ACTIVATION OF MACROCYCLIC BIARYL-ENEDIYNES BY METAL-ION COORDINATION

被引：56

作者：

KONIG, B ^{[1
]}

HOLLNAGEL, H ^{[1
]}

AHRENS, B ^{[1
]}

JONES, PG ^{[1
]}

机构：

[1] TECH UNIV CAROLO WILHELMINA BRAUNSCHWEIG,INST ANORGAN & ANALYT CHEM,BRAUNSCHWEIG,GERMANY

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1995年 / 34卷 / 22期

关键词：

BIARYLS; CONFORMATION; ENEDIYNES; MACROCYCLES; SUPRAMOLECULAR CHEMISTRY;

D O I：

10.1002/anie.199525381

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The cyclization temperature drops by 100 °C when the 2,2′‐bipyridine moiety of enediyene 1 is coordinated by a Hg2+ ion (as in 2). This noncovalent interaction induces a change in conformation that is translated into a significantly increased proclivity for Bergman cyclization. This approach could be used, in principle, to activate strained, inactive enediyne prodrugs for cytotoxic action. tfa = F3CCO2 (Figure Presented.) Copyright © 1995 by VCH Verlagsgesellschaft mbH, Germany

引用

页码：2538 / 2540

页数：3

共 18 条

[1] BRANDSMA L, 1988, PREPARATIVE ACETYLEN, P79
[2] ELIAS HG, 1990, MAKROMOLEKULE, V1, P817
[3] Hegedus L.S., 1994, ORGANOMETALLICS SYNT, P383
[4] A MOLECULAR BRAKE
KELLY, TR
BOWYER, MC
BHASKAR, KV
BEBBINGTON, D
GARCIA, A
LANG, FR
KIM, MH
JETTE, MP
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (08) : 3657 - 3658
[5] SYNTHESIS OF A DNA-CLEAVING BIS(PROPARGYLIC) SULFONE CROWN-ETHER
KERWIN, SM
[J]. TETRAHEDRON LETTERS, 1994, 35 (07) : 1023 - 1026
[6] MAIER ME, 1995, SYNLETT, P13
[7] PHOTOINDUCED DNA CLEAVAGE BY DESIGNED MOLECULES WITH CONJUGATED ENE-YNE-KETENE FUNCTIONALITIES
NAKATANI, K
ISOE, S
MAEKAWA, S
SAITO, I
[J]. TETRAHEDRON LETTERS, 1994, 35 (04) : 605 - 608
[8] CHEMISTRY AND BIOLOGY OF THE ENEDIYNE ANTICANCER ANTIBIOTICS
NICOLAOU, KC
DAI, WM
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1991, 30 (11): : 1387 - 1416
[9] NICOLAOU KC, 1991, ANGEW CHEM, V103, P1453
[10] HIGHLY EFFICIENT PHOTOCHEMICAL-SYNTHESIS OF THE ENEDIYNE FUNCTIONALITY VIA A NORRISH TYPE-II REACTION
NUSS, JM
MURPHY, MM
[J]. TETRAHEDRON LETTERS, 1994, 35 (01) : 37 - 40

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