Metabolism of anethole. II. Influence of dose size on the route of metabolism of trans-anethole in the rat and mouse

Sangster, Susan A.; Caldwell, John; Smith, Robert L.

doi:10.1016/0278-6915(84)90197-2

Cited by 35 publications

(10 citation statements)

References 7 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The trans isomer is far more abundant (> 99%) than the cis isomer in natural oils (Toth, 1967). Trans-anethole is metabolized along three pathways, O-demethylation, o-hydroxylation followed by side chain oxidation, and epoxidation of the 1,2-double bond has been shown to block both inflammation and carcinogenesis (Sangster et al, 1984a(Sangster et al, , 1984b. Anethole inhibits arachidonic acid-induced thromboxane B2; they are extensively used as anti-inflammatory compounds (Sekizawa and Shibamoto, 1982).…”

Section: Trans-anetholementioning

confidence: 99%

Antitumor promoting potential of selected phytochemicals derived from spices

Rajput

Mandal

2012

European Journal of Cancer Prevention

View full text Add to dashboard Cite

Carcinogenesis is a multistep process exhibiting deregulation in multiple cellular signaling pathways. Therefore, specific agent based treatments that target only one pathway usually fail in cancer therapy. The combination treatments using chemotherapeutic agents with distinct molecular mechanisms are considered more promising for higher efficacy; however, using multiple agents contributes to added toxicity. However, the in-vitro and in-vivo studies in the last few decades have demonstrated that some phytochemicals derived from 'natural products' such as fruits, vegetables and certain spices, referred to as chemopreventive agents, including capsaicin, trans-anethole, thymoquinone, diosgenin, allicin, can not only reduce the risk of acquiring specific cancer but also have been shown to suppress cancer cell proliferation, inhibit growth factor signaling pathways, induce apoptosis, inhibit nuclear factor-κB, AP-1, Akt, MAPK, Wnt, Notch, p53, AR, ER, and JAK-STAT, etc., activation pathways, inhibit angiogenesis, suppress the expression of antiapoptotic proteins, and inhibit cyclooxygenase-2. This study describes the above active components of some of the major spices, their mechanisms of action and their potential in prevention of various cancers.

show abstract

Section: Trans-anetholementioning

confidence: 99%

Antitumor promoting potential of selected phytochemicals derived from spices

Rajput

Mandal

2012

European Journal of Cancer Prevention

View full text Add to dashboard Cite

show abstract

“…Several studies investigated the metabolic fate of t-anethole in humans and rodents (28), (29), (30). Determination of urinary metabolites suggested that in humans 14 C-trans-anethole was completely metabolised by oxidative O-demethylation and various oxidative alterations of the side chain (30).…”

Section: Metabolismmentioning

confidence: 99%

Bioavailability and Pharmacokinetics of Natural Volatile Terpenes in Animals and Humans

Kohlert¹,

Rensen²,

März³

et al. 2000

Planta med

195

136

View full text Add to dashboard Cite

Herbal medicinal products containing natural volatiles are used in the treatment of gastrointestinal diseases, pain, colds and bronchitis. Many pharmacological studies report a wide variety of in vitro effects, with anti-inflammatory and antimicrobial activities investigated most frequently. In comparison, relatively few studies on the bioavailability and pharmacokinetics have been carried out. Thus, the relevance of the in vitro activity to the therapeutic effects found in individual studies or documented in textbooks of phytotherapy is still not established. Further studies with essential oils and their single compounds providing supporting evidence of efficacy and demonstrating systemic availability are necessary. Such data could also be important in the context of safety.Key words: Terpenes, volatiles, herbal medicinal products, bioavailability, pharmacokinetics. IntroductionEssential oils are mixtures of lipophilic, liquid, volatile, and often terpenoid compounds present in higher plants. More than 3000 compounds have been described so far (1). The clinical efficacy of volatiles is particularly well-established for chronic pulmonary obstruction and acute bronchitis. For these indications clinical trials have been carried out with products containing 1,8-cineole (2), (3), (4), standardised myrtol (1,8-cineole, a-pinene, limonene) (5) and thyme extract (6), (7). Further clinical studies have been carried out with peppermint oil for the treatment of irritable bowel syndrome (8), (9), non-ulcer dyspepsia (10), and tension-type headache (11). Numerous essential oils and their components have shown antimicrobial or antimycotic activity in in vitro studies (12), (13), (14), (15), (16).Various other in vitro activities of volatile oils or compounds have been reported. However, the clinical relevance of these activities depends on the systemic availability of these compounds in the respective target organs. Thus, investigation of absorption, distribution and metabolism is necessary to link in vitro with in vivo data. They may also be important in context of the safety of herbal medicinal products containing natural volatiles. However, pharmacokinetics of volatile natural compounds have not yet been investigated satisfactorily. For several monoterpenoid and phenylpropanoid compounds there is a large amount of experimental data, but crucially ± especially with respect to humans ± pharmacokinetic data are lacking.This article reviews the data currently available on the systemic fate of natural volatile terpenes and phenylpropanes. Unfortunately, methodological details, particularly concerning validation of the analytical methods used have not been published for most of the studies. Therefore the results of those studies discussed here have to be considered cautiously, since the assays used might not match the requirements for analytical validation. Absorption and Systemic Availability Dermal absorptionPreparations of eucalyptus oil or mountain pine oil containing a-and b-pinene, camphor, 3-carene, and limonen...

show abstract

“…Such work has resulted in publications on cinnamyl anthranilate (Anthony et al 1983; as well as trans-anethole Sangster et al 1984b;Sangster et al 1984a) p-propylanisole , eugenol Sutton et al 1985) and benzyl acetate (Caldwell and Chidgey 1985). Work continues on the metabolism of substituted propyl benzene substances, cinnamyl compounds and benzyl acetate.…”

Section: Gras Substancesmentioning

confidence: 96%

The Safety of Flavorings

Grundschober¹

1995

Source Book of Flavors

View full text Add to dashboard Cite

Metabolism of anethole. II. Influence of dose size on the route of metabolism of trans-anethole in the rat and mouse

Cited by 35 publications

References 7 publications

Antitumor promoting potential of selected phytochemicals derived from spices

Antitumor promoting potential of selected phytochemicals derived from spices

Bioavailability and Pharmacokinetics of Natural Volatile Terpenes in Animals and Humans

The Safety of Flavorings

Contact Info

Product

Resources

About