当前位置: X-MOL 学术Heterocycles › 论文详情
Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)
Uncommon Reactivity of a
Heterocycles ( IF 0.6 ) Pub Date : 2021-05-20 , DOI: 10.3987/com-21-14432
J. Martín Torres-Valencia , Alexia Hernández-Jiménez , Ledy De-la-Cruz-Martínez , Raúl Velasco-Azorsa , Reyna Zeferino-Díaz , José G. Alvarado-Rodríguez , Luis H. Mendoza-Huizar , J. Jesús Manríquez-Torres , Horacio Almanza-Reyes , Carlos M. Cerda-Garcia-Rojas

The main diterpenoid of Acacia schaffneri, 7,8-seco-7,8-oxacassa-13,15-dien-7-ol-17-al (1), has two aldehydes of which one is protected as a ε-lactol. The free aldehyde resisted to afford the carboxylic acid using reagents with different oxidative strength, although 1 gave oxime 2 when treated with hydroxylamine, β-hydroxyketone 3 after addition of acetone, aldo-ε-lactone 4 whereby only the lactol was oxidized when using Jones reagent, and epoxyformate 5 after Baeyer-Villiger treatment. Hydrolysis of 5 with NaHCO3 gave 6. Structures 26 followed from physical and spectral data including X-ray diffraction. All compounds showed antiproliferative activity similar to some chemotherapeutic drugs against C2C12, L929, SiHa, and MDA-MB-231 cell lines.


中文翻译:

不常见的反应性

的主要二萜相思schaffneri ,7,8-开环-7,8- oxacassa-13,15-二烯-7-醇-17-人,(1 ),具有一个被保护为两种醛ε -lactol。使用具有不同氧化强度的试剂,游离醛抵抗提供羧酸,尽管1用羟胺处理时得到肟2 加入丙酮后β-羟基3 ,醛-ε-内酯4 ,其中使用 Jones 时只有内酯被氧化Baeyer-Villiger 处理后的试剂和环氧基甲酸酯5 用 NaHCO 3水解5给了6 。结构2 - 6 ,接着从物理和光谱数据,包括X射线衍射。所有化合物都显示出类似于某些化疗药物对 C2C12、L929、SiHa 和 MDA-MB-231 细胞系的抗增殖活性。
更新日期:2021-07-25
down
wechat
bug