Helquinoline, a new tetrahydroquinoline antibiotic from Janibacter limosus Hel 1

被引：91

作者：

Asolkar, RN

Schröder, D

Heckmann, R

Lang, S

Wagner-Döbler, I

Laatsch, H

机构：

[1] Univ Gottingen, Dept Organ Chem, D-37077 Gottingen, Germany

[2] Tech Univ Braunschweig, Inst Biochem & Biotechnol, Dept Biotechnol, D-38106 Braunschweig, Germany

[3] Natl Res Inst Biotechnol, Dept Microbiol, D-38124 Braunschweig, Germany

来源：

JOURNAL OF ANTIBIOTICS | 2004年 / 57卷 / 01期

关键词：

D O I：

10.7164/antibiotics.57.17

中图分类号：

Q81 [生物工程学（生物技术）]; Q93 [微生物学];

学科分类号：

071005 ; 0836 ; 090102 ; 100705 ;

摘要：

The ethyl acetate extract of cultures of Janibacter limosus showed a high biological activity against bacteria, and fungi and delivered. two new natural products, a tetrahydroquinoline derivative designated as helquinoline (1), and the N-acetylkynuramine (3a), along with other known secondary metabolites. The structure of 1 has been elucidated as 4-methoxy-2-methyl-1,2,3,4-tetrahydroquinoline-8-carboxylic acid on the basis of 1D and 2D NMR and mass spectra. The relative stereochemistry of the compound 1 was assigned as 2R*,4R* with the aid of coupling constants, NOESY correlation and by comparison with a related compound.

引用

页码：17 / 23

页数：7

共 28 条

[1] PHENOLIC AND POLYKETIDE METABOLITES OF THE ASPEN BLUE STAIN FUNGUS OPHIOSTOMA-CRASSIVAGINATA
AYER, WA
TRIFONOV, LS
[J]. PHYTOCHEMISTRY, 1995, 38 (02) : 371 - 372
[2] ISOLATION OF INDOLE-3-CARBOXALDEHYDE FROM EQUISETUM-TEMATEIA
BOURDOUX, P
VANDERVORST, D
HOOTELE, C
[J]. PHYTOCHEMISTRY, 1971, 10 (08) : 1934 - +
[3] Antioxidant principles from Bauhinia tarapotensis
Braca, A
De Tommasi, N
Di Bari, L
Pizza, C
Politi, M
Morelli, I
[J]. JOURNAL OF NATURAL PRODUCTS, 2001, 64 (07): : 892 - 895
[4] 2-CARBOXYTETRAHYDROQUINOLINES - CONFORMATIONAL AND STEREOCHEMICAL REQUIREMENTS FOR ANTAGONISM OF THE GLYCINE SITE ON THE NMDA RECEPTOR
CARLING, RW
LEESON, PD
MOSELEY, AM
BAKER, R
FOSTER, AC
GRIMWOOD, S
KEMP, JA
MARSHALL, GR
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (11) : 1942 - 1953
[5] CHEN Y, 1984, STRUCTURE DETERMINAT, V9, P16
[6] Occurrence of volatile nitrogen-containing compounds in nitrogen-fixing cyanobacterium Aphanizomenon flos-aquae
Dembitsky, VM
Shkrob, I
Lev, O
[J]. JOURNAL OF CHEMICAL ECOLOGY, 2000, 26 (06) : 1359 - 1366
[7] DIMON DB, 2001, PREPARATION 4CARBOXY
[8] Hashimoto K, 1996, CHEM PHARM BULL, V44, P642
[9] JACQUELINE C, 2001, TETRAHEDRON LETT, V42, P7405
[10] Metabolites from an Antarctic sponge-associated bacterium, Pseudomonas aeruginosa
Jayatilake, GS
Thornton, MP
Leonard, AC
Grimwade, JE
Baker, BJ
[J]. JOURNAL OF NATURAL PRODUCTS, 1996, 59 (03): : 293 - 296

← 1 2 3 →