Cimicifoetisides A and B, two cytotoxic cycloartane triterpenoid glycosides from the rhizomes of Cimicifuga foetida, inhibit proliferation of cancer cells

• Li-Rong Sun,
• Chen Qing,
• Yan-Li Zhang,
• Shu-Yu Jia,
• Zhong-Rong Li,
• Shen-Ji Pei,
• Ming-Hua Qiu,
• Michael L. Gross and
• Samuel X. Qiu

Beilstein J. Org. Chem. 2007, 3, No. 3, doi:10.1186/1860-5397-3-3

• the aglycone portion of 1 with those of cimigenol from the literature, [10] after taking the so-called 'glycosylation effect' [11] into account. Consistently, on glycosylation, a 10.7 ppm downfield shift was observed at C-3 accompanied by up-field shifts for the neighboring carbons C-2 (1.4 ppm) and C

Study of thioglycosylation in ionic liquids

• Jianguo Zhang and
• Arthur Ragauskas

Beilstein J. Org. Chem. 2006, 2, No. 12, doi:10.1186/1860-5397-2-12

• Jianguo Zhang Arthur Ragauskas School of Chemistry and Biochemistry, Georgia Institute of Technology, Atlanta, Gerogia, 30332, USA 10.1186/1860-5397-2-12 Abstract A novel, green chemistry, glycosylation strategy was developed based upon the use of ionic liquids. Research studies demonstrated that

• thiomethyl glycosides could readily be activated with methyl trifluoromethane sulfonate, using 1-butyl-3-methylimidazolium tetrafluoroborate as a solvent. This green chemistry glycosylation strategy provided disaccharides with typical yields averaging 75%. The ionic liquid solvent could be readily reused for

• five sequential glycosylation reactions with no impact on product yield. Owing to their unique chemical and physical properties, room temperature ionic liquids (ILs) have received significant attention as alternative solvents for a host of different applications. For example, it has been reported that