SYNTHESIS AND X-RAY CRYSTAL-STRUCTURE OF 2-ACETYL-9-AZABICYCLO[4.2.1]NONAN-3-ONE - A CONFORMATIONALLY LOCKED S-CIS ANALOG OF ANATOXIN-A

被引：6

作者：

BROUGH, PA

GALLAGHER, T

THOMAS, P

WONNACOTT, S

BAKER, R

MALIK, KMA

HURSTHOUSE, MB

机构：

[1] UNIV BATH, SCH CHEM, BATH BA2 7AY, AVON, ENGLAND

[2] UNIV BATH, SCH BIOL SCI, BATH BA2 7AY, AVON, ENGLAND

[3] MERCK SHARP & DOHME LTD, CTR NEUROSCI RES, HARLOW CM20 2QR, ENGLAND

[4] UNIV WALES COLL CARDIFF, COLL CARDIFF, SCH CHEM & APPL CHEM, CARDIFF CF1 3TB, WALES

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1992年 / 15期

关键词：

D O I：

10.1039/c39920001087

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

2-Acetyl-9-azabicyclo[4.2.1.]nonan-3-one 2 ('hydroxyanatoxin-a'), which represents a conformationally locked variant of the s-cis conformer of the potent cholinergic agonist anatoxin-a, is synthesised and characterised; this molecule lacks both nicotinic and muscarinic potency.

引用

收藏

页码：1087 / 1089

页数：3

相关论文

共 20 条

[1] NICOTINIC ACETYLCHOLINE-RECEPTORS IN CULTURED NEURONS FROM THE HIPPOCAMPUS AND BRAIN-STEM OF THE RAT CHARACTERIZED BY SINGLE CHANNEL RECORDING [J].

ARACAVA, Y ;

DESHPANDE, SS ;

SWANSON, KL ;

RAPOPORT, H ;

WONNACOTT, S ;

LUNT, G ;

ALBUQUERQUE, EX .

FEBS LETTERS, 1987, 222 (01) :63-70

[2] SOME REACTIONS OF TETRAKIS (TERT-BUTYLIMIDO) OSMIUM (VIII) - X-RAY CRYSTAL-STRUCTURES OF OS(NBUT)O(O2CBUT)2(NH2BUT)2.BUTCO2H, (BUTN)2OS(MU-NBUT)2OS(NBUT)X2 (X = CL OR I) AND [OS2(NBUT)4(MU-NBUT)2]I3 [J].

DANOPOULOS, AA ;

WILKINSON, G ;

HUSSAINBATES, B ;

HURSTHOUSE, MB .

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1991, (08) :1855-1860

[3] OXYGEN-17 NUCLEAR MAGNETIC RESONANCE STUDIES OF EQUILIBRIA BETWEEN ENOL FORMS OF BETA-DIKETONES [J].

GORODETSKY, M ;

LUZ, Z ;

MAZUR, Y .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (05) :1183-+

[4] ADDITIONAL ALGAL TOXICOSIS HAZARD [J].

GUNN, GJ ;

RAFFERTY, AG ;

RAFFERTY, GC ;

COCKBURN, N ;

EDWARDS, C ;

BEATTIE, KA ;

CODD, GA .

VETERINARY RECORD, 1991, 129 (17) :391-391

[5]

HACKSELL U, 1989, PROG BRAIN RES, V79, P95

[6] DEUTERIUM-ISOTOPE EFFECTS ON THE C-13 NUCLEAR SHIELDING OF INTRAMOLECULARLY HYDROGEN-BONDED SYSTEMS [J].

HANSEN, PE .

MAGNETIC RESONANCE IN CHEMISTRY, 1986, 24 (10) :903-910

[7] CHIROSPECIFIC SYNTHESES OF NITROGEN AND SIDE-CHAIN MODIFIED ANATOXIN ANALOGS - SYNTHESIS OF (1R)-ANATOXINAL AND (1R)-ANATOXINIC ACID-DERIVATIVES [J].

HOWARD, MH ;

SARDINA, FJ ;

RAPOPORT, H .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (09) :2829-2838

[8]

HUBER C S, 1972, Acta Crystallographica Section B Structural Crystallography and Crystal Chemistry, V28, P2577, DOI 10.1107/S0567740872006491

[9]

HUNIG S, 1968, LIEBIGS ANN CHEM, V716, P68

[10] SYNTHESIS AND BIOLOGICAL CHARACTERIZATION OF PYRIDOHOMOTROPANES - STRUCTURE-ACTIVITY-RELATIONSHIPS OF CONFORMATIONALLY RESTRICTED NICOTINOIDS [J].

KANNE, DB ;

ABOOD, LG .

JOURNAL OF MEDICINAL CHEMISTRY, 1988, 31 (03) :506-509