New Nortriterpenoid and Ceramides From Stems and Leaves of Cultivated <i>Triumfetta cordifolia</i> A Rich (Tiliaceae)

Abstract

Abstract To highlight the role of plants in traditional healing, the leaves and the stems of cultivated Triumfetta cordifolia were phytochemically studied yielding a new nor‐ursane type ( 1 ), a new ceramide ( 2 ) and a new piperidinic ceramide derivative ( 3 ) named, respectively, 2α,19α‐dihydroxy‐3‐oxo‐23‐nor‐urs‐12‐en‐28‐oic acid, (2 R )‐2‐hydroxy‐ N ‐[(2 S ,3 S ,4 R ,26 E )‐1,3,4‐trihydroxy‐26‐triaconten‐2‐yl] tetradecanamide and (2 R ,8 Z )‐2‐hydroxy‐{(2 S ,3 R ,5 R,6S )‐3,5‐dihydroxy‐6‐[(1 E ,5 Z )‐hexadeca‐1,5‐dienyl]‐2‐(β‐ d ‐glucopyranosyloxy)methyl piperidine‐1‐yl} tetracos‐8‐enamide ( 3 ). These were obtained together with lupeol ( 4 ), stigmasterol ( 5 ), 3‐ O ‐ β ‐ d ‐glucopyranoside of β ‐sitosterol ( 6 ), tormentic acid ( 7 ) from stems and heptadecanoic acid ( 8 ), β ‐carotene ( 9 ), oleanolic acid ( 10 ), and 24‐hydroxytormentic acid ( 11 ) from leaves. The structures were determined on the basis of NMR data ( 1 H‐, 13 C‐, 2D‐NMR analyses), mass spectrometry and confirmed by chemical transformations as well as comparison of spectral data with those reported in the literature. The FRAP method was used to evaluate the antioxidant activity of fractions collected from flash chromatography and isolated compounds. Among the fractions, four reduced Fe III ‐TPTZ to Fe II ‐TPTZ while isolated pure compounds showed no activity.