Adicardin and Other Coumarins from Breonadia salicina (Vahl) Hepper

Abstract

Breonadia salicina is an ethnomedicinal plant used in North Central Nigeria to treat sleeping sickness and respiratory diseases. The stem bark of the plant was extracted with methanol and the extract partitioned between dichloromethane and water. The dichloromethane soluble portion was subjected to column chromatography which resulted in the isolation of 7-(β-Dapiofuranosyl (1-6)-β-D-glucopyranosyl) umbelliferone, α-amyrin, stigmasterol, 7hydroxycoumarin and 6-hydroxy-7-methoxy coumarin. The structures of these compounds were elucidated based on NMR spectral analysis. This is the first report of these compounds from the plant.

Anticholinesterase Compounds from Endemic Prangos uechtritzii

“…Known compounds were characterized as (À )-panaxynol (2), [18] (+)-falcarindiol (3), [22] umbelliferone (4), [23] 6-formylumbelliferone (5), [24] suberosin (6), [25] 7-demethylsuberosin (7), [26] (+)-ulopterol (8), [25] tamarin (9), [27] psoralen (10), [28] imperatorin (11), [29] (+)-oxypeucedanin ( 12), [30] (+)-oxypeucedanin hydrate (13), [31] (+)-oxypeucedanin methanolate (14), [22] (+)-marmesin (15), [31] (À )-prantschimgin ( 16), [25] (+)-decursinol (17), [32] and (À )-adicardin (18). [33] Herein we describe the structural elucidation of compound 1 and present the 1 H and 13 C-NMR data (Table 1). 1D, 2D NMR, HR-ESI-MS, and IR spectra of compound 1 are available as Supporting Information (Figure S1 -S8).…”

“…The structural elucidation of the known compounds was performed by 1D‐2D NMR, MS data, optical rotation values, and their comparison with those reported in the literature. Known compounds were characterized as (−)‐panaxynol ( 2 ), [18] (+)‐falcarindiol ( 3 ), [22] umbelliferone ( 4 ), [23] 6‐formylumbelliferone ( 5 ), [24] suberosin ( 6 ), [25] 7‐demethylsuberosin ( 7 ), [26] (+)‐ulopterol ( 8 ), [25] tamarin ( 9 ), [27] psoralen ( 10 ), [28] imperatorin ( 11 ), [29] (+)‐oxypeucedanin ( 12 ), [30] (+)‐oxypeucedanin hydrate ( 13 ), [31] (+)‐oxypeucedanin methanolate ( 14 ), [22] (+)‐marmesin ( 15 ), [31] (−)‐prantschimgin ( 16 ), [25] (+)‐decursinol ( 17 ), [32] and (−)‐adicardin ( 18 ) [33] . Herein we describe the structural elucidation of compound 1 and present the 1 H and 13 C‐NMR data ( Table 1).…”

“…To find potential sources of neuroprotective agents, extracts and essential oils of various Prangos species have been evaluated for their anticholinesterase activities [33–36] . In a previous study, essential oils, hexane, dichloromethane (DCM), and methanol (MeOH) extracts from the aerial parts of P. gaube were tested for AChE‐BChE inhibitory activities and among the tested samples, DCM extract (3.51±0.24 mg GEs/g, galantamine equivalents) was reported as the most potent BChE inhibitor [38] .…”

“…Based on the TLC profiles of the fractions, Fr.A (Fr. [33][34][35][36][37][38][39][40][41][42] and Fr.B (Fr.132-134) were selected for further purification. Fr.A (948 mg) was subjected to a silica gel column (80 g) using an isocratic Hex/AcOEt (95 : 5, 1800 mL) mobile system to obtain 9 subfractions.…”

Phytochemical constituents and pharmacological activities of Breonadia salicina (Vahl) Hepper and J.R.I.Wood (Rubiaceae)

“…It has also been used to protect against diarrhoea (Sibandze et al 2010). The locals of North Central Nigeria use the plant for treating sleeping sickness and respiratory derangement (Nvau et al 2019). Fulani-speaking communities use the plant in the treatment of trypanosomiasis (Al-Qurainy et al 2013).…”