Oleanane-Type Isomeric Triterpenoids from Barringtonia racemosa

Two new isomeric acylated oleanane-type triterpenoids along with three known compounds were isolated from the MeOH extract of the dried fruits of Barringtonia racemosa. On the basis of spectroscopic methods, with special emphasis on 1D and 2D NMR techniques as well as chemical methods, the structure...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2009-04, Vol.72 (4), p.791-795
Main Authors: Gowri, P. Mangala, Radhakrishnan, S. V. S, Basha, S. Jeelani, Sarma, A. V. S, Rao, J. Madhusudana
Format: Article
Language:English
Subjects:
Animals
Barringtonia
Barringtonia - chemistry
Biological and medical sciences
cell lines
chemical structure
cytotoxicity
Drug Screening Assays, Antitumor
fruit extracts
General pharmacology
HeLa Cells
Humans
India
isolation
isomerases
isoracemosol A
Leukemia P388
Medical sciences
medicinal plants
Mice
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Oleanolic Acid - analogs & derivatives
Oleanolic Acid - chemistry
Oleanolic Acid - isolation & purification
Oleanolic Acid - pharmacology
Pharmacognosy. Homeopathy. Health food
Pharmacology. Drug treatments
racemosol A
Stereoisomerism
triterpenoids
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Summary:Two new isomeric acylated oleanane-type triterpenoids along with three known compounds were isolated from the MeOH extract of the dried fruits of Barringtonia racemosa. On the basis of spectroscopic methods, with special emphasis on 1D and 2D NMR techniques as well as chemical methods, the structures were characterized as racemosol A (1) [22α-acetoxy-3β,15α,16α,21β-tetrahydroxy-28-(2-methylbutyryl)olean-12-ene] and isoracemosol A (2) [21β-acetoxy-3β,15α,16α,28-tetrahydroxy-22α-(2-methylbutyryl)olean-12-ene]. The isolated compounds (1−5) were not active against HeLa and P388 D1 carcinoma cell lines.
ISSN:0163-3864
1520-6025
DOI:10.1021/np8007396