Abstract

Previously, various steroidal glycosides were reported from plants of Cestrum species. However, phytochemical investigation has not been conducted on Cestrum newellii. A systematic phytochemical investigation of the leaves of C. newellii resulted in the isolation of eight novel steroidal glycosides (1–8), which were classified into three spirostanol glycosides (1–3), two furostanol glycosides (4 and 5), two pseudofurostanol glycosides (6 and 7), and one cholestane glycoside (8). In addition, three known cholestane glycosides (9–11) were isolated and identified. The structures of the new compounds were determined based on spectroscopic data and chemical transformations. Compounds 1 and 2 are spirostanol glycosides having hydroxy groups at C-2, C-3, C-12, and C-24 of the aglycone moiety. Although C. newellii is known to be a poisonous plant, the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-2H-tetrazolium bromide assay exhibited that none of the isolated compounds were cytotoxic to HL-60 human promyelocytic leukemia cells.

Highlights

  • Plants in the genus Cestrum (Solanaceae) are native to warm subtropical and tropical areas of America, and are cultivated all over the world for ornamental purposes [1]

  • Cestrum species are rich sources of steroidal glycosides, and structurally diverse steroidal glycosides have been isolated from C. laevigatum [2,3], C. schlechtendahlii [4], C. ruizteranianum [5], C. parqui [6,7,8], C. diurnum [9,10], C. sendtenerianum [11,12], and C. nocturnum [13,14,15]

  • A systematic phytochemical analysis of the leaves of C. newellii was conducted with a focus on steroidal glycosides

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Summary

Introduction

Plants in the genus Cestrum (Solanaceae) are native to warm subtropical and tropical areas of America, and are cultivated all over the world for ornamental purposes [1]. Cestrum species are rich sources of steroidal glycosides, and structurally diverse steroidal glycosides have been isolated from C. laevigatum [2,3], C. schlechtendahlii [4], C. ruizteranianum [5], C. parqui [6,7,8], C. diurnum [9,10], C. sendtenerianum [11,12], and C. nocturnum [13,14,15]. A literature survey suggests that no phytochemical investigation has been done on C. newellii. A systematic phytochemical analysis of the leaves of C. newellii was conducted with a focus on steroidal glycosides. This paper deals with the structural determination of new compounds (1–8)

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