Journal
BIOORGANIC & MEDICINAL CHEMISTRY
Volume 20, Issue 24, Pages 6940-6944Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmc.2012.10.012
Keywords
Calamenene-type sesquiterpenoid; Antiproliferative activity; Sterculia tavia; Synthesis; Nuclear magnetic resonance
Funding
- Fogarty International Center
- National Cancer Institute
- National Science Foundation [CHE-0619382, CHE-0722638]
- National Heart, Lung and Blood Institute
- National Institute of Mental Health
- Office of Dietary Supplements
- Office of the Director of NIH [U01 TW000313]
- International Cooperative Biodiversity Groups
- National Research Initiative of the Cooperative State Research, Education and Extension Service, USDA [2008-35621-04732]
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Investigation of the endemic Madagascan plant Sterculia taiva Baill. (Malvaceae) for antiproliferative activity against the A2780 ovarian cancer cell line led to the isolation of two new bioactive calamenene-type sesquiterpenoids, named tavinin A (2) and epi-tavinin A (3) together with the known sesquiterpenoid mansonone G (1). The structures of the two new compounds were elucidated based on analysis of their 1D and 2D NMR spectra and mass spectrometric data, and were confirmed by de novo synthesis. The three isolated sesquiterpenoids (1-3) had modest antiproliferative activities against the A2780 ovarian cancer cell line, with IC50 values of 10.2, 5.5 and 6.7 mu M, respectively. (C) 2012 Elsevier Ltd. All rights reserved.
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