Glycosides of 20,22-seco-furostane derivatives

Kiyosawa, Shu; Goto, Katsumi; Owashi, Ryohei; Kawasaki, Terukazu

doi:10.1016/s0040-4039(01)83579-6

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2016

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Cited by 7 publications

(1 citation statement)

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“…It is interesting to note that the aglycone in 1 is different from that of other glycosides (3-8), which contain diosgenin as the aglycone. The skeleton of the pregnane in 1 may arise from the oxidative cleavage at C20-C22 of diosgenin [20]. Since the saccharide of 1 is the same as that of 8, it is assumed that 1 may be derived from the C20-C22 oxidative cleavage of the aglycone of 8.…”

Section: Resultsmentioning

confidence: 99%

Cytotoxic Steroidal Glycosides from the Whole Plant of Calamus acanthophyllus

et al. 2016

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A new steroidal glycoside, callaphylloside (1), together with seven known glycosides (2-8), was isolated from the whole plant of Calamus acanthophyllus. The structure of the new compound was elucidated by spectral data analyses and chemical transformations. Compounds 5 and 8 exhibited strong cytotoxic activity against four cancer cell lines (0.7 ≤ IC50 ≤ 3.4 µM). Evaluation of the structure-activity relationship among steroidal glycosides revealed that the structure of spirostanol with an α-L-rhamnopyranosyl linked to C-2 of the inner glucopyranosyl residue both play a critical role in the effects of these compounds on the cancer cell lines.

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Section: Resultsmentioning

confidence: 99%