Dolabrane-type diterpenes from the mangrove plant Ceriops tagal with antitumor activities.
Chemical examination of the barks of mangrove plant Ceriops tagal resulted in the isolation of six new dolabrane-type diterpenes with the trivial names of tagalenes A-F (1-6), together with 10 known analogues. The structures of new compounds were elucidated by extensive spectroscopic data analyses. Tagalenes A-C (1-3) are characterized by 18-nordolabrane scaffold, while tagalene F (6) featured by a 2,3-seco dolabrane derivative. Antitumor assay revealed that seven compounds exhibited potent inhibitory effects against a panel of tumor cell lines with IC50<10 μM, while tagalsin C (8) exerted the most potent activities in comparison with the IC50 values of the rest compounds. The primary structure-activity relationship is discussed. Tagalsin C also exerted the potent effects against a panel of drug-resistant human tumor cell lines, indicating it to be a promising molecule for further evaluation as an antitumor lead compound.
State Key Laboratory of Natural and Biomimetic Drugs, Peking University, Beijing 100191, People's Republic of China; Beijing Key Laboratory of Diagnostic and Traceability Technologies for Food Poisoning, Beijing Center for Disease Control and Prevention, Beijing 100013, China.
Yi
Y
Yang
State Key Laboratory of Natural and Biomimetic Drugs, Peking University, Beijing 100191, People's Republic of China.
Yang
Y
Zhang
State Key Laboratory of Natural and Biomimetic Drugs, Peking University, Beijing 100191, People's Republic of China.
Dong
D
Liu
German Cancer Research Center (DKFZ), D-69120, Heidelberg, Germany.
Min
M
Li-Weber
Beijing Key Laboratory of Diagnostic and Traceability Technologies for Food Poisoning, Beijing Center for Disease Control and Prevention, Beijing 100013, China. Electronic address: shaobingch@sina.com.
Bing
B
Shao
State Key Laboratory of Natural and Biomimetic Drugs, Peking University, Beijing 100191, People's Republic of China. Electronic address: whlin@bjmu.edu.cn.
Wenhan
W
Lin
D000972:Antineoplastic Agents, Phytogenic / Q000302:isolation & purification / Q000494:pharmacology*; D045744:Cell Line, Tumor; D004224:Diterpenes / Q000302:isolation & purification / Q000494:pharmacology*; D006801:Humans; D015394:Molecular Structure; D024301:Plant Bark / Q000737:chemistry; D043982:Rhizophoraceae / Q000737:chemistry*; D013329:Structure-Activity Relationship
D000972:Antineoplastic Agents, Phytogenic; D004224:Diterpenes
Antitumor activities; Ceriops tagal; Diterpenes; Mangrove plant; Tagalenes