Diterpene Glycosides from the Seeds of Pharbitis nil

Six new ent-kaurane diterpene glycosides, pharbosides A−F (1−6), and a new ent-gibbane diterpene glycoside, pharboside G (7), together with three known ent-kaurane diterpenoids, 7β,16β,17-trihydroxy-ent-kauran-6α,19-olide (8), 6β,7β,16α,17-tetrahydroxy-ent-kauranoic acid (9), and 6β,7β,16β,17-tetrah...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2009-06, Vol.72 (6), p.1121-1127
Main Authors: Kim, Ki Hyun, Choi, Sang Un, Lee, Kang Ro
Format: Article
Language:English
Subjects:
Antineoplastic Agents, Phytogenic - chemistry
Antineoplastic Agents, Phytogenic - isolation & purification
Antineoplastic Agents, Phytogenic - pharmacology
Biological and medical sciences
chemical structure
circular dichroism spectroscopy
cytotoxicity
Diterpenes, Kaurane - chemistry
Diterpenes, Kaurane - isolation & purification
Diterpenes, Kaurane - pharmacology
diterpenoids
Drug Screening Assays, Antitumor
General pharmacology
glycosides
herbal medicines
human cell lines
Humans
Inhibitory Concentration 50
Ipomoea nil
Ipomoea nil - chemistry
Korea
Medical sciences
medicinal plants
medicinal properties
Molecular Structure
neoplasms
nuclear magnetic resonance spectroscopy
Nuclear Magnetic Resonance, Biomolecular
Pharmacognosy. Homeopathy. Health food
Pharmacology. Drug treatments
phytochemicals
plant extracts
Plants, Medicinal - chemistry
seeds
Seeds - chemistry
Stereoisomerism
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Summary:Six new ent-kaurane diterpene glycosides, pharbosides A−F (1−6), and a new ent-gibbane diterpene glycoside, pharboside G (7), together with three known ent-kaurane diterpenoids, 7β,16β,17-trihydroxy-ent-kauran-6α,19-olide (8), 6β,7β,16α,17-tetrahydroxy-ent-kauranoic acid (9), and 6β,7β,16β,17-tetrahydroxy-ent-kauranoic acid (10), were isolated from an ethanolic extract of the seeds of Pharbitis nil. The structures of the new compounds were determined by spectroscopic methods including 1D and 2D NMR analysis. The absolute configurations of the compounds were clarified by CD spectroscopic studies. Full NMR data assignments of the three known compounds (8−10) are reported. The isolated compounds were evaluated for their cytotoxic activities against four human cancer cell lines.
ISSN:0163-3864
1520-6025
DOI:10.1021/np900101t