BIOSYNTHETIC STUDY AND RADIOISOTOPE LABELING OF INOSTAMYCIN

被引:2
作者
KAWADA, M [1 ]
UMEZAWA, K [1 ]
机构
[1] KEIO UNIV,FAC SCI & TECHNOL,DEPT APPL CHEM,KOHOKU KU,YOKOHAMA,KANAGAWA 223,JAPAN
来源
JOURNAL OF NATURAL PRODUCTS | 1994年 / 57卷 / 09期
关键词
D O I
10.1021/np50111a013
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
To obtain radioactively labeled inostamycin, the biosynthesis of inostamycin was studied by feeding experiments with C-13-labeled precursors. From the (1)3C-nmr spectrum of inostamycin enriched from incorporation of [1-C-13]propponate, [1-C-13]bucyrate, and [1-C-13]acetate, it was shown to be derived from six propionate and five butyrate units. Radioactively labeled inostamycin was prepared biosynthetically with [1-C-14]propionate. As a result, [C-14]inostamycin of 2.97 mCi/mmol was prepared. Using this labeled inostamycin, its accumulation in NRK cells was examined.
引用
收藏
页码:1266 / 1270
页数:5
相关论文
共 14 条
[1]   BIOSYNTHESIS OF MONENSIN [J].
DAY, LE ;
CHAMBERLIN, JW ;
GORDEE, EZ ;
CHEN, S ;
GORMAN, M ;
HAMILL, RL ;
NESS, T ;
WEEKS, RE ;
STROSHANE, R .
ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1973, 4 (04) :410-414
[2]   USE OF C-13-NMR - SPECTROSCOPY IN BIOSYNTHETIC-STUDIES .2. BIOSYNTHESIS OF NARASIN, A NEW POLYETHER IONOPHORE FROM FERMENTATION OF STREPTOMYCES-AUREOFACIENS [J].
DORMAN, DE ;
PASCHAL, JW ;
NAKATSUKASA, WM ;
HUCKSTEP, LL ;
NEUSS, N .
HELVETICA CHIMICA ACTA, 1976, 59 (08) :2625-2634
[3]   ISOLATION AND STRUCTURE DETERMINATION OF INOSTAMYCIN, A NOVEL INHIBITOR OF PHOSPHATIDYLINOSITOL TURNOVER [J].
IMOTO, M ;
UMEZAWA, K ;
TAKAHASHI, Y ;
NAGANAWA, H ;
IITAKA, Y ;
NAKAMURA, H ;
KOIZUMI, Y ;
SASAKI, Y ;
HAMADA, M ;
SAWA, T ;
TAKEUCHI, T .
JOURNAL OF NATURAL PRODUCTS, 1990, 53 (04) :825-829
[4]   INHIBITION OF CDP-DG - INOSITOL TRANSFERASE BY INOSTAMYCIN [J].
IMOTO, M ;
TANIGUCHI, Y ;
UMEZAWA, K .
JOURNAL OF BIOCHEMISTRY, 1992, 112 (02) :299-302
[5]  
IMOTO M, 1991, J CELL PHARM, V2, P49
[6]  
JOHTOH N, 1992, DRUG EXP CLIN RES, V18, P1
[7]   LONG-LASTING ACCUMULATION OF VINBLASTINE IN INOSTAMYCIN-TREATED MULTIDRUG-RESISTANT KB CELLS [J].
KAWADA, M ;
UMEZAWA, K .
JAPANESE JOURNAL OF CANCER RESEARCH, 1991, 82 (10) :1160-1164
[8]  
KAWADA M, 1991, J CELL PHARM, V2, P138
[9]   BIOSYNTHETIC STUDIES USING C-13 ENRICHED PRECURSORS ON 16-MEMBERED MACROLIDE ANTIBIOTIC LEUCOMYCIN A3 [J].
OMURA, S ;
NAKAGAWA, A ;
TAKESHIMA, H ;
ATUSMI, K ;
MIYAZAWA, J ;
PIRIOU, F ;
LUKACS, G .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (22) :6600-6602
[10]   VALINE AS A PRECURSOR OF NORMAL-BUTYRATE UNIT IN THE BIOSYNTHESIS OF MACROLIDE AGLYCONE [J].
OMURA, S ;
TSUZUKI, K ;
TANAKA, Y ;
SAKAKIBARA, H ;
AIZAWA, M ;
LUKACS, G .
JOURNAL OF ANTIBIOTICS, 1983, 36 (05) :614-616