Dowd Michael K, Pelitire Scott M
Southern Regional Research Center, Agricultural Research Service, U.S. Department of Agriculture, New Orleans, Louisiana 70124, USA.
J Agric Food Chem. 2006 May 3;54(9):3265-70. doi: 10.1021/jf060027n.
6-methoxy gossypol and 6,6'-dimethoxy gossypol were isolated from the seeds and root bark of a St. Vincent Sea Island variety of cotton (AZK-267, GRIN# PI 528406). Crude mixtures of gossypol and the methoxy compounds were obtained by extraction of the tissue with acetone and precipitation with acetic acid. After recrystallization, the preparations were treated with 3-amino-1-propanol to form gossypol Schiff's bases, which were separated by preparative reverse phase chromatography. The separated Schiff's bases were then hydrolyzed with acid, extracted into diethyl ether, concentrated, and precipitated with acetic acid. From the above procedure, both methoxy gossypol compounds were obtained as 1:1 molar acetic acid solvates. Each compound was prepared in sufficient amounts to determine its physical properties and begin testing for bioactivity. Light absorbance differed significantly for the di-3-amino-1-propanol derivatives of gossypol and the methoxy gossypol compounds at 254 nm. Relative response factors were developed, which can be used for determining or correcting analytical measurements of these methylated gossypol forms.
6-甲氧基棉酚和6,6'-二甲氧基棉酚是从圣文森特海岛棉品种（AZK - 267，GRIN# PI 528406）的种子和根皮中分离得到的。棉酚和甲氧基化合物的粗混合物通过用丙酮提取组织并用乙酸沉淀获得。重结晶后，将制剂用3-氨基-1-丙醇处理以形成棉酚席夫碱，通过制备型反相色谱法进行分离。然后将分离出的席夫碱用酸水解，萃取到乙醚中，浓缩，并用乙酸沉淀。通过上述步骤，两种甲氧基棉酚化合物均以1:1摩尔乙酸溶剂化物的形式获得。制备了足够量的每种化合物以确定其物理性质并开始进行生物活性测试。棉酚和甲氧基棉酚化合物的二-3-氨基-1-丙醇衍生物在254nm处的吸光度有显著差异。开发了相对响应因子，可用于确定或校正这些甲基化棉酚形式的分析测量。
