrison, LR

Dickinson, JM

Fairlamb, IJS ^{[1
]}

机构：

[1] Univ York, Dept Chem, York YO10 5DD, N Yorkshire, England

[2] Manchester Metropolitan Univ, Dept Chem & Mat, Manchester M1 5GD, Lancs, England

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2003年 / 13卷 / 16期

基金：

英国工程与自然科学研究理事会;

关键词：

D O I：

10.1016/S0960-894X(03)00546-8

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Suzuki cross-coupling has been used to access a wide range of 3- and 5-substituted 2-pyrones, which show remarkable inhibitory activity against bacteria, yeasts and fungi. 3-Octenyl and 5-octenyl 2-pyrones inhibit human ovarium carcinoma (A2780) and human chronic myelogenous leukaemia (K562) cell lines at the micromolar level. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：2667 / 2671

页数：5

共 27 条

[1] N-OXIDES AND RELATED COMPOUNDS .56. PREPARATION OF NN'-LINKED BI(HETEROARYLS) FROM DEHYDROACETIC ACID AND 2,6-DIMETHYL-4-PYRONE
AFRIDI, AS
KATRITZKY, AR
RAMSDEN, CA
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1977, (12): : 1428 - 1436
[2] PYRONES .1. METHYL ETHERS OF TAUTOMERIC HYDROXYPYRONES AND THE STRUCTURE OF YANGONIN
BULOCK, JD
SMITH, HG
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1960, (FEB): : 502 - 506
[3] 3-aryl and 5-aryl-4-methoxy-6-methyl-2H-pyran-2-ones by Suzuki cross-coupling reactions of 3- and 5-halogeno-4-methoxy-6-methyl-2H-pyran-2-ones
Cerezo, S
Moreno-Mañas, M
Pleixats, R
[J]. TETRAHEDRON, 1998, 54 (27) : 7813 - 7818
[4] TOWARD IMPROVED ANTI-HIV CHEMOTHERAPY - THERAPEUTIC STRATEGIES FOR INTERVENTION WITH HIV-INFECTIONS
DECLERCQ, E
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (14) : 2491 - 2517
[5] FUNCTIONALIZATION OF 4-HYDROXY-6-METHYL-2-PYRONE AT C-5 THROUGH [2,3]SIGMATROPIC REARRANGEMENTS OF ALLYLIC SULFONIUM YLIDES
DEMARCH, P
MORENOMANAS, M
RIPOLL, I
[J]. SYNTHETIC COMMUNICATIONS, 1984, 14 (06) : 521 - 531
[6] BROMINATED DERIVATIVES OF 4-HYDROXY-6-METHYL-2H-PYRAN-2-ONE AND 4-METHOXY-6-METHYL-2H-PYRAN-2-ONE
DEMARCH, P
MORENOMANAS, M
PI, R
RIPOLL, I
SANCHEZFERRANDO, F
[J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1985, 22 (06) : 1537 - 1542
[7] MICROBIAL PYRAN-2-ONES AND DIHYDROPYRAN-2-ONES
DICKINSON, JM
[J]. NATURAL PRODUCT REPORTS, 1993, 10 (01) : 71 - 98
[8] DICKINSON JM, 1988, THESIS U SUSSEX UK
[9] DIELS-ALDER REACTIONS WITH 2H-PYRAN-2-ONES - REACTIVITY AND SELECTIVITY
EFFENBERGER, F
ZIEGLER, T
[J]. CHEMISCHE BERICHTE-RECUEIL, 1987, 120 (08): : 1339 - 1346
[10] Synthesis and antimicrobial evaluation of farnesyl diphosphate mimetics
Fairlamb, IJS
Dickinson, JM
O'Connor, R
Cohen, LH
van Thiel, CF
[J]. BIOORGANIC CHEMISTRY, 2003, 31 (01) : 80 - 97

← 1 2 3 →