Naphthopyranone Glycosides from Paepalanthus microphyllus

Three new naphthopyranone glycosides, paepalantine-9-O-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranoside (1), paepalantine-9-O-alpha-L-arabinopyranosyl-(1-->6)-beta-D-glucopyranoside (2), and paepalantine-9-O-alpha-L-rhamnopyranosyl-(1-->6)-beta-D-glucopyranoside (3), along with the know...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2001-05, Vol.64 (5), p.680-682
Main Authors: PIACENTE, Sonia, CAMPANER DOS SANTOS, Lourdes, MAHMOOD, Naheed, ZAMPELLI, Aurelia, PIZZA, Cosimo, VILEGAS, Wagner
Format: Article
Language:English
Subjects:
Anti-HIV Agents - chemistry
Anti-HIV Agents - isolation & purification
Anti-HIV Agents - pharmacology
Biological and medical sciences
Brazil
Drug Evaluation, Preclinical
General pharmacology
Glycosides - chemistry
Glycosides - isolation & purification
Glycosides - pharmacology
HIV-1 - drug effects
Human immunodeficiency virus 1
Magnetic Resonance Spectroscopy
Medical sciences
Paepalanthus microphyllus
Pharmacognosy. Homeopathy. Health food
Pharmacology. Drug treatments
Plants, Medicinal - chemistry
Spectrometry, Mass, Electrospray Ionization
Spectrophotometry, Ultraviolet
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Summary:Three new naphthopyranone glycosides, paepalantine-9-O-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranoside (1), paepalantine-9-O-alpha-L-arabinopyranosyl-(1-->6)-beta-D-glucopyranoside (2), and paepalantine-9-O-alpha-L-rhamnopyranosyl-(1-->6)-beta-D-glucopyranoside (3), along with the known paepalantine-9-O-beta-D-glucopyranoside (4) were isolated from aerial parts of Paepalanthus microphyllus. These compounds were characterized by spectrometric methods, including electrospray mass spectrometry and 1D and 2D NMR experiments. As a part of our program for screening natural compounds for anti-HIV activity, compounds 1-4 were tested in C8166 cells infected with HIV-1MN.
ISSN:0163-3864
1520-6025
DOI:10.1021/np000518g