Compadre C M, Hussain R A, Lopez de Compadre R L, Pezzuto J M, Kinghorn A D
Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois, Chicago 60612.
Experientia. 1988 May 15;44(5):447-9. doi: 10.1007/BF01940543.
The relationship between sweetness and structure was studied for several analogues of the intensely sweet sesquiterpene, hernandulcin. These derivatives were prepared synthetically, and were spectroscopic and conformational analysis. With the exception of the parent substance, none of the derivatives tested proved to be sweet. Evidence gathered in this study suggests that hernandulcin binds to its putative receptor through a three-point interaction, involving the C-1 carbonyl and C-1' hydroxyl groups, and the double bond between C-4' and C-5'. In the course of a preliminary safety assessment, the 3-desmethyl derivative of hernandulcin was found to be mutagenic toward Salmonella typhimurium strain TM677.
对超甜倍半萜类化合物脱氢香豆素的几种类似物的甜度与结构之间的关系进行了研究。这些衍生物是通过合成制备的，并进行了光谱和构象分析。除母体物质外，所测试的衍生物均未被证明具有甜味。本研究收集的证据表明，脱氢香豆素通过三点相互作用与其假定的受体结合，涉及C-1羰基和C-1'羟基，以及C-4'和C-5'之间的双键。在初步安全性评估过程中，发现脱氢香豆素的3-去甲基衍生物对鼠伤寒沙门氏菌TM677菌株具有致突变性。
