TOTAL SYNTHESES AND ANTIMICROBIAL ACTIVITIES OF PYRIDINE ALKALOIDS FROM RUBIACEAE

被引：9

作者：

BRACHER, F

PAPKE, T

机构：

[1] Institut für Pharmazeutische Chemie, Technische Universität Braunschweig, Braunschweig

来源：

MONATSHEFTE FUR CHEMIE | 1995年 / 126卷 / 6-7期

关键词：

PYRIDINE ALKALOIDS; PALLADIUM CATALYST; BAKERS YEAST; ANTIMICROBIAL ACTIVITY;

D O I：

10.1007/BF00807174

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Pyridine alkaloids from Rubiaceae were prepared by palladium-catalyzed cross-coupling reactions of methyl 5-bromonicotinate (6) with various organometallic reagents. Baker's yeast reduction of the ketone 8 gave the levorotatory alcohol (S)-1. On this basis, the naturally occuring alcohol(+)-1 was assigned to be (R)-configurated. The alkaloids 1 and 4 show weak antimicrobial activities.

引用

页码：805 / 809

页数：5

共 13 条

[1]

McLean S., Murray D.G., Can J Chem, 50, (1971)

[2]

Bruix M., Rumbero A., Vazquez P., Phytochemistry, 33, (1993)

[3]

Wille M., Arch Pharm, 320, (1987)

[4]

Bracher F., Papke T., Nat Prod Lett, 4, (1994)

[5]

Thompson W.J., Gaudino J., J Org Chem, 49, (1984)

[6]

McKean D.R., Parrinello G., Renaldo A.F., Stille J.K., J Org Chem, 52, (1987)

[7]

Ohta A., Ohta M., Igarashi Y., Saeki K., Yuasa K., Mori T., Heterocycles, 26, (1987)

[8]

Chowdhury U.S., Tetrahedron, 46, (1990)

[9]

Kosugi M., Sumiya T., Obara Y., Suzuki M., Sano H., Migita T., (.ALPHA.-Ethoxyvinyl)tributyltin

[10]

An efficient reagent for the nucleophilic acetylation of organic halides via palladium catalysis., Bulletin of the Chemical Society of Japan, 60, (1987)

← 1 2 →