Journal
JOURNAL OF NATURAL PRODUCTS
Volume 78, Issue 7, Pages 1543-1547Publisher
AMER CHEMICAL SOC
DOI: 10.1021/np501020m
Keywords
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Funding
- Fogarty International Center
- National Cancer Institute
- National Institute of Allergy and Infectious Diseases
- National Institute of Mental Health
- National Institute on Drug Abuse
- National Heart Lung and Blood Institute
- National Center for Complementary and Alternative Medicine
- Office of Dietary Supplements
- National Institute of General Medical Sciences
- Biological Sciences Directorate of the National Science Foundation
- Office of Biological and Environmental Research of the U.S. Department of Energy [U01 TW00313]
- International Cooperative Biodiversity Groups
- National Research Initiative of the Cooperative State Research, Education and Extension Service, USDA [2008-35621-04732]
- NSF S-STEM award [DUE-0850198]
- National Science Foundation [CHE-0722638]
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The two new lignans 3 alpha-O-(beta-D-glucopyranosyl)desoxypodophyllotoxin) (1) and 4-O-(beta-D-glucopyranosyl)dehydropodophyllotoxin (2) were isolated from Cleistanthus boivinianus, together with the known lignans deoxypicropodophyllotoxin (3), (+/-)-beta-apopicropodophyllin (4), (-)-desoxypodophyllotoxin (5), (-)-yatein (6), and beta-peltatin-5-O-beta-D-glucopyranoside (7). The structures of all compounds were characterized by spectroscopic techniques. Compounds 1, 4, and 5 showed potent antiproliferative activities against the A2780 ovarian cancer cell line, with IC50 values of 33.0 +/- 3.6, 63.1 +/- 6.7, and 230 +/- 1 nM, respectively. Compounds 2 and 7 showed only modest A2780 activities, with IC50 values of 2.1 +/- 0.3 and 4.9 +/- 0.1 mu M, respectively, while compounds 3 and 6 had IC50 values of >10 mu M. Compound 1 also had potent antiproliferative activity against the HCT-116 human colon carcinoma cell line, with an IC50 value of 20.5 nM, and compound 4 exhibited modest antiproliferative activity against the A2058 human caucasian metastatic melanoma and MES-SA human uterine sarcoma cell lines, with IC50 values of 4.6 and 4.0 mu M, respectively.
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