Recent advances in the study on capsaicinoids and capsinoids

Luo, Xiu-Ju; Peng, Jun; Li, Yuan‐Jian

doi:10.1016/j.ejphar.2010.09.074

Cited by 406 publications

(257 citation statements)

References 79 publications

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“…spilanthol (1) (Rios et al, 2007), by interfering with voltage-gated sodium channels or via desensitization of the TRPV1 receptor. TRPV1 agonists initially stimulate sensory neurons and release of substance P, followed by a long-lasting refractory period, during which the previously excited neurons are no longer responsive to a broad range of stimuli (Bode and Dong, 2011;Luo et al, 2011;Pal et al, 2009). Therefore, prolonged ingestion or topical application of capsaicinoids can be successful in managing painful conditions such as rheumatoid arthritis, osteoarthritis, diabetic neuropathy, postherpetic, neuralgia, postmastectomy pain syndrome, cluster headache, reflex sympathetic dystrophy and gastro-intestinal related problems like reflux and functional dyspepsia (Holzer, 2011;Philip and Thakur, 2011).…”

Section: Othersmentioning

confidence: 99%

“…Finally, in-vitro as well as in-vivo studies indicate that NAAs are moderate (IC50 $ mM range) anti-cancer therapeutics. Pellitorine (80) and capsaicin (271) are cytotoxic against breast cancer cell lines Luo et al, 2011). While pellitorine also shows inhibitory properties against leukemia cell lines, capsaicinoids induce the apoptosis of prostate cancer cell lines and autography in colon cancer cell lines.…”

Section: Othersmentioning

confidence: 99%

“…Moreover, a sulfone-NAA (343) has anticancer activity against CEM-SS and KU812F (leukemia cells), HT29 (colon cancer) and UACC-62 (melanoma), and was found to be non-toxic to peripheral blood mononuclear cells (Astelbauer et al, 2010). In-vivo oral ingestion or direct injection of capsaicinoids in mice reduces the size of breast tumors with 50% and inhibits the pre-neoplastic development of breast lesions with 80% (Luo et al, 2011).…”

Section: Othersmentioning

confidence: 99%

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Alkamid database: Chemistry, occurrence and functionality of plant N-alkylamides

Boonen

Bronselaer

Nielandt

et al. 2012

Journal of Ethnopharmacology

137

109

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a b s t r a c tEthnopharmacological relevance: N-Alkylamides (NAAs) are a promising group of bioactive compounds, which are anticipated to act as important lead compounds for plant protection and biocidal products, functional food, cosmeceuticals and drugs in the next decennia. These molecules, currently found in more than 25 plant families and with a wide structural diversity, exert a variety of biologicalpharmacological effects and are of high ethnopharmacological importance. However, information is scattered in literature, with different, often unstandardized, pharmacological methodologies being used. Therefore, a comprehensive NAA database (acronym: Alkamid) was constructed to collect the available structural and functional NAA data, linked to their occurrence in plants (family, tribe, species, genus). Materials and methods: For loading information in the database, literature data was gathered over the period 1950-2010, by using several search engines. In order to represent the collected information about NAAs, the plants in which they occur and the functionalities for which they have been examined, a relational database is constructed and implemented on a MySQL back-end. Results: The database is supported by describing the NAA plant-, functional-and chemical-space. The chemical space includes a NAA classification, according to their fatty acid and amine structures. Conclusions: The Alkamid database (publicly available on the website http://alkamid.ugent.be/) is not only a central information point, but can also function as a useful tool to prioritize the NAA Q8 choice in the evaluation of their functionality, to perform data mining leading to quantitative structure-property relationships (QSPRs), functionality comparisons, clustering, plant biochemistry and taxonomic evaluations.

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Section: Othersmentioning

confidence: 99%

Section: Othersmentioning

confidence: 99%

Section: Othersmentioning

confidence: 99%

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Alkamid database: Chemistry, occurrence and functionality of plant N-alkylamides

Boonen

Bronselaer

Nielandt

et al. 2012

Journal of Ethnopharmacology

137

109

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“…For this reason, compounds are diversified in terms of pungency level and biological activity. Among other natural capsaicinoids which have very similar features to CAP, dihydrocapsaicin (8-methyl-N-vanillyl-nonamide), homodihydrocapsaicin (9-methyl-N-vanillyl-decamide), and nordihydrocapsaicin (7-methyl-N-vanillyl-octamides) are noteworthy [7,8]. Capsaicin and dihydrocapsaicin pose the greatest content, as about 90% of all capsaicinoids naturally occurring in peppers with the highest pungency level [9].…”

Section: Ta B L Ementioning

confidence: 99%

Health-promoting properties of compounds derived from Capsicum sp. A review

Szydełko

Boguszewska-Czubara

2017

Herba Polonica

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S u m m a r yThis article presents multidirectional effects of capsaicin and its natural derivatives as well as natural and synthetic analogs in term of their therapeutic properties. Active agents present in various Capsicum genus plants exert analgesic, anti-inflammatory, antibacterial, antioxidant and gastroprotective effects. Furthermore, capsaicin positively influences the metabolism of lipids. Numerous research show that capsaicinoids inhibit proliferation and migration process of cancer cells, what makes them molecules of high interest in oncology. Among broad range of positive activities, we have focused only on those properties that have already found application in medicine or seemed to be the most probably used in the near future. Even if in low or single doses this compound has been reported successful in numerous therapies, the negative consequences of high doses or prolonged administration is also discussed in the review.

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“…Nonetheless, capsaicin is not mentioned in the current list of natural chemopreventive agents (Mehta, 2014). Moreover, its high concentration requirement is a potential limitation for the use of capsaicin in cancer therapy (Luo et al, 2011). Accordingly, modification of capsaicin's chemical structure may overcome the drawbacks of this naturally available compound.…”

Section: Introductionmentioning

confidence: 99%

Histone deacetylase inhibitory activity of hydroxycapsaicin, a synthetic derivative of capsaicin, and its cytotoxic effects against human colon cancer cell lines

Senawong¹,

Wongphakham²,

Saiwichai³

et al. 2015

Turk J Biol

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Capsaicin possesses cytotoxic/anticancer activity and shares some common structural features, including a benzene ring and a long hydrophobic carbon tail, with the histone deacetylase (HDAC) inhibitors trichostatin A and suberoylanilide hydroxamic acid. The aims of this study were to investigate HDAC inhibitory and cytotoxic activities of a synthetic derivative of capsaicin, hydroxycapsaicin (6-hydroxy-N-(4-hydroxy-3-methoxybenzyl)-8-methylnonenamide), in colon cancer cell lines. Hydroxycapsaicin inhibited HDAC activity in vitro (IC 50 = 72 µM) much more effectively than the prototype capsaicin (IC 50 > 13.1 mM) and also exhibited HDAC inhibitory activity in human cells (HeLa cells). MTT assay demonstrated that hydroxycapsaicin was less toxic than capsaicin against both cancer and noncancer cells; however, hydroxycapsaicin, with greater HDAC inhibitory activity, was more effective than capsaicin at inducing apoptosis in colon cancer cell lines, especially in HCT116 cells. Hydroxycapsaicin appeared to induce less apoptotic cell death than capsaicin in Vero cells. Moreover, only hydroxycapsaicin induced S-phase cell-cycle arrest in both HT29 and HCT116 cells. The current study demonstrates that hydroxycapsaicin can act as a novel HDAC inhibitor, which would lead to a promising strategy for the development of safe and effective chemotherapeutic drugs from the abundant natural capsaicin of chili pepper.

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Recent advances in the study on capsaicinoids and capsinoids

Cited by 406 publications

References 79 publications

Alkamid database: Chemistry, occurrence and functionality of plant N-alkylamides

Alkamid database: Chemistry, occurrence and functionality of plant N-alkylamides

Health-promoting properties of compounds derived from Capsicum sp. A review

Histone deacetylase inhibitory activity of hydroxycapsaicin, a synthetic derivative of capsaicin, and its cytotoxic effects against human colon cancer cell lines

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