STRUCTURE DETERMINATION AND SYNTHESIS OF A NEW TRIHYDROXY GIBBERELLIN FROM BRASSICA-CAMPESTRIS COTYLEDONS AND A RELATED TETRAHYDROXY DERIVATIVE FROM IMMATURE SEEDS OF PRUNUS-PERSICA

被引:20
作者
BHASKAR, KV
CHU, WLA
GASKIN, PA
MANDER, LN
MUROFUSHI, N
PEARCE, DW
PHARIS, RP
TAKAHASHI, N
YAMAGUCHI, I
机构
[1] UNIV BRISTOL,DEPT ORGAN CHEM,BRISTOL BS8 1TS,AVON,ENGLAND
[2] UNIV TOKYO,DEPT AGR CHEM,TOKYO 113,JAPAN
[3] UNIV CALGARY,DEPT BIOL SCI,CALGARY T2N 1N4,ALBERTA,CANADA
关键词
GIBBERELLIN SYNTHESIS; BRASSICA-CAMPESTRIS; PRUNUS-PERSICA; PYRIDINIUM CHLOROCHROMATE-SILICA; TRANSANNULAR OXIDATION;
D O I
10.1016/0040-4039(91)80789-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The structures of two new gibberellins, GA85 from Brassica campestris, and GA86 (1,2-dihydro-GA32) from Prunus persica, have been established as the 3-beta,12-alpha-13-trihydroxy derivative 2 and the 3-beta,12-alpha,13,15-beta-tetrahydroxy analogue 3, respectively, by synthesis of their methyl esters from gibberellic acid (1).
引用
收藏
页码:6203 / 6206
页数:4
相关论文
共 19 条
[1]   PYRROLIDONE HYDROTRIBROMIDE - A BROMINATING AGENT WITH SELECTIVITY FOR KETONES [J].
AWANG, DVC ;
WOLFE, S .
CANADIAN JOURNAL OF CHEMISTRY, 1969, 47 (04) :706-&
[2]   PREPARATION AND OCCURRENCE OF GIBBERELLIN-A75 AND GIBBERELLIN-A76 AND 3-EPI-A72 [J].
CASTELLARO, SJ ;
MACMILLAN, J ;
SINGH, AK ;
WILLIS, CL .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (01) :145-152
[3]  
CHENG YS, 1980, SYNTHESIS-STUTTGART, P223
[4]   SYNTHESIS OF THE 12-HYDROXY GIBBERELLINS GA31, GA69 AND GA70 [J].
CHU, A ;
MANDER, LN .
TETRAHEDRON LETTERS, 1988, 29 (22) :2727-2730
[5]  
CROZIER A, 1983, BIOCH PHYSL GIBBEREL, V1
[6]  
CROZIER A, 1983, BIOCH PHYSL GIBBEREL, V2
[7]   PARTIAL SYNTHESES OF GIBBERELLINS A45 AND A63 [J].
DOLAN, SC ;
HOLDUP, DW ;
HUTCHISON, M ;
MACMILLAN, J .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1985, (03) :651-654
[8]   PARTIAL SYNTHESIS OF THE 15-BETA-HYDROXYGIBBERELLIN-A67 AND 15-BETA-HYDROXYGIBBERELLIN-A68 AND OF 15-BETA-HYDROXYGIBBERELLIN-A1 AND 15-BETA-HYDROXYGIBBERELLIN-A3 [J].
DOLAN, SC ;
MACMILLAN, J .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1985, (12) :2741-2746
[9]  
EVANS LT, 1990, PLANTA, V182, P97, DOI 10.1007/BF00239990
[10]   LANTHANOIDS IN ORGANIC-SYNTHESIS .6. THE REDUCTION OF ALPHA-ENONES BY SODIUM-BOROHYDRIDE IN THE PRESENCE OF LANTHANOID CHLORIDES - SYNTHETIC AND MECHANISTIC ASPECTS [J].
GEMAL, AL ;
LUCHE, JL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (18) :5454-5459