Antiproliferative Effects of Abietane Diterpenes from<i>Aegiphila lhotzkyana</i>

Costa-Lotufo, Letı́cia V.; Silveira, Edilberto R.; Barros, Maria Claudia Pinheiro; Lima, Mary Anne Sousa; Moraes, Maria Elisabete Amaral de; Moraes, Manoel Odoríco de; Pessoa, Cláudia

doi:10.1055/s-2004-815499

Cited by 18 publications

(3 citation statements)

References 8 publications

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“…The diterpenes sugiol (18) , uncinatone (9) and cyrtophyllone B (21) , also isolated from C. cyrtophyllum , have also been identified in Aegiphila lhotzkyan roots. These phytocompounds were tested for antiproliferative activity against leukaemia (CEM and HL-60), breast (MCF-7), colon (HCT-8) and skin (B-16) cancer cell lines in three independent experiments [ 43 ]. Of these, only cyrtophyllone B (21) is able to inhibit the proliferation of all tested tumour cell lines; however, it did not demonstrate strong inhibition (IC 50 values above 1 µg mL −1 ) [ 43 ].…”

Section: A Review Of Diterpenoid Compounds Isolated From Cl...mentioning

confidence: 99%

“…These phytocompounds were tested for antiproliferative activity against leukaemia (CEM and HL-60), breast (MCF-7), colon (HCT-8) and skin (B-16) cancer cell lines in three independent experiments [ 43 ]. Of these, only cyrtophyllone B (21) is able to inhibit the proliferation of all tested tumour cell lines; however, it did not demonstrate strong inhibition (IC 50 values above 1 µg mL −1 ) [ 43 ]. In addition, diterpenoids isolated from Caryopteris mongolica roots were found to inhibit acethyl- and butyrylcholineesterase (AChE and BChE) [ 44 ].…”

Section: A Review Of Diterpenoid Compounds Isolated From Cl...mentioning

confidence: 99%

“…It was accompanied by the diterpenoid 12,16-epoxy-11,14-dihydroxy-6-methoxy-17(15→16)-abeo-abieta-5,8,11,13,15-pentanene-3,7-dione (31) , which had been previously isolated from a hexane extract of Aegiphila lhotzkiana roots. It was found to demonstrate antiproliferative activity against the leukaemia cell lines HL-60 (IC 50 4.4 μM) and CEM (IC 50 8.4 μM) [ 43 ]. Due to its structural similarity to formidiol (30) , compound (31) should be included in future studies of anti-proliferative activity.…”

Section: A Review Of Diterpenoid Compounds Isolated From Cl...mentioning

confidence: 99%

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Biologically Active Diterpenoids in the Clerodendrum Genus—A Review

Kuźma

Gomulski

2022

IJMS

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One of the key areas of interest in pharmacognosy is that of the diterpenoids; many studies have been performed to identify new sources, their optimal isolation and biological properties. An important source of abietane-, pimarane-, clerodane-type diterpenoids and their derivatives are the members of the genus Clerodendrum, of the Lamiaceae. Due to their diverse chemical nature, and the type of plant material, a range of extraction techniques are needed with various temperatures, solvent types and extraction times, as well as the use of an ultrasound bath. The diterpenoids isolated from Clerodendrum demonstrate a range of cytotoxic, anti-proliferative, antibacterial, anti-parasitic and anti-inflammatory activities. This review describes the various biological activities of the diterpenoids isolated so far from species of Clerodendrum with the indication of the most active ones, as well as those from other plant sources, taking into account their structure in terms of their activity, and summarises the methods for their extraction.

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Section: A Review Of Diterpenoid Compounds Isolated From Cl...mentioning

confidence: 99%

Section: A Review Of Diterpenoid Compounds Isolated From Cl...mentioning

confidence: 99%

Section: A Review Of Diterpenoid Compounds Isolated From Cl...mentioning

confidence: 99%

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Biologically Active Diterpenoids in the Clerodendrum Genus—A Review

Kuźma

Gomulski

2022

IJMS

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Antitumor Effect of the Essential Oil from Leaves of Guatteria pogonopus (Annonaceae)

Fontes

Ferraz

Britto

et al. 2013

Chemistry & Biodiversity

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Guatteria pogonopus Martius, a plant belonging to the Annonaceae family, is found in the remaining Brazilian Atlantic Forest. In this study, the chemical composition and antitumor effects of the essential oil isolated from leaves of G. pogonopus was investigated. The chemical composition of the oil was determined by GC-FID and GC/MS analyses. The in vitro cytotoxicity was evaluated against three different tumor cell lines (OVCAR-8, NCI-H358M, and PC-3M), and the in vivo antitumor activity was tested in mice bearing sarcoma 180 tumor. A total of 29 compounds was identified and quantified in the oil. The major compounds were γ-patchoulene (13.55%), (E)-caryophyllene (11.36%), β-pinene (10.37%), germacrene D (6.72%), bicyclogermacrene (5.97%), α-pinene (5.33%), and germacrene B (4.69%). The essential oil, but neither (E)-caryophyllene nor β-pinene, displayed in vitro cytotoxicity against all three tumor cell lines tested. The obtained average IC50 values ranged from 3.8 to 20.8 μg/ml. The lowest and highest values were obtained against the NCI-H358M and the OVCAR-8 cell lines, respectively. The in vivo tumor-growth-inhibition rates in the tumor-bearing mice treated with essential oil (50 and 100 mg/kg/d) were 25.3 and 42.6%, respectively. Hence, the essential oil showed significant in vitro and in vivo antitumor activity.

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A quantum chemical and chemometric study of sesquiterpene lactones with cytotoxicity against tumor cells

Arantes

Barbosa

Maltha

et al. 2011

Journal of Chemometrics

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The semi-empirical molecular orbital method PM6 was employed to calculate a set of molecular descriptors of 20 sesquiterpene lactones (SQLs) with cytotoxicity against HL-60 (leukemia) tumor cells. The principal component analysis (PCA) and hierarchical cluster analysis (HCA) methods were used to obtain possible relationships between the calculated descriptors and the biological activity of the lactones. Four descriptors were identified as responsible for the separation between the active and inactive compounds: E HOMO (highest occupied molecular orbital energy); Q11 (net atomic charge on C11); Q12 (net atomic charge on C12) and Q13 (net atomic charge on C13). These results indicated that the presence of the a-methylene-g-lactone group has a significant role in the mechanism by which SQLs exert their biological activities.

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Antiproliferative Effects of Abietane Diterpenes fromAegiphila lhotzkyana

Cited by 18 publications

References 8 publications

Biologically Active Diterpenoids in the Clerodendrum Genus—A Review

Biologically Active Diterpenoids in the Clerodendrum Genus—A Review

Antitumor Effect of the Essential Oil from Leaves of Guatteria pogonopus (Annonaceae)

A quantum chemical and chemometric study of sesquiterpene lactones with cytotoxicity against tumor cells

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