Keywords :
Stemona species; Stemonaceae; Stemona alkaloids; Pyrroloazepines; Pyridoazepines; Tuberostemonine N; Chemotaxonomy
บทคัดย่อ :
Broad-based phytochemical investigations on 31 Stemona species and geographical provenances led to an overview concerning char-
acteristic accumulation trends and the distribution of different Stemona alkaloids. Two major metabolic differences suggested a taxo-
nomic segregation of the complex Stemona tuberosa group from the other species, and was supported by morphological characters.
Whereas most of the Stemona species were characterised by protostemonine type alkaloids, the S. tuberosa group clearly deviated by
accumulation trends towards tuberostemonine or croomine derived alkaloids belonging to two different skeletal types. Also of chemo-
taxonomic relevance was the structural divergence of protostemonine type alkaloids into pyrrolo- or pyridoazepine derivatives repre-
sented by stemofoline or oxystemokerrine, respectively, as major constituents. Their common occurrence in different provenances of
S. curtisii, also deviating from the other species by various chromosome numbers, deserves special taxonomic attention. Species specific
chemical markers were given by the unique accumulation of didehydrostemofoline (=asparagamine A) in S. collinsae and stemokerrine
in S. kerrii. In contrast to previous reports, no bisdehydro derivatives with an aromatic pyrrole ring were detected supporting the hypoth-
esis that these alkaloids are artifacts. A new stereoisomer of tuberostemonine was isolated and identified by spectroscopic methods.
2007 Elsevier Ltd. All rights reserved.
เอกสารอ้างอิง :
Schinnerl, J., Brem, B., But, P. P.-H., Vajrodaya, S., Hofer, O., & Greger, H. (2007). Pyrrolo- and pyridoazepine alkaloids as chemical markers in Stemona species. Phytochemistry, 68(10), 1417
