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A new cytotoxic cardenolide from the latex of Antiaris toxicaria

Chinese Chemical Letters 2009年第4期20卷 450-452页

作者： Yu Juan Gan Wen Li Mei You Xing Zhao Hao Fu Dai Institute of Tropical Bioscience and Biotechnology Chinese Academy of Tropical Agricultural Sciences Haikou 571101 China State Key Laboratory of Phytochemistry and Plant Resources in West China Kunming Institute of Botany Chinese Academy of Sciences Kunming 650204 China

A new cardenolide, toxicarioside E （1）, was isolated from the latex ofAntiaris toxicaria （Pers.） Lesch （Moraceae）. Its structure was elucidated on the basis of spectral data and chemical evidence. Compound 1 showed significant cytotoxicity against K562 and SGC-7901 cell lines in vitro by MTT method with the IC50 value of 0.026 and 0.027 μg/mL, respectively.

关键词： Antiaris toxicaria Moraceae Toxicarioside E cardenolide Cytotoxicity

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cardenolides as Inhibitors of Hypoxia-Inducible Factor-1 Transcriptional Activity

Cardenolides as Inhibitors of Hypoxia-Inducible Factor-1 Tra...

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中国化学会第30届学术年会-第二十八分会：化学生物学

作者： Li-Ping Bai Supawadee Parhira Ming Chen Guo-Yuan Zhu Zhi-Hong Jiang State Key Laboratory of Quality Research in Chinese Medicine Macau University of Science and Technology

Hypoxia of solid tumors originates from the aberrant cell proliferation from an imbalance between oxygen supply and ***-inducible factor 1(HIF-1)is a principal transcription factor by which tumor cells adapt to the low oxygen microenvironment,and has been considered as a potential target for the development of anticancer *** previous study has reported the potent inhibitory effects of a pair of cardenolide epimers,uscharin and 2’-epi-uscharin,on HIF-1 transcriptional *** a continuous research,18 known cardenolides(Fig.1)were isolated and identified from the medicinal plant Calotropis gigantea(Asclepiadaceae).All of these18 cardenolides were evaluated for inhibitory effect on HIF-1 transcriptional activity by using a T47D cell-based co-transfected firefly and Renilla luciferase reporter ***,a well-known HIF-1 inhibitor was used as a positive *** a result,seven cardenolides exhibited stronger HIF-1 inhibitory activities than that of digoxin with ICvalues in nanomolar potency(28.6-64.8 nM).An analysis of structure-activity relationship of cardenolides and their HIF-1 inhibitory activities revealed the great contribution of a β-configuration of the substituents at positions C-2’ and C-3’,an aldehydic moiety on C-19,and the dioxane moiety between the aglycone and sugar part of *** contrast,the presence of a hydroxyl group at positions C-15,C-16 and C-4,in the chemical structures of cardenolides appeared to reduce such *** cytotoxic bioassay confirmed that all the above seven cardenolides showed more potent cytotoxic effects on breast cancer cell MCF-7 with ICvalues of 30-68.8 nM than that of digoxin(ICof 124.5 nM).In addition,all these seven cardenolides exhibited much stronger cytotoxic effects on MCF-7 cell than *** study demonstrated the promising potential of cardenolides from Calotropis gigantea as inhibitors of HIF-1 transcriptional activity.

关键词： cardenolide Calotropis gigantea HIF-1 inhibitor anti-cancer activity

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19-DIH Inhibits ATP Production of Anaerobic Cancer Cells via HIF-1 Pathway

19-DIH Inhibits ATP Production of Anaerobic Cancer Cells via...

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第十一届全国化学生物学学术会议

作者： Zhiyuan Zheng Zhongbo Zhou Xiaobo Zhou Guo-Yuan Zhu Zhi-Hong Jiang Li-Ping Bai State Key Laboratory of Quality Research in Chinese Medicine Macau Institute for Applied Research in Medicine and HealthMacau University of Science and Technology

19-DIH, a novel cardenolide, was isolated from the leaves of Calotropis gigantea. Our group have isolated and identified a series of cardenolides from this medicinal plant, many of which possess potent hypoxia inducible factor 1（HIF-1） inhibitory activity[1-2]. Animal study showed that 19-DIH arrested MCF-7 tumor xenograft growth in vivo. Further mechanistic study demonstrated that 19-DIH exhibited significantly inhibitory effect on HIF-1 transcription by suppressing HIF-1α protein expression in hypoxic T47 D cells（Figure 1 A）. 19-DIH also decreased the expression of HIF-1’s target genes Glut-1 and LDHA, which were critical transporter and enzyme during glycolysis of anaerobic cancer cells, respectively. Additionally, it was found that the ATP production was dose-dependently suppressed by 19-DIH（Figure 1 B）. Digoxin, a widely used HIF-1 inhibitor, served as a positive control. In summary, 19-DIH exerts anti-cancer effect by blocking ATP production via HIF-1 pathway.

关键词： cardenolide Calotropis gigantea HIF-1 ATP production

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