Chemical Analysis and Antimicrobial Activity of the Resin Ladano, of its Essential Oil and of the Isolated Compounds**

Demetzos, Costas; Stahl, Berthamarie; Anastassaki, Thalia; Gazouli, Maria; Tzouvelekis, L. S.; Rallis, Michalis

doi:10.1055/s-2006-960444

Cited by 84 publications

(52 citation statements)

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“…Sclareol induces apoptosis in human leukemia cell lines, via an interesting mechanism that down-regulates c-myc without affecting the expression of the anti-apoptotic protein, Bcl-2 [9], and in cells derived from solid tumors by a mechanism that appears to be independent on p53-expression [12]. Further, in a preliminary study we have shown that sclareol possesses a modest anticancer activity in a human colon cancer xenograft/mouse model, when this compound is administered in an encapsulated (liposomal) form, as this was concluded calculating the doubling time of tumors from 200 to 400 mm 3 [13]. Our choice of liposomes as lipid-based drug carriers to deliver sclareol was motivated by their well documented ability to deliver bioactive compounds in a targeted manner, and their favourable physicochemical properties that typically result in improvement of the pharmacokinetic properties and pharmacological response of the encapsulated drugs, while reducing drug-associated side effects (for recent reviews, see refs.…”

Section: Introductionmentioning

confidence: 79%

“…Labdane diterpenes abundant in several families of plants and algae possess a labdane skeleton consisting of a decalin system and a C-6 ring, which may be open or closed with an oxygen atom, as in manoyl oxide and its derivatives [2,3]. Of special interest among these compounds that exhibit a variety of activities [4] is forskolin, a manoyl oxide derivative that can activate adenylate cyclase by directly interacting with the catalytic subunit or a closely associated protein of the adenylate cyclase system [5].…”

Section: Introductionmentioning

confidence: 99%

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Sclareol induces apoptosis in human HCT116 colon cancer cells in vitro and suppression of HCT116 tumor growth in immunodeficient mice

et al. 2007

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Labd-14-ene-8, 13-diol (sclareol) is a labdane-type diterpene, which has demonstrated significant cytotoxic activity against human leukemic cell lines, but its effect on solid tumor-derived cells is uknown. Here, we demonstrate that addition of sclareol to cultures of human colon cancer HCT116 cells results in inhibition of DNA synthesis, arrest of cells at the G(1) phase of the cell cycle, activation of caspases-8, -9, PARP degradation, and DNA fragmentation, events characteristic of induction of apoptosis. Intraperitoneal (ip) administration of sclareol alone, at the maximum tolerated dose, was unable to induce suppression of growth of HCT116 tumors established as xenografts in immunodeficient SCID mice. In contrast, ip administration of liposome-encapsulated sclareol, following a specific schedule, induced suppression of tumor growth by arresting tumor cell proliferation as assessed by detecting the presence of the cell proliferation-associated nuclear protein, Ki67, in thin tumor sections. These findings suggest that sclareol incorporated into liposomes may possess chemotherapeutic potential for the treatment of colorectal and other types of human cancer.

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Section: Introductionmentioning

confidence: 79%

Section: Introductionmentioning

confidence: 99%

Sclareol induces apoptosis in human HCT116 colon cancer cells in vitro and suppression of HCT116 tumor growth in immunodeficient mice

et al. 2007

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“…Several flavonoid aglycons were isolated and studied from the genus Cistus, the members of which have predominant habitats in the Mediterranean region [4]. In the recent years our laboratory contributed in the chemical and pharmacological investigation of Cistus, a genus found in Spain, Greece, Cyprus and geographic areas located between Morocco and Tunisia [5][6][7][8][9]. We have also performed comparison studies of active and inactive membrane perturbing compounds of natural origin using various biophysical methods [10].…”

Section: Introductionmentioning

confidence: 99%

Structure elucidation, conformational analysis and thermal effects on membrane bilayers of an antimicrobial myricetin ether derivative

Demetzos

Angelopoulou

Kolocouris

et al. 2001

Journal of Heterocyclic Chem

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The membrane perturbing 3,7,4',5'-tetramethyl ether of myricetin 1 was isolated from Cistus monspeliensis L. Its structure was elucidated and its conformational properties were explored using a combination of 2D NMR spectroscopy and computational chemistry. The obtained results showed that compound 1 adopts four enantiomeric pairs of low energy conformers characterized: (a) by an aromatic ring B twisted through rotation about C2−C1' bond from the rigid isoflavone ring; (b) a 4'-O−CH 3 bond oriented out of the plane with equal probability upwards or downwards the phenyl ring B, while all the other O−CH 3 bonds are oriented in the plane of the aryl ring. Two of these enantiomeric pairs are lowest in energy. These possible bioactive conformers are possibly stabilized by van Der Waals interactions. The 3',5-diacetyl derivative 2 of compound 1 was synthesized and its structure elucidation was achieved based on the chemical shift assignment of the parent compound 1. The Differential Scanning Calorimetry (DSC) results revealed that the degree of the thermal effects exerted by the flavonoids at dipalmitoylphosphatidyl choline (DPPC) bilayers followed the order 1 > 2 > myricetin. Their antimicrobial activity against Gram positive bacteria followed the same order.

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“…A number of essential oils and their isolated individual components exhibit antimicrobial activity (Fernandez-Ocana et al, 2004;Stoyanova et al, 2006;Al-Bayati, 2009;Demetzos et al, 1999). The phenolic components are most active and appear to act principally as membrane permissible.…”

Section: Discussionmentioning

confidence: 99%

Composición química y actividad antimicrobiana del aceite esencial de Plectranthus mollis (Lamiaceae) de la región de los Ghats occidentales, Karnataka, India

Joshi

2014

RBT

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Abstract:Plectranthus is a large and widespread genus with a diversity of ethnobotanical uses. In traditional medicine P. mollis has been used against snakebites, respiratory stimulant and vasoconstrictor, cardiac depressant, cure for haemorrahage, treatment of mental retardation and rheumatism. P. mollis is reported to exhibit relaxant activity on smooth and skeletal muscles, and has cytotoxic and anti-tumour promoting activity, and can be used in the treatment of cancer. The aim of the present study was to identify chemical composition of the essential oil of P. mollis and to evaluate antimicrobial efficacy of the oil. The essential oil of the flowering aerial parts of P. mollis was obtained by hydro-distillation and analyzed by gas chromatography equipped with a flame ionization detector (GC-FID) and gas chromatography coupled with mass spectrometry (GC/MS). Twentyseven compounds were identified, which comprised 98.6% of the total constituents. The main compound was identified as fenchone (32.3%), followed by α-humulene (17.3%), piperitenone oxide (8.5%), cis-piperitone oxide (6.0%) and E-β-farnesene (5.9%). The oil was found rich in oxygenated monoterpenes type constituents (52.0%), followed by sesquiterpene hydrocarbons (40.2%), oxygenated sesquiterpenes (4.9%), and monoterpene hydrocarbons (1.5%). Antimicrobial activity of the essential oil of P. mollis was tested against six Gram-positive and eight Gram-negative bacteria, and three fungi, by using the tube dilution method. The oil was active against the tested Gram-positive and Gram-negative bacteria, and fungi at a concentration range of 0.065±0.008-0.937±0.139mg/mL, 0.468±0.069-3.333±0.527 mg/mL and 0.117±0.017-0.338±0.062mg/mL, respectively. The present study revealed that the oil constituents somehow were qualitatively similar and quantitatively different than earlier reports from different parts of the world. The essential oil of P. mollis has found to be antimicrobial activity which can be usefulness in the treatment of various infectious diseases caused by bacteria and fungi. Rev. Biol. Trop. 62 (2): 423-431. Epub 2014 June 01.

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Chemical Analysis and Antimicrobial Activity of the Resin Ladano, of its Essential Oil and of the Isolated Compounds**

Cited by 84 publications

References 1 publication

Sclareol induces apoptosis in human HCT116 colon cancer cells in vitro and suppression of HCT116 tumor growth in immunodeficient mice

Sclareol induces apoptosis in human HCT116 colon cancer cells in vitro and suppression of HCT116 tumor growth in immunodeficient mice

Structure elucidation, conformational analysis and thermal effects on membrane bilayers of an antimicrobial myricetin ether derivative

Composición química y actividad antimicrobiana del aceite esencial de Plectranthus mollis (Lamiaceae) de la región de los Ghats occidentales, Karnataka, India

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