14-Deoxyandrographolide as a Platelet Activating Factor Antagonist in Bovine Neutrophils

Burgos, Rafael A.; Hidalgo, María A.; Monsalve, Juan Nicolás Montoya; LaBranche, Timothy P.; Eyre, P.; Hancke, Juan L.

doi:10.1055/s-2005-871264

Cited by 19 publications

(7 citation statements)

References 16 publications

(24 reference statements)

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“…Previous phytochemical studies of A. paniculata resulted in the isolation of various flavonoids and labdane diterpenoids (Kuroyanagi et al, 1987;Matsuda et al, 1994;Gupta et al, 1996;Rao et al, 2004b). In recent years several researchers have explored its different interesting biological properties such as antihepatic (Choudhury et al, 1987), antifertility (Akbarsha et al, 1990), hepatoprotective (Handa and Sharma, 1990), antithrombotic (Zhao and Fang, 1991), immunostimulant (Puri et al, 1993), antihepatotoxic (Kapil et al, 1993), antiplatelet aggregation (Zhang et al, 1994;Burgos et al, 2005), cardiovascular (Zhang and Tan, 1997), antihyperglycaemic and antioxidant (Zhang and Tan, 2000;Husen et al, 2004), antiinflammatory (Shen et al, 2002;Ji et al, 2005) and antimalarial (Dua et al, 2004). The aerial parts (stems and leaves) of A. paniculata have been used traditionally as medicine to treat cancer (Kirtikar and Basu, 1975).…”

Section: Introductionmentioning

confidence: 96%

Cytotoxic constituents from Andrographis paniculata induce cell cycle arrest in jurkat cells

Geethangili¹,

Rao²,

Fang³

et al. 2008

Phytotherapy Research

100

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Herbal medicines are now attracting attention as potential sources of anticancer agents. Andrographis paniculata is a traditionally used anticancer herb in Indian and Chinese herbal medicine. Phytochemical investigation of the ethanol extract of the aerial parts of this herb resulted in the isolation of 14 compounds including flavonoids and labdane diterpenoids. This is the first isolation of compound 6 from a natural source, and the aerial parts of A. paniculata are a rich source for the molecule andrographolide (9, 1.375%, w/w). The structures of the isolated compounds were established by means of spectral data. The cytotoxic activities of these isolates were evaluated against Jurkat, PC-3, HepG2 and Colon 205 tumor cells, and normal cells PBMCs. The bioactivity assays showed that metabolites 1-4 and 6-8 exhibited moderate cytotoxic activity against Jurkat, PC-3 and Colon 205 cell lines, where compound 6 had IC(50) values of 0.05, 0.07 and 0.05 mm, respectively. Further, among these effective compounds, 3 and 6 selectively blocked the cell cycle progression at G0/G1, while 1, 2, 4, 7 and 8 blocked the same at G2/M phase of the Jurkat cell line. This is the first cell cycle analysis for the above mentioned isolates on the Jurkat cells. Therefore, these plant-derived compounds may play a role in the prevention and/or management of cancer.

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Section: Introductionmentioning

confidence: 96%

Cytotoxic constituents from Andrographis paniculata induce cell cycle arrest in jurkat cells

Geethangili¹,

Rao²,

Fang³

et al. 2008

Phytotherapy Research

100

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“…AP 4 also had antimalarial activities [13] and hepatoprotective effects against carbon tetrachloride [14]. AP 6 is an effective antagonist of platelet activating factor-mediated processes in bovine neutrophils via its effects on calcium channels [15]. It also caused vasorelaxation of rat thoracic aorta [16] and relaxation of uterine smooth muscle via selectively blocking voltage-operated calcium channels [17].…”

Section: Introductionmentioning

confidence: 99%

Changes in the contents of four active diterpenoids at different growth stages in Andrographis paniculata (Burm.f.) Nees (Chuanxinlian)

et al. 2013

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BackgroundThe therapeutic activities of Andrographis paniculata are attributed to four major active diterpenoids: andrographolide (AP1), 14-deoxy-11,12-didehydroandrographolide (AP3), neoandrographolide (AP4), and 14-deoxyandrographolide (AP6). This study aims to quantify the four active diterpenoids in various plant organs of A. paniculata at different growth stages in greenhouse and field experiments, with a developed HPLC-diode array detector (HPLC-DAD) method for simultaneous determination of these diterpenoids.MethodsPlants were grown in greenhouse and in field conditions, harvested at different growth stages, and separated into different organs for determination of the four active diterpenoids by an HPLC-DAD method.ResultsThe most abundant diterpenoid was AP6 between seedling and vegetative stages in the greenhouse experiment (13.38 to 23.71 mg/g in 2006 and 10.67 to 24.54 mg/g in 2007). High levels of AP6 were also detected in leaves at the transfer stage in the greenhouse experiment (36.05 ± 0.69 mg/g) and field experiment (30.59 ± 1.39 mg/g). The levels of AP6 then decreased as plants matured. The highest content of AP4 was in cotyledons (16.65 ± 4.48 mg/g) at the transfer stage. The highest contents of AP1 were detected in leaves at seed-forming stage in greenhouse experiment (24.72 ± 1.89 mg/g) and vegetative stage in field experiment (43.16 ± 0.92 mg/g). Flowers of A. paniculata contained high levels of AP1 (21.42 ± 3.74 mg/g). AP3 and AP4 were at low levels in leaves at all growth stages.ConclusionIn A. paniculata, AP6 was at the highest level in leaves at transfer stage in both greenhouse and field experiments. AP1 was at the highest level in leaves at vegetative stage and seed-forming stage in field and greenhouse experiments, respectively. The contents of AP3 and AP4 in leaves were low at all growth stages.

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“…In addition, compound 3 had a hepatoprotective effect against carbon tetrachloride [17]. Compound 4 was an effective antagonist of the platelet-activating factor-mediated processes in bovine neutrophils [18] and showed not only vasorelaxation in the rat thoracic aorta [19], but also in the uterine smooth muscles [20]. There is an increasing use of A. paniculata as an alternative medicine for the treatment of many diseases.…”

mentioning

confidence: 99%

A Simple and Sensitive LC-MS/MS Method for Determination of Four Major Active Diterpenoids from Andrographis paniculata in Human Plasma and Its Application to a Pilot Study

et al. 2015

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Andrographis paniculata contains four major active diterpenoids, including andrographolide (1), 14-deoxy-11, 12-didehydroandrographolide (2), neoandrographolide (3), and 14-deoxyandrographolide (4), which exhibit differences in types and/or degrees of their pharmacological activity. Previous pharmacokinetic studies in humans reported only the parameters of compound 1 and its analytical method in human plasma. The purpose of this study was to develop a simple, sensitive, and selective liquid chromatography tandem-mass spectrometry technique for the simultaneous determination of all four major active diterpenoids in the A. paniculata product in human plasma. These four diterpenoids in plasma samples were extracted by a simple protein precipitation method with methanol and separated on a Kinetex C18 column using a gradient system with a mobile phase of acetonitrile and water. The liquid chromatography tandem-mass spectrometry was performed in the negative mode, and the multiple reaction monitoring mode was used for the quantitation. The method showed a good linearity over a wide concentration range of 2.50-500 ng/mL for 1 and over the range of 1.00-500 ng/mL for the other diterpenoids with a correlation coefficient R(2) > 0.995. The lower limit of quantification of 1 was found to be 2.50 ng/mL, while those of the other diterpenoids were 1.00 ng/mL. The intraday and interday accuracy (relative error) ranged from 0.03 % to 10.03 %, and the intraday and interday precisions (relative standard deviation) were in the range of 2.05-9.67 %. The extraction recovery (86.54-111.56 %) with a relative standard deviation of 2.78-8.61 % and the matrix effect (85.15-112.36 %) were within the acceptance criteria. Moreover, these four major active diterpenoids were stable in plasma samples at the studied storage conditions with a relative error ≤-9.79 % and a relative standard deviation ≤ 9.26 %. Hence, this present method was successfully validated and used in the pilot study to determine the pharmacokinetic parameters of all four major active diterpenoids in human plasma after multiple oral doses of the A. paniculata product were administered to a healthy, Thai female volunteer.

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14-Deoxyandrographolide as a Platelet Activating Factor Antagonist in Bovine Neutrophils

Cited by 19 publications

References 16 publications

Cytotoxic constituents from Andrographis paniculata induce cell cycle arrest in jurkat cells

Cytotoxic constituents from Andrographis paniculata induce cell cycle arrest in jurkat cells

Changes in the contents of four active diterpenoids at different growth stages in Andrographis paniculata (Burm.f.) Nees (Chuanxinlian)

A Simple and Sensitive LC-MS/MS Method for Determination of Four Major Active Diterpenoids from Andrographis paniculata in Human Plasma and Its Application to a Pilot Study

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