New Natural Diterpene-Type Abietane from Tetradenia riparia Essential Oil with Cytotoxic and Antioxidant Activities
2014
Autori
Gazim, Zilda CristianiRodrigues, Felipe
Lourenco Amorin, Ana Carolina
de Rezende, Claudia Moraes
Soković, Marina
Tešević, Vele
Vučković, Ivan M.
Krstić, Gordana B.
Ranieri Cortez, Lucia Elaine
Colauto, Nelson Barros
Linde, Giani Andrea
Garcia Cortez, Diogenes Aparicio
Članak u časopisu (Objavljena verzija)
Metapodaci
Prikaz svih podataka o dokumentuApstrakt
Tetradenia riparia (Hochstetter) Codd belongs to the Lamiaceae family and it was introduced in Brazil as an exotic ornamental plant. A previous study showed its antimicrobial, acaricidal and analgesic activities. Two compounds were isolated from essential oil of T. riparia leaves and identified as 9 beta, 13 beta-epoxy-7-abietene (1), a new one, and 6,7-dehydroroyleanone (2), already reported for another plant. The structure of these compounds was determined by spectroscopic analysis and by comparison with literature data. The cytotoxic activities of the essential oil and compounds 1 and 2 were determined by a 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-2H-tetrazolium bromide (MTT) assay, and by tumor cells MDA-MB-435 (human breast carcinoma), HCT-8 (human colon), SF-295 (human nervous system) and HL-60 (human promyelocytic leukemia). The essential oil and compound 1 showed high cytotoxic potential of the cell lines SF-295 (78.06% and 94.80%, respectively), HCT-8 (85.00% and 86.54%, resp...ectively) and MDA-MB-435 (59.48% and 45.43%, respectively). Compound 2 had no cytotoxic activity. The antioxidant activity was determined by 2,2-diphenyl-1-picryl-hydrazyl (DPPH), beta-carotene-linoleic acid system and 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) assays. The inhibitory concentration (IC50 in mu g mL(-1)) for essential oil and compound 2 was, respectively 15.63 and 0.01 for DPPH; 130.1 and 109.6 for beta-carotene-linoleic acid and 1524 and 1024 for ABTS. Compound 1 had no antioxidant activity. By fractioning the oil, it was possible to identify two unpublished compounds: 1 with high cytotoxic potential and 2 with high antioxidant potential.
Ključne reči:
Tetradenia riparia / essential oil / abietane diterpenes / 9 beta, 13 beta-epoxy-7-abietene / 6,7-dehydroroyleanone / cytotoxicity activity / antioxidant activityIzvor:
Molecules, 2014, 19, 1, 514-524Izdavač:
- Mdpi Ag, Basel
Finansiranje / projekti:
- Karakterizacija i primena metabolita gljiva i utvrđivanje potencijala novih biofungicida (RS-173032)
- Bioaktivni prirodni proizvodi samoniklih, gajenih i jestivih biljaka: određivanje struktura i aktivnosti (RS-172053)
- Experimental Oncology Laboratory of Ceara Federal University
DOI: 10.3390/molecules19010514
ISSN: 1420-3049
PubMed: 24451247
WoS: 000334420300031
Scopus: 2-s2.0-84893070655
Kolekcije
Institucija/grupa
Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Gazim, Zilda Cristiani AU - Rodrigues, Felipe AU - Lourenco Amorin, Ana Carolina AU - de Rezende, Claudia Moraes AU - Soković, Marina AU - Tešević, Vele AU - Vučković, Ivan M. AU - Krstić, Gordana B. AU - Ranieri Cortez, Lucia Elaine AU - Colauto, Nelson Barros AU - Linde, Giani Andrea AU - Garcia Cortez, Diogenes Aparicio PY - 2014 UR - https://cherry.chem.bg.ac.rs/handle/123456789/1762 AB - Tetradenia riparia (Hochstetter) Codd belongs to the Lamiaceae family and it was introduced in Brazil as an exotic ornamental plant. A previous study showed its antimicrobial, acaricidal and analgesic activities. Two compounds were isolated from essential oil of T. riparia leaves and identified as 9 beta, 13 beta-epoxy-7-abietene (1), a new one, and 6,7-dehydroroyleanone (2), already reported for another plant. The structure of these compounds was determined by spectroscopic analysis and by comparison with literature data. The cytotoxic activities of the essential oil and compounds 1 and 2 were determined by a 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-2H-tetrazolium bromide (MTT) assay, and by tumor cells MDA-MB-435 (human breast carcinoma), HCT-8 (human colon), SF-295 (human nervous system) and HL-60 (human promyelocytic leukemia). The essential oil and compound 1 showed high cytotoxic potential of the cell lines SF-295 (78.06% and 94.80%, respectively), HCT-8 (85.00% and 86.54%, respectively) and MDA-MB-435 (59.48% and 45.43%, respectively). Compound 2 had no cytotoxic activity. The antioxidant activity was determined by 2,2-diphenyl-1-picryl-hydrazyl (DPPH), beta-carotene-linoleic acid system and 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) assays. The inhibitory concentration (IC50 in mu g mL(-1)) for essential oil and compound 2 was, respectively 15.63 and 0.01 for DPPH; 130.1 and 109.6 for beta-carotene-linoleic acid and 1524 and 1024 for ABTS. Compound 1 had no antioxidant activity. By fractioning the oil, it was possible to identify two unpublished compounds: 1 with high cytotoxic potential and 2 with high antioxidant potential. PB - Mdpi Ag, Basel T2 - Molecules T1 - New Natural Diterpene-Type Abietane from Tetradenia riparia Essential Oil with Cytotoxic and Antioxidant Activities VL - 19 IS - 1 SP - 514 EP - 524 DO - 10.3390/molecules19010514 ER -
@article{ author = "Gazim, Zilda Cristiani and Rodrigues, Felipe and Lourenco Amorin, Ana Carolina and de Rezende, Claudia Moraes and Soković, Marina and Tešević, Vele and Vučković, Ivan M. and Krstić, Gordana B. and Ranieri Cortez, Lucia Elaine and Colauto, Nelson Barros and Linde, Giani Andrea and Garcia Cortez, Diogenes Aparicio", year = "2014", abstract = "Tetradenia riparia (Hochstetter) Codd belongs to the Lamiaceae family and it was introduced in Brazil as an exotic ornamental plant. A previous study showed its antimicrobial, acaricidal and analgesic activities. Two compounds were isolated from essential oil of T. riparia leaves and identified as 9 beta, 13 beta-epoxy-7-abietene (1), a new one, and 6,7-dehydroroyleanone (2), already reported for another plant. The structure of these compounds was determined by spectroscopic analysis and by comparison with literature data. The cytotoxic activities of the essential oil and compounds 1 and 2 were determined by a 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-2H-tetrazolium bromide (MTT) assay, and by tumor cells MDA-MB-435 (human breast carcinoma), HCT-8 (human colon), SF-295 (human nervous system) and HL-60 (human promyelocytic leukemia). The essential oil and compound 1 showed high cytotoxic potential of the cell lines SF-295 (78.06% and 94.80%, respectively), HCT-8 (85.00% and 86.54%, respectively) and MDA-MB-435 (59.48% and 45.43%, respectively). Compound 2 had no cytotoxic activity. The antioxidant activity was determined by 2,2-diphenyl-1-picryl-hydrazyl (DPPH), beta-carotene-linoleic acid system and 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) assays. The inhibitory concentration (IC50 in mu g mL(-1)) for essential oil and compound 2 was, respectively 15.63 and 0.01 for DPPH; 130.1 and 109.6 for beta-carotene-linoleic acid and 1524 and 1024 for ABTS. Compound 1 had no antioxidant activity. By fractioning the oil, it was possible to identify two unpublished compounds: 1 with high cytotoxic potential and 2 with high antioxidant potential.", publisher = "Mdpi Ag, Basel", journal = "Molecules", title = "New Natural Diterpene-Type Abietane from Tetradenia riparia Essential Oil with Cytotoxic and Antioxidant Activities", volume = "19", number = "1", pages = "514-524", doi = "10.3390/molecules19010514" }
Gazim, Z. C., Rodrigues, F., Lourenco Amorin, A. C., de Rezende, C. M., Soković, M., Tešević, V., Vučković, I. M., Krstić, G. B., Ranieri Cortez, L. E., Colauto, N. B., Linde, G. A.,& Garcia Cortez, D. A.. (2014). New Natural Diterpene-Type Abietane from Tetradenia riparia Essential Oil with Cytotoxic and Antioxidant Activities. in Molecules Mdpi Ag, Basel., 19(1), 514-524. https://doi.org/10.3390/molecules19010514
Gazim ZC, Rodrigues F, Lourenco Amorin AC, de Rezende CM, Soković M, Tešević V, Vučković IM, Krstić GB, Ranieri Cortez LE, Colauto NB, Linde GA, Garcia Cortez DA. New Natural Diterpene-Type Abietane from Tetradenia riparia Essential Oil with Cytotoxic and Antioxidant Activities. in Molecules. 2014;19(1):514-524. doi:10.3390/molecules19010514 .
Gazim, Zilda Cristiani, Rodrigues, Felipe, Lourenco Amorin, Ana Carolina, de Rezende, Claudia Moraes, Soković, Marina, Tešević, Vele, Vučković, Ivan M., Krstić, Gordana B., Ranieri Cortez, Lucia Elaine, Colauto, Nelson Barros, Linde, Giani Andrea, Garcia Cortez, Diogenes Aparicio, "New Natural Diterpene-Type Abietane from Tetradenia riparia Essential Oil with Cytotoxic and Antioxidant Activities" in Molecules, 19, no. 1 (2014):514-524, https://doi.org/10.3390/molecules19010514 . .