Capsaicin and Capsaicinoids

Appendino, Giovanni

doi:10.1002/9783527621071.ch4

Cited by 8 publications

(8 citation statements)

References 88 publications

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“…Capsaicinoids and capsinoids occur in plants from the genus Capsicum and are typical of hot (chili) and nonpungent (bell) peppers, respectively. More than 12 pungent capsaicinoids have been characterized from hot peppers and three major nonpungent capsinoids from bell peppers (Appendino, 2007). Capsaicinoids and capsinoids are characterized by an oxygenated vanillyl aromatic moiety bound via an amide (capsaicinoids) or ester (capsinoids) linker to a lipophilic acyl group.…”

Section: Trpv1 Agonistsmentioning

confidence: 99%

Pharmacology of Vanilloid Transient Receptor Potential Cation Channels

Vriens

Appendino²,

Nilius³

2009

Mol Pharmacol

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384

352

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Section: Trpv1 Agonistsmentioning

confidence: 99%

Pharmacology of Vanilloid Transient Receptor Potential Cation Channels

Vriens

Appendino²,

Nilius³

2009

Mol Pharmacol

Self Cite

384

352

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Section: Resultsmentioning

confidence: 99%

“…The first compound is capsaicin, the pungent principle of chili pepper [ 34 , 35 ]. The compound belongs to the capsaicinoids, a compound class sometimes included within the alkaloid family [ 34 ]. However, as these compounds neither show a cyclic nitrogen nor basicity (the nitrogen is an amide and thus neutral), the compound does not fulfil the criteria for an alkaloid.…”

Section: Resultsmentioning

confidence: 99%

“…Thus, either non-thermal processing of cruciferous vegetables or their use as fresh or raw extracts is proposed to benefit from their effects [ 44 , 45 ]. Capsaicin, in contrast, does not suffer from thermal degradation but displays only low oral bioavailability as it is rapidly metabolized in the liver [ 34 ]. Therefore, current research focusses on the use of nanoparticles or other delivery systems in order to increase its therapeutic potential [ 35 , 36 ].…”

Section: Resultsmentioning

confidence: 99%

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Multiple Myeloma Inhibitory Activity of Plant Natural Products

Jöhrer

Ҫiҫek

2021

Cancers

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A literature search on plant natural products with antimyeloma activity until the end of 2020 resulted in 92 compounds with effects on at least one human myeloma cell line. Compounds were divided in different compound classes and both their structure–activity-relationships as well as eventual correlations with the pathways described for Multiple Myeloma were discussed. Each of the major compound classes in this review (alkaloids, phenolics, terpenes) revealed interesting candidates, such as dioncophyllines, a group of naphtylisoquinoline alkaloids, which showed pronounced and selective induction of apoptosis when substituted in position 7 of the isoquinoline moiety. Interestingly, out of the phenolic compound class, two of the most noteworthy constituents belong to the relatively small subclass of xanthones, rendering this group a good starting point for possible further drug development. The class of terpenoids also provides noteworthy constituents, such as the highly oxygenated diterpenoid oridonin, which exhibited antiproliferative effects equal to those of bortezomib on RPMI8226 cells. Moreover, triterpenoids containing a lactone ring and/or quinone-like substructures, e.g., bruceantin, whitaferin A, withanolide F, celastrol, and pristimerin, displayed remarkable activity, with the latter two compounds acting as inhibitors of both NF-κB and proteasome chymotrypsin-like activity.

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“…The methods of obtaining capsaicin from natural sources are often inefficient and expensive, due to its low content in the fruits of the genus Capsicum and the presence of other compounds with similar polarity. In addition, due to its high pungency, it is difficult to manage its production by synthetic methods ( 20 ), which is an obstacle to its development as a potential chemotherapeutic agent. Two capsaicin analogues, rinvanil and phenylacetylrinvanil (PhAR) have been synthesised ( Fig.…”

Section: Introductionmentioning

confidence: 99%

Antineoplastic activity of rinvanil and phenylacetylrinvanil in leukaemia cell lines

Luviano¹,

Aguíñiga-Sánchez²,

Demare³

et al. 2014

Oncology Letters

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In the search for novel chemotherapeutic agents for cancer treatment, capsaicin has been shown to inhibit proliferation and induce apoptosis in various types of cancer cell line, including leukaemia cell lines. The capsaicin analogues, rinvanil and phenylacetylrinvanil (PhAR), share a binding affinity for vanilloid receptors and may have biological activities similar to capsaicin; however, their anticancer potential has not yet been reported. This study analyses the antineoplastic activities of rinvanil and PhAR in leukaemia versus normal cells. P388, J774 and WEHI-3 leukaemia cell lines, as well as mouse bone marrow mononuclear cells, were cultured with varying concentrations of rinvanil and PhAR. Following this, proliferation and apoptosis were determined by the sulforhodamine B (SRB) assay and DNA ladder. Cultured leukaemia cell lines and mouse bone marrow mononuclear cells demonstrated a dose-dependent inhibition of proliferation, while non-diseased cells were less sensitive to the cytotoxic effect of capsaicin, rinvanil and PhAR. Rinvanil and PhAR also induced apoptosis in leukaemia cell lines but not in bone marrow. Given the lower IC50 values for apoptosis induction in leukaemia cells compared with that of normal cells, PhAR is a promising selective anticancer agent.

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Capsaicin and Capsaicinoids

Cited by 8 publications

References 88 publications

Pharmacology of Vanilloid Transient Receptor Potential Cation Channels

Pharmacology of Vanilloid Transient Receptor Potential Cation Channels

Multiple Myeloma Inhibitory Activity of Plant Natural Products

Antineoplastic activity of rinvanil and phenylacetylrinvanil in leukaemia cell lines

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