An enantioselective synthesis of the C(33)-C(37) fragment of Amphotericin B

被引：13

作者：

Karisalmi, K

Rissanen, K

Koskinen, AMP

机构：

[1] Helsinki Univ Technol, Organ Chem Lab, FIN-02015 Espoo, Finland

[2] Univ Jyvaskyla, Dept Chem, Xray Crystallog Lab Organ Chem, FIN-40014 Jyvaskyla, Finland

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2003年 / 1卷 / 18期

关键词：

D O I：

10.1039/B305845J

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An enantioselective synthesis of the C( 33) - C( 37) tripropionate fragment of Amphotericin B has been developed in only 6 steps.

引用

页码：3193 / 3196

页数：4

共 23 条

[1] THE STRUCTURE AND ABSOLUTE STEREOCHEMISTRY OF ZINCOPHORIN (ANTIBIOTIC M144255) - A MONOBASIC CARBOXYLIC-ACID IONOPHORE HAVING A REMARKABLE SPECIFICITY FOR DIVALENT-CATIONS [J].

BROOKS, HA ;

GARDNER, D ;

POYSER, JP ;

KING, TJ .

JOURNAL OF ANTIBIOTICS, 1984, 37 (11) :1501-1504

[2] 1,3-SYN DIASTEREOSELECTIVE REDUCTION OF BETA-HYDROXYKETONES UTILIZING ALKOXYDIALKYLBORANES [J].

CHEN, KM ;

HARDTMANN, GE ;

PRASAD, K ;

REPIC, O ;

SHAPIRO, MJ .

TETRAHEDRON LETTERS, 1987, 28 (02) :155-158

[3]

Davies-Colman MT, 1998, NAT PROD REP, V15, P477

[4]

FURNISS BS, 1989, VOGELS TXB PRACTICAL, P451

[5] Epothilone A and B - Novel 16-membered macrolides with cytotoxic activity: Isolation, crystal structure, and conformation in solution [J].

Hofle, GH ;

Bedorf, N ;

Steinmetz, H ;

Schomburg, D ;

Gerth, K ;

Reichenbach, H .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (13-14) :1567-1569

[6] Focus on fungal infections [J].

Hunter, PA .

DRUG DISCOVERY TODAY, 1996, 1 (06) :227-228

[7] Model studies on a diastereoselective synthesis of the C(33)-C(37) fragment of Amphotericin B [J].

Karisalmi, K ;

Koskinen, AMP ;

Nissinen, M ;

Rissanen, K .

TETRAHEDRON, 2003, 59 (09) :1421-1427

[8] ISOLATION AND STRUCTURE ELUCIDATION OF CALYCULIN-B, CALYCULIN-C, AND CALYCULIN-D, NOVEL ANTITUMOR METABOLITES, FROM THE MARINE SPONGE DISCODERMIA-CALYX [J].

KATO, Y ;

FUSETANI, N ;

MATSUNAGA, S ;

HASHIMOTO, K ;

KOSEKI, K .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (17) :3930-3932

[9] Callystatin A, a potent cytotoxic polyketide from the marine sponge, Callyspongia truncata [J].

Kobayashi, M ;

Higuchi, K ;

Murakami, N ;

Tajima, H ;

Aoki, S .

TETRAHEDRON LETTERS, 1997, 38 (16) :2859-2862

[10] PRODUCTION OF AMPHOTERICIN B-C-14 BY STREPTOMYCES-NODOSUS FERMENTATION, AND PREPARATION OF AMPHOTERICIN B-C-14-METHYL-ESTER [J].

LINKE, HAB ;

MECHLINS.W ;

SCHAFFNE.CP .

JOURNAL OF ANTIBIOTICS, 1974, 27 (03) :155-160

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