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Abstract
A phytochemical study of the bark of Fissistigma latifolium (Annonaceae) yielded a new aporphine alkaloid, (-)-N-methylguattescidine (1), and eight known alkaloids: liriodenine (2), oxoxylopine (3), (-)-asimilobine (4), dimethyltryptamine (5), (-)-remerine (6), (-)-anonaine (7), columbamine (8) and lysicamine (9). The compounds were isolated using various chromatographic methods and structural elucidation was accomplished by means of spectroscopic methods, notably 1D-NMR (1H, 13C, DEPT), 2D-NMR (COSY, HMQC, HMBC), UV, IR and MS.
Highlights
Fissistigma latifolium (Dunal) Merr. from the genus Fissistigma is a climbing shrub found in low land forest of Malaysia, Sumatra, Borneo and Philippines [1]
We report the isolation and characterization of a new aporphine alkaloid, (-)-N-methylguattescidine (1), from F. latifolium
(3.5 g) from the MeOH extract were subjected to SPE flash column using a gradient elution system of hexane:ethyl acetate (EA) and dichloromethane (DCM):methanol (MeOH) to give 29 fractions
Summary
Fissistigma latifolium (Dunal) Merr. from the genus Fissistigma is a climbing shrub found in low land forest of Malaysia, Sumatra, Borneo and Philippines [1]. From the genus Fissistigma is a climbing shrub found in low land forest of Malaysia, Sumatra, Borneo and Philippines [1]. The genus Fissistigma (Annonaceae) consists of about 80 species and is widely distributed in Asia and Australia [2]. Our previous studies on F. fulgens and F. manubriatum have resulted in the isolation of aporphine, oxoaporphine and protoberberine alkaloids [3,4]. We report the isolation and characterization of a new aporphine alkaloid, (-)-N-methylguattescidine (1), from F. latifolium. This alkaloid, together with eight known alkaloids, namely liriodenine (2), oxoxylopine (3), (-)-asimilobine (4), dimethyltryptamine (5),. (-)-remerine (6), (-)-anonaine (7), columbamine (8) and lysicamine (9), were obtained from the methanol extract of the bark of the plant
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