Compadre C M, Hussain R A, Nanayakkara N P, Pezzuto J M, Kinghorn A D
Program for Collaborative Research in the Pharmaceutical Sciences, College of Pharmacy, University of Illinois, Chicago 60612.
Biomed Environ Mass Spectrom. 1988 Feb 15;15(4):211-22. doi: 10.1002/bms.1200150405.
Steviol (ent-13-hydroxykaur-16-en-19-oic acid), the aglycone of various plant-derived glycoside sweeteners consumed by human populations, is known to be mutagenic toward Salmonella tymphimurium strain TM677 when metabolically activated using a 9000 x g supernatant fraction derived from the liver of Aroclor 1254-pretreated rats. Mass spectral analysis of this diterpenoid and some analogs revealed characteristic patterns reflecting differential stereochemistry at the C/D rings and variations in the nature of the substituents present. Such information has been used to help identify several in vitro metabolites of steviol in conditions known to produce a mutagenic response, when analyzed by gas chromatography/mass spectrometry. The major pathways of such steviol mammalian metabolism proved to be allylic oxidation and epoxidation. 15-Oxosteviol, a product of oxidation of the major steviol metabolite, 15alpha-hydroxysteviol, was found to be a direct-acting mutagen [corrected].
甜菊醇（内-13-羟基贝壳杉-16-烯-19-酸）是人类食用的多种植物源糖苷甜味剂的苷元，已知当使用来自经Aroclor 1254预处理大鼠肝脏的9000×g上清液组分进行代谢活化时，它对鼠伤寒沙门氏菌菌株TM677具有致突变性。对这种二萜类化合物及其一些类似物的质谱分析揭示了反映C/D环上不同立体化学以及存在的取代基性质变化的特征模式。当通过气相色谱/质谱分析时，这些信息已被用于帮助鉴定在已知产生致突变反应的条件下甜菊醇的几种体外代谢物。甜菊醇在哺乳动物体内的主要代谢途径被证明是烯丙基氧化和环氧化。15-氧代甜菊醇是主要甜菊醇代谢物15α-羟基甜菊醇的氧化产物，被发现是一种直接作用的诱变剂[已修正]。
