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New Natural Diterpene-Type Abietane from Tetradenia riparia Essential Oil with Cytotoxic and Antioxidant Activities

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

(Mdpi Ag, Basel, 2014)

TY  - 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 By fractioning the oil, it was possible to identify two unpublished compounds: 1 with high cytotoxic potential and 2 with high antioxidant potential.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 . .
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