BIOSYNTHESIS OF CAPSAICIN AND DIHYDROCAPSAICIN IN CAPSICUM FRUTESCENS
BIOSYNTHESIS OF CAPSAICIN AND DIHYDROCAPSAICIN IN CAPSICUM FRUTESCENS
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DOI：
10.1021/ja01026a049
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发表时间：
1968-01-01
影响因子：
15
通讯作者：
LOUDEN, MCL
中科院分区：
文献类型：
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作者：
LEETE, E;LOUDEN, MCL
辣椒素(N-(4-羟基-3-甲氧基苯基)-6-烯胺)和6，7-二氢辣椒素在辣椒中的含量大致相等。这些生物碱是在给予DL-苯基-3-14C-丙氨酸后2周从植物果实中分离出来的，仅标记在其香草胺残基的亚甲基上。给予DL-酪氨酸-3-14C得到活性很低的生物碱，L-蛋氨酸-甲基-14C提供放射性生物碱，二氢辣椒素的降解表明所有活性都位于甲氧基上。用DL-甲伐隆-2-14C酸或DL-亮氨酸-L-14C饲喂该植物，生物碱均无活性。而L-缬氨酸-U-14C灌胃则产生放射性辣椒素。基本上所有的活性都位于生物碱的8-甲基-6-烯酸部分的C-7、-8、-9和-10。
Capsaicin (N-(4-hydroxy-3-methoxybenzyl) non-írans-6-enamide) and 6, 7-dihydrocapsaicin are found in approximately equalamounts in Capsicum frutescens. These alkaloids, isolated from the fruits of the plant 2 weeks after the administration of DL-phenyl-3-14C-alanine, were labeled solely on the methylene group of their vanillylamine residues. The administration of DL-tyrosine-3-14C afforded alkaloidswith very low activity, l-Methionine-methyl-14C afforded radioactive alkaloids, and degradation of the dihydrocapsaicin indicated that all the activity was located on the methoxy group. No activity was found in the alkaloids when DL-mevalonic-2-14C acid or DL-leucine-l-14C were fed to the plant. However, radioactive capsaicin resulted when L-valine-U-14C was fed. Essentially all the activity was located at C-7,-8,-9, and-10 of the 8-methyl-6-nonenic acid moiety of the alkaloid.