Semi-synthesis of several stigmasterol saponins

被引:8
作者
Li Chun-Xia [1 ]
Guo Tian-Tian [1 ]
Wang Peng [1 ]
Guan Hua-Shi [1 ]
Li Ying-Xia [1 ]
机构
[1] Ocean Univ China, Key Lab Marine Drugs, Minist Educ China, Inst Marine Drug & Food, Qingdao 266003, Shandong, Peoples R China
关键词
stigmasterol; saponins; glycosylation;
D O I
10.1002/cjoc.200690174
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Several stigamasterol saponins were concisely synthesized. Namely, four monosaccharide (glucopyranose. galactopyranose, xylopyranose, 2-acetamido-2-deoxy-alpha-D-glucopyranose), lactopyranose and chacotriose were coupled with 3-OH of stigmasterol. All the compounds were identified by NMR. IR and high resolusion MS.
引用
收藏
页码:917 / 922
页数:6
相关论文
共 50 条
[21]   Short-step synthesis of chenodiol from stigmasterol [J].
Uekawa, T ;
Ishigami, K ;
Kitahara, T .
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 2004, 68 (06) :1332-1337
[22]   Synthesis of 22,23-epoxyecdysteroids from stigmasterol [J].
Kovganko, NV ;
Survilo, VL .
CHEMISTRY OF NATURAL COMPOUNDS, 2001, 37 (02) :154-161
[23]   Synthesis of L-arabinopyranose containing hederagenin saponins [J].
Plé, K ;
Chwalek, M ;
Voutquenne-Nazabadioko, L .
TETRAHEDRON, 2005, 61 (18) :4347-4362
[24]   Synthesis of immunostimulatory saponins: A sweet challenge for carbohydrate chemists [J].
Marin, Oscar Javier Gamboa ;
Heis, Floriane ;
Gauthier, Charles .
CARBOHYDRATE RESEARCH, 2023, 530
[25]   Synthesis of dihydrodiosgenin glycosides as mimetics of bidesmosidic steroidal saponins [J].
Suhr, R ;
Lahmann, M ;
Oscarson, S ;
Thiem, J .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2003, 2003 (20) :4003-4011
[26]   Synthesis and Evaluation of Saponins with All-Nitrogenated Sugars [J].
Kage, Ayaha ;
Okuyama, Yuya ;
Kato, Erina ;
Matagawa, Tomoe ;
Kawano, Sayaka ;
Simizu, Siro ;
Chida, Noritaka ;
Okamura, Toshitaka ;
Sato, Takaaki .
SYNLETT, 2024, 35 (04) :427-430
[27]   Synthesis of 22,23-Epoxyecdysteroids from Stigmasterol [J].
N. V. Kovganko ;
V. L. Survilo .
Chemistry of Natural Compounds, 2001, 37 :154-161
[28]   Impact of several variables on the microwave extraction of Chenopodium Quinoa willd saponins [J].
Gianna, Vicente ;
Manuel Montes, Juan ;
Luis Calandri, Edgardo ;
Alberto Guzman, Carlos .
INTERNATIONAL JOURNAL OF FOOD SCIENCE AND TECHNOLOGY, 2012, 47 (08) :1593-1597
[29]   Applications of glycosyltransferases in synthesis of triterpenoid saponins [J].
Li N. ;
Li C. .
Huagong Xuebao/CIESC Journal, 2019, 70 (10) :3869-3879
[30]   Synthesis and Cytotoxicity of 28a-Homothiolupanes and 28a-Homothiolupane Saponins [J].
Sidoryk, Katarzyna ;
Korda, Anna ;
Rarova, Lucie ;
Oklestkova, Jana ;
Pakulski, Zbigniew ;
Strnad, Miroslav ;
Cmoch, Piotr ;
Gwardiak, Katarzyna ;
Karczewski, Romuald .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 2016 (02) :373-383