Abstract:
A general approach to lupane monodesmosides containing a C-28 phosphonioalkyl group is based on the initial glycosylation of triterpene acid ω-haloalkyl esters at the C-3 position. The subsequent phosphorylation with triphenylphosphine and deprotection in the carbohydrate moiety finalize the synthesis.
Citation:
O. V. Tsepaeva, A. V. Nemtarev, A. V. Kundina, L. R. Grigor’eva, V. F. Mironov, “Synthesis of novel mannopyranosyl betulinic acid phosphoniohexyl ester”, Mendeleev Commun., 31:1 (2021), 110–112
Linking options:
https://www.mathnet.ru/eng/mendc850
https://www.mathnet.ru/eng/mendc/v31/i1/p110
This publication is cited in the following 3 articles:
Olga V. Tsepaeva, Taliya I. Salikhova, Rezeda A. Ishkaeva, Alexandra V. Kundina, Timur I. Abdullin, Alexander V. Laikov, Mariya V. Tikhomirova, Leysan R. Idrisova, Andrey V. Nemtarev, Vladimir F. Mironov, “Bifunctionalized Betulinic Acid Conjugates with C-3-Monodesmoside and C-28-Triphenylphosphonium Moieties with Increased Cancer Cell Targetability”, J. Nat. Prod., 86:8 (2023), 1939
Uladzimir Bildziukevich, Martina Wimmerová, Zdeněk Wimmer, “Saponins of Selected Triterpenoids as Potential Therapeutic Agents: A Review”, Pharmaceuticals, 16:3 (2023), 386
M. E. Shemakhina, A. V. Nemtarev, D. V. Chachkov, S. A. Pukhov, V. F. Mironov, “Phosphonium and arsonium salts based on alantolactone”, Mendeleev Commun., 33:6 (2023), 759–761
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