Antiproliferative Compounds from Cleistanthus boivinianus from the Madagascar Dry Forest1

The two new lignans 3α- O -(β- d -glucopyranosyl)desoxypodophyllotoxin ( 1 ) and 4- O -(β- d -glucopyranosyl)dehydropodophyllotoxin ( 2 ) were isolated from Cleistanthus boivinianus , together with the known lignans deoxypicropodophyllotoxin ( 3 ), (±)-β-apopicropodophyllin ( 4 ), (−)-desoxypodophyl...

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Published inJournal of natural products (Washington, D.C.) Vol. 78; no. 7; pp. 1543 - 1547
Main Authors Liu, Yixi, Young, Kelly, Rakotondraibe, L. Harinantenaina, Brodie, Peggy J., Wiley, Jessica D., Cassera, Maria B., Callmander, Martin W., Rakotondrajaona, R., Rakotobe, Etienne, Rasamison, Vincent E., TenDyke, Karen, Shen, Yongchun, Kingston, David G. I.
Format Journal Article
LanguageEnglish
Published United States American Chemical Society 19.06.2015
American Chemical Society and American Society of Pharmacognosy
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Summary:The two new lignans 3α- O -(β- d -glucopyranosyl)desoxypodophyllotoxin ( 1 ) and 4- O -(β- d -glucopyranosyl)dehydropodophyllotoxin ( 2 ) were isolated from Cleistanthus boivinianus , together with the known lignans deoxypicropodophyllotoxin ( 3 ), (±)-β-apopicropodophyllin ( 4 ), (−)-desoxypodophyllotoxin ( 5 ), (−)-yatein ( 6 ), and β-peltatin-5- O -β- 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 IC 50 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 IC 50 values of 2.1 ± 0.3 and 4.9 ± 0.1 μM, respectively, while compounds 3 and 6 had IC 50 values of >10 μM. Compound 1 also had potent antiproliferative activity against the HCT-116 human colon carcinoma cell line, with an IC 50 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 IC 50 values of 4.6 and 4.0 μM, respectively.
Bibliography:USDOE Office of Science (SC), Biological and Environmental Research (BER)
ISSN:0163-3864
1520-6025
DOI:10.1021/np501020m