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Natural Product Research
Formerly Natural Product Letters
Volume 36, 2022 - Issue 4
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Research Article

New bioactive monoterpene indole alkaloid from Rinorea yaundensis Engl.

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Pages 942-951 | Received 11 Aug 2020, Accepted 20 Nov 2020, Published online: 12 Dec 2020
 

Abstract

Extraction of the aerial part of Rinorea yaundensis has led to the isolation of a new monoterpene indole alkaloid (1) along with 10 known compounds (2–11) for the first time from this plant. Their structures were determined by HRMS and NMR spectroscopic analyses as yaundentine hydrochloride (1), Nb-oxide of iso-reserpiline (2), iso-reserpiline (3), iso-carapanaubine (4), lichenxanthone (5), stigmastane-3,6-dione (6), methyl β-orcinol carboxylate (7), β−sitosterol-3-O-β-D-glucoside (8), betulinic acid (9), ursolic acid (10) and benzoic acid (11) while the stereochemistry and absolute configuration of 1 was confirmed by single crystal x-ray crystallography and circular dichroism CD spectrum. Yaundentine hydrochloride (1) exhibited pronounced antioxidant, urease and lipoxygenase inhibitory activities with IC50 values of 35.6 ± 0.23, 20.3 ± 0.58 and 29.6 ± 0.77 µM, respectively. Compound 1 also showed good antimicrobial activity against some Gram positive and negative bacteria.

Graphical Abstract

Disclosure statement

No potential conflict of interest was reported by the authors.

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