Growth inhibition of human colon carcinoma cells by sesquiterpenoids and tetralones of Zygogynum calothyrsum.

Abstract

Bioassay-guided phytochemical investigation of Zygogynum calothyrsum using the human colon carcinoma cell lines COLO205 and KM12 led to the isolation of three new drimane-type sesquiterpenoids, 1β-p-hydroxy-E-cinnamoyldrimeninol (1), 1β-p-hydroxy-E-cinnamoyl-5α-hydroxydrimeninol (2), and methyl ether of 1β-p-hydroxy-E-cinnamoyl-12α-methoxydrimeninol (3). Also isolated was the known 1β-p-coumaroyloxypolygodial (4) together with two new tetralones, 3'-deoxyisozygolone A (5) and calothyrlone A (9), three known tetralones, isozygolone A (6), zygolone A (7), and 4'-O-methylzygolone A (8), and a known cinnamolide (10). Compounds 1, 7, and 8 demonstrated higher cytotoxicity against COLO205 (GI50 18, 17, and 11 μM, respectively) and KM12 (GI50 14, 14, and 17 μM, respectively) than the other compounds.

• Authors: Krishna P Devkota, David Covell, Tanya Ransom, James B McMahon, John A Beutler
• Journal: Journal of natural products (J Nat Prod) Vol. 76 Issue 4 Pg. 710-4 (Apr 26 2013) ISSN: 1520-6025 [Electronic] United States
• PMID: 23517126 (Publication Type: Journal Article, Research Support, N.I.H., Extramural, Research Support, N.I.H., Intramural)

Chemical References

• Antineoplastic Agents, Phytogenic
• Sesquiterpenes
• Tetralones

Topics

• Antineoplastic Agents, Phytogenic (chemistry, isolation & purification, pharmacology)
• Colonic Neoplasms (drug therapy)
• Drug Screening Assays, Antitumor
• Humans
• Molecular Structure
• Sesquiterpenes (chemistry, isolation & purification, pharmacology)
• Stereoisomerism
• Tetralones (chemistry, isolation & purification, pharmacology)
• Winteraceae (chemistry)