title: Antimalarial and Antiproliferative Cassane Diterpenes of Caesalpinia sappan.
abstract: Bioassay-guided fractionation of a methanol extract of the seeds of Caesalpinia sappan led to the isolation of 12 new cassane-type diterpenes, caesalsappanins A-L (1-12). Their structures were elucidated on the basis of NMR and HRESIMS analysis, and the absolute configuration of compound 1 was determined by single-crystal X-ray crystallography. All isolated compounds were tested against a chloroquine-resistant Plasmodium falciparum strain for antiplasmodial activities and against a small panel of human cancer cell lines for antiproliferative activities. Compounds 7 and 8 displayed antimalarial activity against the chloroquine-resistant K1 strain of P. falciparum with IC50 values of 0.78 and 0.52 μM and selectivity indices of 17.6 and 16.4, respectively. Compound 10 showed antiproliferative activity against the KB cancer cell line with an IC50 value of 7.4 μM.
authors.affiliation: Key Laboratory of Bioactive Substances and Resource Utilization of Chinese Herbal Medicine, Ministry of Education, Institute of Medicinal Plant Development, Peking Union Medical College and Chinese Academy of Medical Sciences , Beijing 100193, People's Republic of China.
authors.forename: Guoxu
authors.initials: G
authors.lastname: Ma
authors.affiliation: Key Laboratory of Bioactive Substances and Resource Utilization of Chinese Herbal Medicine, Ministry of Education, Institute of Medicinal Plant Development, Peking Union Medical College and Chinese Academy of Medical Sciences , Beijing 100193, People's Republic of China.
authors.forename: Haifeng
authors.initials: H
authors.lastname: Wu
authors.affiliation: Hainan Branch Institute of Medicinal Plant Development, Chinese Academy of Medical Sciences and Peking Union Medical College , Wanning 571533, People's Republic of China.
authors.forename: Deli
authors.initials: D
authors.lastname: Chen
authors.affiliation: Key Laboratory of Bioactive Substances and Resource Utilization of Chinese Herbal Medicine, Ministry of Education, Institute of Medicinal Plant Development, Peking Union Medical College and Chinese Academy of Medical Sciences , Beijing 100193, People's Republic of China.
authors.forename: Nailiang
authors.initials: N
authors.lastname: Zhu
authors.affiliation: Key Laboratory of Bioactive Substances and Resource Utilization of Chinese Herbal Medicine, Ministry of Education, Institute of Medicinal Plant Development, Peking Union Medical College and Chinese Academy of Medical Sciences , Beijing 100193, People's Republic of China.
authors.forename: Yindi
authors.initials: Y
authors.lastname: Zhu
authors.affiliation: Key Laboratory of Bioactive Substances and Resource Utilization of Chinese Herbal Medicine, Ministry of Education, Institute of Medicinal Plant Development, Peking Union Medical College and Chinese Academy of Medical Sciences , Beijing 100193, People's Republic of China.
authors.forename: Zhonghao
authors.initials: Z
authors.lastname: Sun
authors.affiliation: Key Laboratory of Bioactive Substances and Resource Utilization of Chinese Herbal Medicine, Ministry of Education, Institute of Medicinal Plant Development, Peking Union Medical College and Chinese Academy of Medical Sciences , Beijing 100193, People's Republic of China.
authors.forename: Pengfei
authors.initials: P
authors.lastname: Li
authors.affiliation: Key Laboratory of Bioactive Substances and Resource Utilization of Chinese Herbal Medicine, Ministry of Education, Institute of Medicinal Plant Development, Peking Union Medical College and Chinese Academy of Medical Sciences , Beijing 100193, People's Republic of China.
authors.forename: Junshan
authors.initials: J
authors.lastname: Yang
authors.affiliation: National Engineering Laboratory of Southwest Endangered Medicinal Resource Development, National Development and Reform Commission, Guangxi Botanical Garden of Medicinal Plants , Nanning 530023, People's Republic of China.
authors.forename: Jingquan
authors.initials: J
authors.lastname: Yuan
authors.affiliation: Key Laboratory of Bioactive Substances and Resource Utilization of Chinese Herbal Medicine, Ministry of Education, Institute of Medicinal Plant Development, Peking Union Medical College and Chinese Academy of Medical Sciences , Beijing 100193, People's Republic of China.
authors.forename: Xudong
authors.initials: X
authors.lastname: Xu
mesh_terms: D000962:Antimalarials / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D029911:Caesalpinia / Q000737:chemistry*; D002738:Chloroquine / Q000494:pharmacology; D018360:Crystallography, X-Ray; D004224:Diterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D004354:Drug Screening Assays, Antitumor; D005260:Female; D019073:HT29 Cells; D006367:HeLa Cells; D006801:Humans; D020128:Inhibitory Concentration 50; D007624:KB Cells; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010963:Plasmodium falciparum / Q000187:drug effects; D012639:Seeds / Q000737:chemistry
chemical_list: D000962:Antimalarials; D000972:Antineoplastic Agents, Phytogenic; D004224:Diterpenes; D002738:Chloroquine