Nasimaluns A and B: neo-clerodane diterpenoids from Barringtonia racemosa

• Published in: Journal of natural products (Washington, D.C.) Vol. 63; no. 3; pp. 410 - 411
• Main Authors: Hasan, C.M, Khan, S, Jabbar, A, Rashid, M.A
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 01.03.2000; Amer Chemical Soc; American Society of Pharmacognosy
• Subjects: Barringtonia; Biological and medical sciences; chemical constituents of plants; chemical structure; Chemistry, Medicinal; Diterpenes - chemistry; Diterpenes - isolation & purification; diterpenoids; General pharmacology; Life Sciences & Biomedicine; Medical sciences; Molecular Structure; Pharmacognosy. Homeopathy. Health food; Pharmacology & Pharmacy; Pharmacology. Drug treatments; Plant Sciences; Plants, Medicinal - chemistry; roots; Science & Technology; spectral analysis; Spectrum Analysis; stereochemistry; Bangladesh; Asia; India; ACUTANGULA; Terpenoid; Root; Pharmacognosy; Relative configuration; Furan derivatives; Lactone; Tricyclic compound; Oxygen heterocycle; Medicinal plant; Ester; Lecythidaceae; Folk medicine; Dicotyledones; Angiospermae; Vinylic compound; Plant origin; Bicyclic compound; Diterpene; Isolation; Spermatophyta; Structural analysis
• ISSN: 0163-3864; 1520-6025
• DOI: 10.1021/np990488l

An ethanolic extract of the roots of Barringtonia racemosa afforded two novel neo-clerodane-type diterpenoids, methyl-15,16-epoxy-12-oxo-3,13(16),14-neo-clerodatrien-18,19-olide-17-carboxylate (nasimalun A, 1) and dimethyl-15,16-epoxy-3,13(16),14-neo-clerodatrien-17,18-dicarboxylate (17-carboxymethylhardwickiic acid methyl eater, nasimalun B, 2) by NMR and MS analyses and by comparison of their spectral data with related compounds. The relative stereochemistry of the asymmetric centers in 1 and 2 was determined by selective 1D NOESY experiments.