Zur Kenntnis des Glycyrrhizins

Voss, W.; Klein, P.; Sauer, H.

doi:10.1002/cber.19370700126

Cited by 12 publications

(3 citation statements)

References 5 publications

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“…: 277–281°C, 331–335°C ); [α] D = 152.3° ( c = 0.5, CHCl 3 ) (lit. : 155.9° (CHCl 3 ), 86° (EtOH) ); R f = 0.30 (toluene/heptane/ethyl acetate/formic acid, 80:15:40:4); ESI‐MS (MeOH): m/z = 469.5 (56%, [M−H] – ), 939.5 (100%, [2M−H] – ), 961.8 (15%, [2M−2H+Na] – ).…”

Section: Methodsmentioning

confidence: 99%

First Occurrence of a Furano‐glycyrrhetinoate and Its Cytotoxicity

Heller

Sommerwerk

Tzschöckell

et al. 2015

Archiv der Pharmazie

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(18α)-Glycyrrhetinic acid (4) was prepared from (18β)-glycyrrhetinic acid (1), and the cytotoxicity of some derivatives was investigated by photometric SRB assays employing several human tumor cell lines. In summary, (18β)-1 is slightly more cytotoxic than its (18α) epimer 4, but its cytotoxicity is negligible. Higher cytotoxicity was observed for the esters 2 and 5 and for the 3-O-acetylated esters 3 and 6. Cytotoxicity was improved dramatically when the hydroxyl group at position C-3 was replaced by an amino moiety. SeO2 oxidations gave access to a novel furano-glycyrrhetinoate 15. Interestingly, its seleno analog 16 is approximately five to six times less cytotoxic for the tumor cell lines tested, and tumor/non-tumor selectivity is lost upon replacement of the oxygen by a selenium substituent.

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Section: Methodsmentioning

confidence: 99%

First Occurrence of a Furano‐glycyrrhetinoate and Its Cytotoxicity

Heller

Sommerwerk

Tzschöckell

et al. 2015

Archiv der Pharmazie

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“…Ammonium glycyrrhizinate. The procedure was based on those of Tschirsch & Cederberg (1907), Voss, Klein & Sauer (1937) and Lythgoe & Trippett (1950). Commercial 'glycyrrhizinum ammoniacale' (905 g.) was extracted with 2-21. of boiling acetic acid, and after cooling to about 500 the solution was separated from insoluble material on the centrifuge.…”

Section: Methodsmentioning

confidence: 99%

Glucuronide metabolism in plants. 3. Triterpene glucuronides

Marsh¹,

Levvy²

1956

Biochemical Journal

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“…The cell suspension cultures convert exogenously administered glycyrrhetic acid (1) into monodesmosides (103)(104)(105)(106)(107) and a bisdesmoside (lOS). These saponins have not been isolated from Glycyrrhiza species.…”

Section: Biotransformations With Plant Tissue Culturesmentioning

confidence: 99%