Deoxyelephantopin and its interrelation with elephantopin

Kurokawa, Toshiko; Nakanishi, Koji; Wu, Wei; Hsu, Hsi-Yen; Maruyama, Masashi; Kupchan, S. Morris

doi:10.1016/s0040-4039(01)98359-5

Cited by 27 publications

(13 citation statements)

References 2 publications

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“…In addition, several close analogues of compounds 4 , 11 , and 18 that have also shown antitumor efficacy have been reviewed. It is worthy of note that all the naturally occurring antitumor SQLs discussed, except for TPG ( 17 ), including ART ( 1 ) [21], PTL ( 10 ) [63], costunolidde ( 12 ) [130], deoxyelephantopin ( 13 ) [93], goyazensolide and its analogues ( 14–16 ) [52, 102], DHL ( 19 ) [130], parthenin ( 20 ) [139], and helenalin ( 22 ) [147], were isolated from a large and widespread plant family, the Asteraceae (Sunflower family), from which lettuce ( Lactuca sativa L.) and chicory ( Chicorium intybus L.) are dietary sources of SQLs that has been consumed globally as common vegetables for many years [1]. This indicates that some species in the Asteraceae family may produce the specific enzymes that are probably responsible for generation of SQLs with potent cytotoxicity toward human cancer cells that are non-toxic at low concentrations.…”

Section: Discussion and Perspectivesmentioning

confidence: 99%

“…This compound was isolated from Elephantopus scaber L. (Asteraceae) (Scheme 9 ) [93], and its structure was determined by comparison of its spectroscopic data with those of isodeoxyelephantopin dimethylamine adduct, which was investigated earlier by single-crystal X-ray diffraction measured on an Enraf-Nonius CAD-4 diffractometer using Cu-Ka radiation [94]. This original determination was confirmed by analysis of the single-crystal X-ray data of a close analogue, scabertopin, which were measured on a Rigaka RAXIS IIc image plate detector with MoK α radiation [95].…”

Section: De-epoxylated Analogues Of Parthenolide With Potential Anmentioning

confidence: 99%

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Development of Anticancer Agents from Plant-Derived Sesquiterpene Lactones

Ren¹,

Yu²,

Kinghorn

2016

CMC

134

121

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Sesquiterpene lactones are of considerable interest due to their potent bioactivities, including cancer cell cytotoxicity and antineoplastic efficacy in in vivo studies. Among these compounds, artesunate, dimethylaminoparthenolide, and L12ADT peptide prodrug, a derivative of thapsigargin, are being evaluated in current cancer clinical or preclinical trials. Based on the structures of several antitumor sesquiterpene lactones, a number of analogues showing greater potency have been either isolated as natural products or partially synthesized, and some potential anticancer agents that have emerged from this group of lead compounds have been investigated extensively. The present review focuses on artemisinin, parthenolide, thapsigargin, and their naturally occurring or synthetic analogues showing potential anticancer activity. This provides an overview of the advances in the development of these types of sesquiterpene lactones as potential anticancer agents, including their structural characterization, synthesis and synthetic modification, and antitumor potential, with the mechanism of action and structure-activity relationships also discussed. It is hoped that this will be helpful in stimulating the further interest in developing sesquiterpene lactones and their derivatives as new anticancer agents.

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Section: Discussion and Perspectivesmentioning

confidence: 99%

Section: De-epoxylated Analogues Of Parthenolide With Potential Anmentioning

confidence: 99%

Development of Anticancer Agents from Plant-Derived Sesquiterpene Lactones

Ren¹,

Yu²,

Kinghorn

2016

CMC

134

121

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“…For example, Kurokawa et al (1970) and Govindachari et al (1972) isolated elephantopin, deoxyelephantopin, and isodeoxyelephantopin from this species. The antibacterial, antiphlogistic, antipyretic, cardiovascular, and hepatoprotective effects as well as gastrointestinal motility, antineoplastic activity, inhibitory activity on enzymes, and acute toxicity of E. scaber have been reported (Cao & But, 1998).…”

Section: Introductionmentioning

confidence: 96%

Genetic diversity and population structure inElephantopus scaber(Asteraceae) from South China as revealed by ISSR markers

Wang¹,

Liu²,

Jian³

et al. 2006

Plant Biosystems - An International Journal Dealing with all As

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We used inter-simple sequence repeat (ISSR) markers to investigate genetic variation in eight natural populations of Elephantopus scaber from South China, including Guangdong, Hainan and Hong Kong. Eleven primers produced 247 bands across all 184 individuals, of which 243 (98.4%) were polymorphic. The average genetic diversity at the species and population levels was estimated to be 0.283 and 0.103, respectively, using mean expected heterozygosity. The average gene differentiation (F ST ) among populations was 0.725. AMOVA analysis showed that the partition of molecular variation between and within populations was 72.5% and 27.5%, respectively. The effective number of migrants among populations based on the F ST was relatively low (N m ¼ 0.095). Cluster analysis based on Nei's genetic distance and the neighbour-joining method revealed the genetic relationships among the populations of E. scaber. The Mantel test indicated that there was no significant correlation between population genetic and geographic distances. The results obtained from the AMOVA analysis, the cluster analysis, and the Mantel test all suggested that fragmented local environments and human disturbance might play important roles in shaping the population structure of E. scaber.

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“…The lectotype species of Elephantopus genus, family Asteraceae, consists of 32 species of centered in the Neotropics, Europe, Asia, Australia and Africa [7][8][9][10][11][12][13]. Elephantopus scaber Linn.…”

Section: Introductionmentioning

confidence: 99%

Antibacterial and antifungal activities of Elephantopus scaber Linn.

Hiradeve

Rangari

2015

Int Jour of Biomed Res

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The present study was carried out with an objective to investigate the antimicrobial potentials of petroleum ether, diethyl ether, methanol and water extracts of the root and aerial part of Elephantopus scaber Linn. by determining the zone of inhibition and minimum inhibitory concentration (MIC) against various bacterial and fungal stains. Disc diffusion technique was used to determine in-vitro antibacterial and antifungal activities. In addition, minimum inhibitory concentration (MIC) was determined by broth dilution method. The different solvent extracts showed concentration dependent antibacterial activities against four gram-positive (Bacillus subtilis, Staphylococcus aureus, Micrococcus luteus and Bacillus cereus) and four gram-negative (Escherichia coli, Pseudomonas aeruginosa, Proteus vulgaris and Salmonella typhi) bacteria. The MIC values against the tested Gram-positive bacteria ranged from 50 to 500 μg/ml and against Gram-negative bacteria from 100 to 500 μg/ml. The antifungal activities were found strong against three different fungi (Candida albicans, Aspergillus niger and Aspergillus clavatus). The MIC values of the extract against tested fungal stain were found in the range of 200-1000 μg/ml.

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Deoxyelephantopin and its interrelation with elephantopin

Cited by 27 publications

References 2 publications

Development of Anticancer Agents from Plant-Derived Sesquiterpene Lactones

Development of Anticancer Agents from Plant-Derived Sesquiterpene Lactones

Genetic diversity and population structure inElephantopus scaber(Asteraceae) from South China as revealed by ISSR markers

Antibacterial and antifungal activities of Elephantopus scaber Linn.

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