Kanchanamycins, new polyol macrolide antibiotics produced by Streptomyces olivaceus Tu 4018 .2. Structure elucidation

被引:15
作者
Stephan, H
Kempter, C
Metzger, JW
Jung, G
Potterat, O
Pfefferle, C
Fiedler, HP
机构
[1] UNIV LAUSANNE,INST PHARMACOGNOSIE & PHYTOCHIM,CH-1015 LAUSANNE,SWITZERLAND
[2] UNIV TUBINGEN,INST BIOL,D-72076 TUBINGEN,GERMANY
关键词
D O I
10.7164/antibiotics.49.765
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
Kanchanamycins are a new group of polyol macrolide antibiotics isolated from Streptomyces olivaceus Tu 4018. They all share a common bicyclic carbon skeleton formed by a 36-membered lactone ring and a 6-membered hemiacetal ring. A feature unusual for that class of macrolides is the terminal urea moiety observed in kanchanamycin A. The structures of the kanchanamycins were determined by electrospray MS and modern 2D NMR techniques. Due to substantial overlap of the signals intensive use of inverse detected heteronuclear correlation experiments (HSQC, HMBC, 2D-HSQC-TOCSY) was made.
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收藏
页码:765 / 769
页数:5
相关论文
共 28 条
[1]   MLEV-17-BASED TWO-DIMENSIONAL HOMONUCLEAR MAGNETIZATION TRANSFER SPECTROSCOPY [J].
BAX, A ;
DAVIS, DG .
JOURNAL OF MAGNETIC RESONANCE, 1985, 65 (02) :355-360
[2]   H-1 AND C-13 ASSIGNMENTS FROM SENSITIVITY-ENHANCED DETECTION OF HETERONUCLEAR MULTIPLE-BOND CONNECTIVITY BY 2D MULTIPLE QUANTUM NMR [J].
BAX, A ;
SUMMERS, MF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (08) :2093-2094
[3]   PRACTICAL ASPECTS OF TWO-DIMENSIONAL TRANSVERSE NOE SPECTROSCOPY [J].
BAX, A ;
DAVIS, DG .
JOURNAL OF MAGNETIC RESONANCE, 1985, 63 (01) :207-213
[4]  
BAYER A, ANGEW CHEM, V105, P1480
[5]  
Bayer A., 1993, ANGEW CHEM, V105, P1410
[6]   NATURAL ABUNDANCE N-15 NMR BY ENHANCED HETERONUCLEAR SPECTROSCOPY [J].
BODENHAUSEN, G ;
RUBEN, DJ .
CHEMICAL PHYSICS LETTERS, 1980, 69 (01) :185-189
[7]   ION SPRAY INTERFACE FOR COMBINED LIQUID CHROMATOGRAPHY/ATMOSPHERIC PRESSURE IONIZATION MASS-SPECTROMETRY [J].
BRUINS, AP ;
COVEY, TR ;
HENION, JD .
ANALYTICAL CHEMISTRY, 1987, 59 (22) :2642-2646
[8]   ABSORPTION-MODE 2-DIMENSIONAL NMR-SPECTRA RECORDED USING PULSED FIELD GRADIENTS [J].
DAVIS, AL ;
LAUE, ED ;
KEELER, J ;
MOSKAU, D ;
LOHMAN, J .
JOURNAL OF MAGNETIC RESONANCE, 1991, 94 (03) :637-644
[9]   Kanchanamycins, new polyol macrolide antibiotics produced by Streptomyces olivaceus Tu 4018 .1. Taxonomy, fermentation, isolation and biological activities [J].
Fiedler, HP ;
Nega, M ;
Pfefferle, C ;
Groth, I ;
Kempter, C ;
Stephan, H ;
Metzger, JW .
JOURNAL OF ANTIBIOTICS, 1996, 49 (08) :758-764
[10]   PRACTICAL ASPECTS OF THE E-COSY TECHNIQUE - MEASUREMENT OF SCALAR SPIN SPIN COUPLING-CONSTANTS IN PEPTIDES [J].
GRIESINGER, C ;
SORENSEN, OW ;
ERNST, RR .
JOURNAL OF MAGNETIC RESONANCE, 1987, 75 (03) :474-492