Triterpenoids of Marine Origin as Anti-Cancer Agents

Li, Yongxin; Himaya, S.W.A.; Kim, Se‐Kwon

doi:10.3390/molecules18077886

Cited by 62 publications

(43 citation statements)

References 72 publications

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“…Saponins are produced by sea cucumbers as a form of defense mechanism chemical in nature. Moreover, saponins are also believed to have biological effects, including antifungal, cytotoxic against tumor cells, hemolysis, and anticancer (Li et al, 2013). Saponins in sea cucumbers have been classified properly as anticancer agents.…”

Section: Mass Spectra Analysismentioning

confidence: 99%

“…The first anticancer compound derived from sea cucumber glycosides was holothurin, a glycoside from Actinopyga agassizi, in 1952 by Nigrelli. Holothurin A can inhibit the growth of bone cancer cells (Li et al, 2013;Aminin et al, 2015). A few years later, other types of saponins have been identified from sea cucumber genus Actinopyga, nam ely holot hurin A2; B; B1; B2; B3; B4, fuscocineroside B; C, and 24-dehydroholothurin A2; B1 (Caulier et al, 2011).…”

Section: Mass Spectra Analysismentioning

confidence: 99%

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Cytotoxic Activity and Secondary Metabolite Characteristics of Sea Cucumber Actinopyga sp. Methanolic Extract

Nursid

Maharani

Riyanti

et al. 2016

Squalen Bull. Marine Fisheries Postharvest Biotech.

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Sea cucumber is known as the source of bioactive secondary metabolites. Actinopyga is one of the sea cucumbers that have not been explored for its bioactivity. The objectives of this research were to assess the cytotoxic activity and to examine the characteristic of sea cucumber Actinopyga sp. methanolic extract. Cytotoxicity assay was conducted by using MTT method against W iDr (colon cancer) and T47D (breast cancer) cell lines. Actinopyga sp. methanolic extract was characterized by using phytochemical screening, fourier transform-infra red spectroscopy (FT-IR), and Liquid Chromatography Ion Trap Time of Flight Mass Spectrophotometer (LC-IT-ToF-MS). Results showed that Actinopyga sp. methanolic extract inhibit W iDr and T47D cell lines viability with the LC 50 value of 55.93 and 87.55 µg/ ml, respectively. Functional groups analysis showed the presence of hydroxyl, amine, carboxylic acid, nitrate, amide, sulphur, ester, and ether. The spectra mass analysis of crude extract showed that it contains steroid compounds.

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Section: Mass Spectra Analysismentioning

confidence: 99%

Section: Mass Spectra Analysismentioning

confidence: 99%

Cytotoxic Activity and Secondary Metabolite Characteristics of Sea Cucumber Actinopyga sp. Methanolic Extract

Nursid

Maharani

Riyanti

et al. 2016

Squalen Bull. Marine Fisheries Postharvest Biotech.

View full text Add to dashboard Cite

show abstract

“…Therefore, the development of new anticancer therapeutic agents is a fundamental goal in medicinal chemistry. For several decades, selective elimination of tumor cells using cytotoxic agents is a universally applicable approach of cancer treatment [28].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and in vitro cytotoxic evaluation of some novel hexahydroquinoline derivatives containing benzofuran moiety

2015

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A series of new ethyl 4-(2-(benzofuran-2-yl)-4-substituted-1,4,5,6,7,8-hexahydroquinolin-1-yl)-benzoate 3a-c was synthesized by Michael condensation of benzofuran chalcones 1a-c and cyclohexanone to give 2-(2-benzofuranyl)-4-substituted-5,6,7,8-tetrahydro-4-H -chromene 2a-c, followed by reaction of the latter with ethyl 4-aminobenzoate. Condensation of 3a-c with different amines afforded the corresponding amides 4a-e. On the other hand, upon treatment compounds 3a-c with hydrazine hydrate gave the benzohydrazide derivatives 5a-c. The reaction of compounds 5a-c with different thio/isocyanate gave the corresponding thiosemicarbazide and semicarbazide derivatives 6a-c. Meanwhile compounds 5a-c were reacted with ethyl cyanoacetate and different b-dicarbonyl compounds such as acetyl acetone, ethyl acetoacetate, and diethyl malonate to afford pyrazolyl derivatives 7a, b; 8a, b; 9a, b; and 10a-c, respectively. Moreover, 5a-c were reacted with carbon disulfide to synthesize the corresponding oxadiazolyl derivatives 11a-c, while their condensation with different aromatic aldehydes gave the corresponding Schiff bases 12a-d. Cytotoxic evaluation of some of the newly synthesized compounds against human hepatocellular carcinoma cell lines (HepG-2) revealed that the tested compounds produce promising inhibitory effect against the growth of HepG-2 cells with IC 50 values ranged from 11.9 to 19.3 lg/mL.

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“…Furthermore three squalene-derived brominated triterpenes dehydrothyrsiferol, 10-epidehydrothyrisiferol and isodehydrothyrsiferol isolated from L . viridis also had cytotoxic activities against cancer cell lines [14]. …”

Section: Introductionmentioning

confidence: 99%

Cloning and Functional Characterization of Cycloartenol Synthase from the Red Seaweed Laurencia dendroidea

et al. 2016

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The red seaweed Laurencia dendroidea belongs to the Rhodophyta, a phylum of eukaryotic algae that is widely distributed across the oceans and that constitute an important source of bioactive specialized metabolites. Laurencia species have been studied since 1950 and were found to contain a plethora of specialized metabolites, mainly halogenated sesquiterpenes, diterpenes and triterpenes that possess a broad spectrum of pharmacological and ecological activities. The first committed step in the biosynthesis of triterpenes is the cyclization of 2,3-oxidosqualene, an enzymatic reaction carried out by oxidosqualene cyclases (OSCs), giving rise to a broad range of different compounds, such as the sterol precursors cycloartenol and lanosterol, or triterpene precursors such as cucurbitadienol and β-amyrin. Here, we cloned and characterized the first OSC from a red seaweed. The OSC gene was identified through mining of a L. dendroidea transcriptome dataset and subsequently cloned and heterologously expressed in yeast for functional characterization, which indicated that the corresponding enzyme cyclizes 2,3-oxidosqualene to the sterol precursor cycloartenol. Accordingly, the gene was named L. dendroidea cycloartenol synthase (LdCAS). A phylogenetic analysis using OSCs genes from plants, fungi and algae revealed that LdCAS grouped together with OSCs from other red algae, suggesting that cycloartenol could be the common product of the OSC in red seaweeds. Furthermore, profiling of L. dendroidea revealed cholesterol as the major sterol accumulating in this species, implicating red seaweeds contain a ‘hybrid’ sterol synthesis pathway in which the phytosterol precursor cycloartenol is converted into the major animal sterol cholesterol.

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Triterpenoids of Marine Origin as Anti-Cancer Agents

Cited by 62 publications

References 72 publications

Cytotoxic Activity and Secondary Metabolite Characteristics of Sea Cucumber Actinopyga sp. Methanolic Extract

Cytotoxic Activity and Secondary Metabolite Characteristics of Sea Cucumber Actinopyga sp. Methanolic Extract

Synthesis and in vitro cytotoxic evaluation of some novel hexahydroquinoline derivatives containing benzofuran moiety

Cloning and Functional Characterization of Cycloartenol Synthase from the Red Seaweed Laurencia dendroidea

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