Chemotaxonomy of the pantropical genus Merremia (Convolvulaceae) based on the distribution of tropane alkaloids

• Published in: Phytochemistry (Oxford) Vol. 66; no. 12; pp. 1448 - 1464
• Main Authors: Jenett-Siems, Kristina, Weigl, Robert, Böhm, Anke, Mann, Petra, Tofern-Reblin, Britta, Ott, Sonja C., Ghomian, Azar, Kaloga, Maki, Siems, Karsten, Witte, Ludger, Hilker, Monika, Müller, Frank, Eich, Eckart
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 01.06.2005; Elsevier
• Subjects: 3alpha-acyloxytropane; 3alpha-benzoyloxytropane; 3alpha-nicotinoyloxytropane; 4'-dihydroconsabatine; Alkaloids - classification; Alkaloids - isolation & purification; Biochemistry & Molecular Biology; Biological and medical sciences; Chemical constitution; Chemotaxonomy; Classification; Concneorine; Convolvulaceae; Convolvulaceae - chemistry; Convolvulaceae - classification; Fundamental and applied biological sciences. Psychology; Gas Chromatography-Mass Spectrometry; GC–MS; Life Sciences & Biomedicine; Merredissine; Merremia; Merremieae; Merresectines; methylpseudoecgonine; Molecular Structure; N-methylpyrrolidinylhygrines; Nicotine; phytochemicals; Plant cytology, morphology, systematics, chorology and evolution; plant extracts; Plant Extracts - isolation & purification; Plant physiology and development; Plant Roots - chemistry; Plant Sciences; plant taxonomy; Pyrrolidine alkaloids; Pyrrolidines - classification; Pyrrolidines - isolation & purification; Science & Technology; spectral analysis; Spermatophyta; Structure elucidation; Systematics (diagnosis, chromosome numbers); Tropane alkaloids; Tropanes - classification; Tropanes - isolation & purification; GC–MS; Concneorine; Merresectines; Chemotaxonomy; Convolvulaceae; Merremieae; 4′-Dihydroconsabatine; Pyrrolidine alkaloids; Merremia; Merredissine; Structure elucidation; Tropane alkaloids; Nicotine; 4'-dihydroconsabatine; nicotine; tropane alkaloids; ACID; merredissine; LEAVES; TUBEROSA; merresectines; chemotaxonomy; GC-MS; pyrrolidine alkaloids; TRANSFORMED ROOT CULTURES; COA; RESIN-GLYCOSIDES; BIOSYNTHESIS; concneorine; structure elucidation; DISSECTA; Molecular structure; Taxonomy; Pyrrolidine derivatives; Alkaloid; Dicotyledones; Angiospermae; Root; 4'-Dihydroconsabatine; Glucoside; Tropane derivatives; Position isomer; Isolation; Spermatophyta; Yield

A comprehensive GC–MS analysis of 18 spp. revealed altogether 74 tropanes and 13 pyrrolidines, respectively. Four aromatic 3α-acyloxytropanes (merresectines A–D) of chemotaxonomic relevance as well as 3α, 6β-di-(4-methoxybenzoyloxy)tropane (merredissine) have been isolated and structurally elucidate...