New cucurbitane type triterpenes from Momordica foetida Schumach. (Cucurbitaceae)

[Display omitted] •The phytochemical investigation of Momordica foetida was achieved.•Six secondary metabolites including three new cucurbitanes were isolated and characterized.•Compounds 1 and 2 showed antioxidant potential, while compound 2 in addition displayed significant urease inhibitory activ...

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Bibliographic Details
Published in:Phytochemistry letters 2020-08, Vol.38, p.90-95
Main Authors: Soh, Désiré, Bakang, Bruno Tchebemou, Tchouboun, Ernestine Nkwengoua, Nganso, Yves Oscar Ditchou, Defokou, Ulrich Dzo, Sidjui, Lazare Sidjui, Ahmed, Ayaz, Teponno, Rémy Bertrand, Lateef, Mehreen, Ali, Muhammad Shaiq, Nyassé, Barthélemy
Format: Article
Language:English
Subjects:
Antioxidant activity
Cucurbitaceae
Cucurbitane type triterpenes
Momordica foetida
Urease inhibition
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Summary:[Display omitted] •The phytochemical investigation of Momordica foetida was achieved.•Six secondary metabolites including three new cucurbitanes were isolated and characterized.•Compounds 1 and 2 showed antioxidant potential, while compound 2 in addition displayed significant urease inhibitory activity as well as moderate activity against oral cancer cell line CAL-27.•Structures were elucidated using advanced spectroscopy of NMR, HRESIMS, FABHRMS and HREIMS.•The chemotaxonomic significance of isolated secondary metabolites is discussed. Phytochemical studies on Momordica foetida led to the isolation and characterization of Momordin (23,24,25,26,27-pentanorcucurbitacin) (3), a new pentanor cucurbitane along with the known β-sitosterol 3-O-β-D-glucopyranoside (4), β-sitosterol (5) and kaempferol-7-O-ß-D-glucopyranoside (6). In adition to those components, two previously unreported cucurbitane glucosides, namely 3β-hydroxy-7-oxo-23(R)-cucurbita-5,24-diene-23-O-β-D-glucopyranoside (Momordiside A) (1) and 3β-hydroxy-7β-methoxy-23(R)-cucurbita-5,24-diene-23-O-β-D-glucopyranoside (Momordiside B) (2) were also obtained. The structures were elucidated by HR-ESI-MS and spectroscopic analysis including 1D- and 2D-NMR. Compounds 1 and 2 showed significant antioxidant potential in DPPH radical scavenging assay. In addition, compound 2 further revealed significant inhibitory potential against the enzyme urease in vitro as well as moderate activity against oral cancer cell line CAL-27.
ISSN:1874-3900
1876-7486
DOI:10.1016/j.phytol.2020.05.010