BIOSYNTHESIS OF HETEROSCYPHIC ACID-A IN CELL-CULTURES OF HETEROSCYPHUS-PLANUS - NONEQUIVALENT LABELING OF C-5 UNITS IN DITERPENE BIOSYNTHESIS

被引:18
作者
NABETA, K
ISHIKAWA, T
KAWAE, T
OKUYAMA, H
机构
关键词
D O I
10.1039/c39950000681
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Preferential labelling in the farnesyl diphosphate (FPP)-derived portion and a 1,2-migration of the methyl (C19) originating at C-6 of mevalonate in the biosynthesis of heteroscyphic acid A {(12Z)-5,10-trans-cleroda-3,12,14-trien-20-oic acid} incorporating [2-C-13]- and [4,5-C-13(2)]-mevalonates are evident from the C-13-enrichment and the complete C-13-C-13 coupling pattern.
引用
收藏
页码:681 / 682
页数:2
相关论文
共 9 条
[1]   BIOSYNTHESIS OF THE CLERODANE FURANO-DITERPENE LACTONE SKELETON IN TINOSPORA-CORDIFOLIA [J].
AKHILA, A ;
RANI, K ;
THAKUR, RS .
PHYTOCHEMISTRY, 1991, 30 (08) :2573-2576
[2]  
Croteau R., 1981, BIOSYNTHESIS ISOPREN, V1, P225
[3]   SYNTHESIS OF DL-3,5-DIHYDROXY-3-METHYLPENTANOIC ACID (MEVALONIC ACID [J].
HOFFMAN, CH ;
WAGNER, AF ;
WILSON, AN ;
WALTON, E ;
SHUNK, CH ;
WOLF, DE ;
HOLLY, FW ;
FOLKERS, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1957, 79 (09) :2316-2318
[4]  
Loomis WD, 1972, RECENT ADV PHYTOCHEM, V6, P147, DOI DOI 10.1016/B978-0-12-612406-4.50012-7
[5]   DITERPENES OF THE CLERODANE-TYPE FROM CULTURED-CELLS OF HETEROSCYPHUS-PLANUS [J].
NABETA, K ;
OOHATA, T ;
IZUMI, N ;
KATOH, K .
PHYTOCHEMISTRY, 1994, 37 (05) :1263-1268
[6]  
NABETA K, 1993, PHYTOCHEMISTRY, V32, P117
[7]   BIOSYNTHESIS OF SESQUITERPENES OF CADINANE TYPE IN CULTURED-CELLS OF HETEROSCYPHUS-PLANUS [J].
NABETA, K ;
MOTOTANI, Y ;
TAZAKI, H ;
OKUYAMA, H .
PHYTOCHEMISTRY, 1994, 35 (04) :915-920
[8]   BIOSYNTHESIS OF (1S)-7-METHOXY-1,2-DIHYDROCADALENE - INCORPORATION OF H-2-LABELED AND C-13-LABELED MEVALONATES BY CULTURED-CELLS OF HETEROSCYPHUS-PLANUS [J].
NABETA, K ;
ISHIKAWA, T ;
KAWAE, T ;
OKUYAMA, H .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1994, (22) :3277-3280
[9]   GROWTH AND SESQUITERPENOID PRODUCTION BY CALYPOGEIA-GRANULATA INOUE CELLS IN SUSPENSION-CULTURE [J].
TAKEDA, R ;
KATOH, K .
PLANTA, 1981, 151 (06) :525-530