Abstract

In the present investigation the underground parts of Duguetia furfuracea (Annonaceae) were used to conduct a phytochemical study that included the brine shrimp (Artemia salina) lethality bioassay. The substances (-)-duguetine b-N-oxide, (-)-duguetine, dicentrinone, (-)-N-methyltetrahydropalmatine, and (+)-N-methylglaucine were isolated from the alkaloid extract of the bark of the underground stem, and the ureide allantoin was also isolated by precipitation from the ethanol extract of the wood of the underground stem. A fresh volatile oil and a nonpolar extract were also obtained from the underground stem bark. The substances 2,4,5-trimethoxystyrene, a-gurjunene, aromadendrene, bicyclogermacrene, (E)-methylisoeugenol, and a-asarone were isolated from the fresh volatile oil and polycarpol, b-caryophyllene oxide, 2,4,5-trimethoxystyrene, a-asarone, and asaraldehyde were obtained from the petroleum ether extract. The present study describes for the first time the alkaloid (-)-duguetine b-N-oxide and the occurrence of (-)-N-methyltetrahydropalmatine and (+)-N-methylglaucine in the family Annonaceae. All extracts were active in the brine shrimp lethality bioassay.

Highlights

  • 80 species are known in the genus Duguetia, which is one of the 128 genera included in the family Annonaceae.1This paper reports the results of our continued phytochemical investigations of the family Annonaceae

  • The present investigation, which adds to the knowledge of this species, led to the isolation of alkaloids, sesquiterpenoids and other constituents from different extracts obtained from the underground stem bark of D. furfuracea

  • The alkaloid extract was fractionated by column chromatography (CC), yielding a novel alkaloid identified as (-)-duguetine β-N-oxide [1], and four other known alkaloids [2, 3, 4, 5]

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Summary

Introduction

80 species are known in the genus Duguetia, which is one of the 128 genera included in the family Annonaceae.1This paper reports the results of our continued phytochemical investigations of the family Annonaceae. The present investigation, which adds to the knowledge of this species, led to the isolation of alkaloids, sesquiterpenoids and other constituents from different extracts obtained from the underground stem bark of D. furfuracea.

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