SYNTHESIS OF 9-DIHYDROTAXOL - A NOVEL BIOACTIVE TAXANE

被引：64

作者：

KLEIN, LL

机构：

[1] Anti-Infective Division D-47M, Abbott Laboratories, Abbott Park

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 13期

关键词：

TAXANES; DEACYLATION; 9-DIHYDROTAXOL; 9-DIHYDROBACCATIN-III; 7,9-ACETONIDE;

D O I：

10.1016/S0040-4039(00)60342-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of 9-dihydrotaxol (8) is described via a novel deacylation reaction. This analog exhibits increased activity in the microtubule assay.

引用

页码：2047 / 2050

页数：4

共 12 条

[1]

ALGAIER J, 1988, BIOCHIM BIOPHYS ACTA, V954, P2135

[2] SCIENTISTS MOBILIZE TO INCREASE SUPPLY OF ANTICANCER DRUG TAXOL [J].

BORMAN, S .

CHEMICAL & ENGINEERING NEWS, 1991, 69 (35) :11-18

[3] THE CHEMISTRY OF TAXANES - UNEXPECTED REARRANGEMENT OF BACCATIN-III DURING CHEMOSELECTIVE DEBENZOYLATION WITH BU3SNOME/LICL [J].

FARINA, V ;

HUANG, S .

TETRAHEDRON LETTERS, 1992, 33 (28) :3979-3982

[4] SYNTHESIS OF BIOLOGICALLY-ACTIVE TAXOL ANALOGS WITH MODIFIED PHENYLISOSERINE SIDE-CHAINS [J].

GEORG, GI ;

CHERUVALLATH, ZS ;

HIMES, RH ;

MEJILLANO, MR ;

BURKE, CT .

JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (22) :4230-4237

[5] NOVEL BIOLOGICALLY-ACTIVE TAXOL ANALOGS - BACCATIN-III 13-(N-(PARA-CHLOROBENZOYL)-(2'R,3'S)-3'-PHENYLISOSERINATE) AND BACCATIN-III 13-(N-BENZOYL-(2'R,3'S)-3'-(PARA-CHLOROPHENYL)ISOSERINATE) [J].

GEORG, GI ;

CHERUVALLATH, ZS ;

HIMES, RH ;

MEJILLANO, MR .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1992, 2 (04) :295-298

[6]

GUENARD D, 1992, 203RD ACS M SAN FRAN

[7] ISOLATION OF 9-DIHYDRO-13-ACETYLBACCATIN-III FROM TAXUS-CANADENSIS [J].

GUNAWARDANA, GP ;

PREMACHANDRAN, U ;

BURRES, NS ;

WHITTERN, DN ;

HENRY, R ;

SPANTON, S ;

MCALPINE, JB .

JOURNAL OF NATURAL PRODUCTS, 1992, 55 (11) :1686-1689

[8] PHASE-II TRIAL OF TAXOL, AN ACTIVE-DRUG IN THE TREATMENT OF METASTATIC BREAST-CANCER [J].

HOLMES, FA ;

WALTERS, RS ;

THERIAULT, RL ;

FORMAN, AD ;

NEWTON, LK ;

RABER, MN ;

BUZDAR, AU ;

FRYE, DK ;

HORTOBAGYI, GN .

JOURNAL OF THE NATIONAL CANCER INSTITUTE, 1991, 83 (24) :1797-1805

[9]

HOLTON RA, 1992, 203RD ACS M SAN FRAN

[10]

KINGSTON DGI, 1992, 203RD ACS M SAN FRAN

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