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Propargylaminyl 3?-hy-droxy-11-oxo-18?-olean-12-en-29-oate.

ABSTRACT: The title compound, C(33)H(49)NO(3), is the propargyl-amide of 18?-glycyrrhetinic acid, a penta-cyclic triterpenoid of inter-est as a therapeutic agent. The five six-membered rings of the glycyrrhetinic acid moiety show normal geometries, with four rings in chair conformations and the unsaturated ring C in a half-chair conformation. In the crystal, the terminal N-propargylcarboxamide group has remarkable structural effects on weak hydrogen-bond-like inter-actions. Particularly noteworthy are an inter-molecular O-H?? inter-action accepted side-on by the terminal alkyne group [O?C = 3.097?(2) and 3.356?(2)?Å] and a short inter-molecular C-H?O inter-action [C?O = 3.115?(2)?Å] donated by the alkyne C-H group. An N-H?O [N?O = 3.251?(2)?Å] and a C(alkyl)-H?O [C?O = 3.254?(2)?Å] interaction complement the crystal structure.

SUBMITTER: Czollner L

PROVIDER: S-EPMC3247445 | biostudies-literature | 2011 Nov

REPOSITORIES: biostudies-literature

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Propargylaminyl 3α-hy-droxy-11-oxo-18β-olean-12-en-29-oate.

Czollner Laszlo L Jordis Ulrich U Mereiter Kurt K

Acta crystallographica. Section E, Structure reports online 20111029 Pt 11

The title compound, C(33)H(49)NO(3), is the propargyl-amide of 18β-glycyrrhetinic acid, a penta-cyclic triterpenoid of inter-est as a therapeutic agent. The five six-membered rings of the glycyrrhetinic acid moiety show normal geometries, with four rings in chair conformations and the unsaturated ring C in a half-chair conformation. In the crystal, the terminal N-propargylcarboxamide group has remarkable structural effects on weak hydrogen-bond-like inter-actions. Particularly noteworthy are an ...[more]

PMID: 22220063

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