Naphthopyranone Glycosides from Paepalanthus microphyllus

• Published in: Journal of natural products (Washington, D.C.) Vol. 64; no. 5; pp. 680 - 682
• Main Authors: PIACENTE, Sonia, CAMPANER DOS SANTOS, Lourdes, MAHMOOD, Naheed, ZAMPELLI, Aurelia, PIZZA, Cosimo, VILEGAS, Wagner
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 01.05.2001; Amer Chemical Soc; American Society of Pharmacognosy
• Subjects: Anti-HIV Agents - chemistry; Anti-HIV Agents - isolation & purification; Anti-HIV Agents - pharmacology; Biological and medical sciences; Brazil; Chemistry, Medicinal; Drug Evaluation, Preclinical; General pharmacology; Glycosides - chemistry; Glycosides - isolation & purification; Glycosides - pharmacology; HIV-1 - drug effects; Human immunodeficiency virus 1; Life Sciences & Biomedicine; Magnetic Resonance Spectroscopy; Medical sciences; Paepalanthus microphyllus; Pharmacognosy. Homeopathy. Health food; Pharmacology & Pharmacy; Pharmacology. Drug treatments; Plant Sciences; Plants, Medicinal - chemistry; Science & Technology; Spectrometry, Mass, Electrospray Ionization; Spectrophotometry, Ultraviolet; South America; Brazil; America; ISOCOUMARIN; BROMELIOIDES; VELLOZIOIDES; Monocotyledones; Aldose; Pharmacognosy; Retroviridae; Lactone; Tricyclic compound; Oxygen heterocycle; Lentivirus; In vitro; Biological activity; Disaccharide; Medicinal plant; Virus; Angiospermae; Plant origin; Antiviral; Isolation; Above ground plant part; Spermatophyta; Aromatic compound; Glycoside; Eriocaulaceae; Human immunodeficiency virus; Structural analysis
• ISSN: 0163-3864; 1520-6025
• DOI: 10.1021/np000518g

Three new naphthopyranone glycosides, paepalantine-9-O-beta -D-glucopyranosyl-(1 -->6)-beta -D-glucopyranoside (I), paepalantine-9-O-alpha -L-arabinopyranosyl-(1 -->6)-beta -D-glucopyranoside (2), and paepalantinc-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 1(MN).