BIOSYNTHETIC-STUDIES OF AMPHIDINOLIDE-J - EXPLANATION OF THE GENERATION OF THE UNUSUAL ODD-NUMBERED MACROCYCLIC LACTONE

被引:34
作者
KOBAYASHI, J
TAKAHASHI, M
ISHIBASHI, M
机构
关键词
D O I
10.1039/c39950001639
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The biosynthetic origin of amphidinolide J 1 is investigated by means of feeding experiments of labeled [1-C-13], [2-C-13] and [1,2-C-13(2)] sodium acetate with cultures of the dinoflagellate Amphidinium so. which reveal that amphidinolide J 1 is generated through non-successive mixed polyketides, this may explain the generation of the unusual odd-numbered macrocyclic lactone ring.
引用
收藏
页码:1639 / 1640
页数:2
相关论文
共 33 条
[1]   THE ISOLATION AND STRUCTURES OF UNUSUAL 1,4-POLYKETIDES FROM THE DINOFLAGELLATE, AMPHIDINIUM SP [J].
BAUER, I ;
MARANDA, L ;
YOUNG, KA ;
SHIMIZU, Y ;
HUANG, S .
TETRAHEDRON LETTERS, 1995, 36 (07) :991-994
[2]   THE STRUCTURES OF AMPHIDINOLIDE-B ISOMERS - STRONGLY CYTOTOXIC MACROLIDES PRODUCED BY A FREE-SWIMMING DINOFLAGELLATE, AMPHIDINIUM SP [J].
BAUER, I ;
MARANDA, L ;
SHIMIZU, Y ;
PETERSON, RW ;
CORNELL, L ;
STEINER, JR ;
CLARDY, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (06) :2657-2658
[3]   ISOLATION AND STRUCTURE OF CARIBENOLIDE-I, A HIGHLY POTENT ANTITUMOR MACROLIDE FROM A CULTURED FREE-SWIMMING CARIBBEAN DINOFLAGELLATE, AMPHIDINIUM SP S1-36-5 [J].
BAUER, I ;
MARANDA, L ;
YOUNG, KA ;
SHIMIZU, Y .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (04) :1084-1086
[4]   BIOSYNTHESIS OF TOLYTOXIN - ORIGIN OF THE CARBONS AND HETEROATOMS [J].
CARMELI, S ;
MOORE, RE ;
PATTERSON, GML ;
YOSHIDA, WY .
TETRAHEDRON LETTERS, 1993, 34 (35) :5571-5574
[5]   BIOSYNTHESIS OF BREVETOXINS - EVIDENCE FOR THE MIXED ORIGIN OF THE BACKBONE CARBON CHAIN AND THE POSSIBLE INVOLVEMENT OF DICARBOXYLIC-ACIDS [J].
CHOU, HN ;
SHIMIZU, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (07) :2184-2185
[6]  
GARSON MJ, 1993, CHEM REV, V93, P1699, DOI 10.1021/cr00021a003
[7]   STRUCTURE AND BIOSYNTHESIS OF BOROPHYCIN, A NEW BOESEKEN COMPLEX OF BORIC-ACID FROM A MARINE STRAIN OF THE BLUE-GREEN-ALGA NOSTOC LINCKIA [J].
HEMSCHEIDT, T ;
PUGLISI, MP ;
LARSEN, LK ;
PATTERSON, GML ;
MOORE, RE ;
RIOS, JL ;
CLARDY, J .
JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (12) :3467-3471
[8]   ABSOLUTE STEREOCHEMISTRY OF AMPHIDINOLIDE-B [J].
ISHIBASHI, M ;
ISHIYAMA, H ;
KOBAYASHI, J .
TETRAHEDRON LETTERS, 1994, 35 (44) :8241-8242
[9]   BIOSYNTHESIS OF ANTIBIOTICS OF THE VIRGINIAMYCIN FAMILY .3. BIOSYNTHESIS OF VIRGINIAMYCIN-M1 [J].
KINGSTON, DGI ;
KOLPAK, MX ;
LEFEVRE, JW ;
BORUPGROCHTMANN, I .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (15) :5106-5110
[10]   AMPHIDININ-A, A NOVEL AMPHIDINOLIDE-RELATED METABOLITE FROM THE CULTURED MARINE DINOFLAGELLATE AMPHIDINIUM SP [J].
KOBAYASHI, J ;
YAMAGUCHI, N ;
ISHIBASHI, H .
TETRAHEDRON LETTERS, 1994, 35 (38) :7049-7050