Taxonomic group: plant / Streptophyta
(Phylum: Streptophyta)
Organ / tissue: leaf
NCBI PubMed ID: 10846751Publication DOI: 10.1016/s0031-9422(00)00034-0Journal NLM ID: 0151434Publisher: Elsevier
Correspondence: kurt.hostettmann
ipp.unil.ch
Institutions: Institut de Pharmacognosie et Phytochimie, Université de Lausanne, Lausanne, Switzerland, CIFLORPAN, Faculdad de Farmacia, Universidad de Panama, Panama City, Panama
Seven new triterpenoid saponins, randiasaponins I (1), II (2), III (3), IV (4), V (5), VI (6) and VII (7) as well as two known ones, ilexoside XXVII (8) and ilexoside XXXVII (9), were isolated from the methanolic extract of the leaves of Randia formosa. The structures of the new saponins were established as 3-O-α-L-arabinopyranosyl-3β,19α,23-trihydroxyursa-12,20(30)-dien-28-oic acid 28-β-D-glucopyranosyl ester (1), 3-O-β-D-glucopyranosyl-(1 → 3)-α-L-arabinopyranosyl rotundic acid (2), 3-O-β-D-glucopyranosyl-(1 → 3)-α-L-arabinopyranosyl pomolic acid 28-β-D-glucopyranosyl ester (3), 3-O-α-L-rhamnopyranosyl-(1 → 2)-α-L-arabinopyranosyl pomolic acid 28-β-D-glucopyranosyl ester (4), 3-O-α-L-rhamnopyranosyl-(1 → 2)-α-L-arabinopyranosyl siaresinolic acid 28-β-D-glucopyranosyl ester (5), 3-O-α-L-arabinopyranosyl ilexosapogenin A 28-β-D-glucopyranosyl ester (6), and 3-O-β-D-glucopyranosyl ilexosapogenin A 28-β-D-glucopyranosyl ester (7), based on spectral and chemical evidence. Besides the saponins, two common flavonoids kaempferol 3-O-rutinoside and rutin were also isolated.
pomolic acid, siaresinolic acid, triterpenoid saponins, 3β, Rubiaceae, rotundic acid, ilexosapogenin A, Randia formosa, 19α, 23-trihydroxy-ursa-12, 20(30)-dien-28-oic acid
Structure type: oligomer
C
27H
30O
16Location inside paper: p. 82, abstract
Trivial name: rutin, rutoside, rutin, quercetin rutinoside, rutoside, quercetin 3-O-rutinose, quercetin-3-O-rutinoside, quercetin 3-O-rutinoside
Compound class: saponin glycoside, glycoside, flavonoid glycoside, flavonol glycoside, flavone glycoside
Contained glycoepitopes: IEDB_136105,IEDB_142488,IEDB_144144,IEDB_146664,IEDB_225177,IEDB_885823,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, NMR-2D, TLC, acid hydrolysis, HPLC, alkaline hydrolysis, extraction, CI-MS, HR-ESI-MS, evaporation, centrifugation
Related record ID(s): 67538, 67539, 67540, 67541, 67542, 67543, 67544, 67545, 67546, 67547
NCBI Taxonomy refs (TaxIDs): 203073Reference(s) to other database(s): CCSD:
50720, CBank-STR:3399
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There is only one chemically distinct structure:
Found 
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(later renamed to: Rosenbergiodendron formosum)