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Antiproliferative evaluation of terpenoids and terpenoid coumarins from Ferulago macrocarpa (Fenzl) Boiss. fruits.

Sajjadi SE, Jamali M, Shokoohinia Y, Abdi G, Shahbazi B, Fattahi A - Pharmacognosy Res (2014 Oct-Dec)

Bottom Line: The objective was to isolate and characterize terpenoids and coumarins from the acetone extract of F. macrocarpa fruits and to evaluate their antiproliferative effects on several cell lines.Six compounds including bornyl acetate (1), 1,10-di-epi-cubenol (2), stigmasterol (3) and three coumarins grandivittin (4), prantschimgin (5) and 4"-hydroxygrandivittin (7) along with mixtures of feruloyl derivatives (6a-6c) have been purified.Their structures were established by spectroscopic methods including nuclear magnetic resonance and MS analyses.

View Article: PubMed Central - PubMed

Affiliation: Department of Pharmacognosy, School of Pharmacy and Pharmaceutical Sciences, Isfahan University of Medical Sciences, Isfahan, Iran.

ABSTRACT

Background: Ferulago macrocarpa is a plant used as flavoring agent and protectant in the food industry and as a folk medicinal plant in Iran with no available information on its chemical identity. Ferulago spp. showed to contain biologically terpenoids and coumarins.

Objective: The objective was to isolate and characterize terpenoids and coumarins from the acetone extract of F. macrocarpa fruits and to evaluate their antiproliferative effects on several cell lines.

Materials and methods: A series of normal and reverse phase gravity and high-performance liquid chromatography analyses were used to purify constituents. Compounds 1-5 and 7 were evaluated for their cytotoxic effects on MCF-7, HT-29 and H-1299 cell lines.

Results: Six compounds including bornyl acetate (1), 1,10-di-epi-cubenol (2), stigmasterol (3) and three coumarins grandivittin (4), prantschimgin (5) and 4"-hydroxygrandivittin (7) along with mixtures of feruloyl derivatives (6a-6c) have been purified. Their structures were established by spectroscopic methods including nuclear magnetic resonance and MS analyses. Compound 2 showed moderate cytotoxicity effect with IC50 values of 5.0 and 6.7 mM on MCF-7 and HT-29, respectively.

Conclusion: 1,10-di-epi-Cubenol could be considered as a potential proliferation inhibitor of MCF-7 and HT-29 cell lines.

No MeSH data available.


Related in: MedlinePlus

Cytotoxic activities of isolated compounds against (a) HT-29, (b) MCF-7 and (c) H-1299 cell lines. Values are mean ± standard deviation of three experiments. Significance was calculated by ANOVA (P < 0.05)
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Figure 2: Cytotoxic activities of isolated compounds against (a) HT-29, (b) MCF-7 and (c) H-1299 cell lines. Values are mean ± standard deviation of three experiments. Significance was calculated by ANOVA (P < 0.05)

Mentions: Isolated compounds were evaluated for potential antitumoral cytotoxicity against human MCF-7, HT-29 and H-1299 cell lines under MTT method. The results demonstrated that the cell proliferation was inhibited in the order of 1,10-di-epi-cubenol > bornyl acetate ≥ prantschimgin ≥ hydroxygrandivittin ≥ grandivittin in MCF-7 cell line. This order for HT-29 was 1,10-di-epi-cubenol > prantschimgin > grandivittin > bornyl acetate ≥ hydroxygrandivittin [Table 2]. As shown in Figure 2 (A and B), exposure to 1,10-di-epi-cubenol for 48 h resulted in a concentration dependent decrease in cell viability, with approximate IC50 value of 6.7 μM and 5 μM, in HT-29 and MCF-7 cells, respectively.


Antiproliferative evaluation of terpenoids and terpenoid coumarins from Ferulago macrocarpa (Fenzl) Boiss. fruits.

Sajjadi SE, Jamali M, Shokoohinia Y, Abdi G, Shahbazi B, Fattahi A - Pharmacognosy Res (2014 Oct-Dec)

Cytotoxic activities of isolated compounds against (a) HT-29, (b) MCF-7 and (c) H-1299 cell lines. Values are mean ± standard deviation of three experiments. Significance was calculated by ANOVA (P < 0.05)
© Copyright Policy - open-access
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC4660510&req=5

Figure 2: Cytotoxic activities of isolated compounds against (a) HT-29, (b) MCF-7 and (c) H-1299 cell lines. Values are mean ± standard deviation of three experiments. Significance was calculated by ANOVA (P < 0.05)
Mentions: Isolated compounds were evaluated for potential antitumoral cytotoxicity against human MCF-7, HT-29 and H-1299 cell lines under MTT method. The results demonstrated that the cell proliferation was inhibited in the order of 1,10-di-epi-cubenol > bornyl acetate ≥ prantschimgin ≥ hydroxygrandivittin ≥ grandivittin in MCF-7 cell line. This order for HT-29 was 1,10-di-epi-cubenol > prantschimgin > grandivittin > bornyl acetate ≥ hydroxygrandivittin [Table 2]. As shown in Figure 2 (A and B), exposure to 1,10-di-epi-cubenol for 48 h resulted in a concentration dependent decrease in cell viability, with approximate IC50 value of 6.7 μM and 5 μM, in HT-29 and MCF-7 cells, respectively.

Bottom Line: The objective was to isolate and characterize terpenoids and coumarins from the acetone extract of F. macrocarpa fruits and to evaluate their antiproliferative effects on several cell lines.Six compounds including bornyl acetate (1), 1,10-di-epi-cubenol (2), stigmasterol (3) and three coumarins grandivittin (4), prantschimgin (5) and 4"-hydroxygrandivittin (7) along with mixtures of feruloyl derivatives (6a-6c) have been purified.Their structures were established by spectroscopic methods including nuclear magnetic resonance and MS analyses.

View Article: PubMed Central - PubMed

Affiliation: Department of Pharmacognosy, School of Pharmacy and Pharmaceutical Sciences, Isfahan University of Medical Sciences, Isfahan, Iran.

ABSTRACT

Background: Ferulago macrocarpa is a plant used as flavoring agent and protectant in the food industry and as a folk medicinal plant in Iran with no available information on its chemical identity. Ferulago spp. showed to contain biologically terpenoids and coumarins.

Objective: The objective was to isolate and characterize terpenoids and coumarins from the acetone extract of F. macrocarpa fruits and to evaluate their antiproliferative effects on several cell lines.

Materials and methods: A series of normal and reverse phase gravity and high-performance liquid chromatography analyses were used to purify constituents. Compounds 1-5 and 7 were evaluated for their cytotoxic effects on MCF-7, HT-29 and H-1299 cell lines.

Results: Six compounds including bornyl acetate (1), 1,10-di-epi-cubenol (2), stigmasterol (3) and three coumarins grandivittin (4), prantschimgin (5) and 4"-hydroxygrandivittin (7) along with mixtures of feruloyl derivatives (6a-6c) have been purified. Their structures were established by spectroscopic methods including nuclear magnetic resonance and MS analyses. Compound 2 showed moderate cytotoxicity effect with IC50 values of 5.0 and 6.7 mM on MCF-7 and HT-29, respectively.

Conclusion: 1,10-di-epi-Cubenol could be considered as a potential proliferation inhibitor of MCF-7 and HT-29 cell lines.

No MeSH data available.


Related in: MedlinePlus