Talk:Piperine

Piperine?

Stop reverting moron. That website you link doesn't even mention piperine retard. —Preceding unsigned comment added by 65.96.69.94 (talk) 21:23, 10 July 2009 (UTC)

I,m deleting the line saying piperine increases the bio availability of curcumin because it links to a website that doesn't even say anything about it. Also websites are not proof of anything. Sounds like some marketing crap. —Preceding unsigned comment added by 24.62.15.201 (talk) 17:02, 10 July 2009 (UTC)

Piperine ABSOLUTELY increases the bioavailability of curcumin. Here is a link to an abstract on pubmed.gov (a US gov't website) that shows the increase in bioavailability of curcumin is 2,000%:

http://www.ncbi.nlm.nih.gov/pubmed/9619120

==

"Piperine (C17H19NO3) is the alkaloid responsible for the taste and smell of black pepper." - I'm almost definite that this isn't quite true. Piperine is relatively non-flammable so it's pretty widely accepted that it's not the cause of pepper's aroma. Furthermore, saying that's it's the source of pepper's taste isn't quite right either: piperine has extremely low solubility in water and therefore cannot penetrate the saliva in the mouth easily. Because of this, piperine isn't the cause of the initial taste of pepper but it is the source of the sharp after-taste. —The preceding unsigned comment was added by 82.41.255.235 (talk • contribs) .

Piperine *is* a major, if not the major constituent of black pepper's taste. The smell is mostly the result of one of piperine's diastereomers, chavacine. This means it is of the same molecular weight as piperine and as you say, 'non-volatile'. Regardless to such classification, it smells.

Superkuh 07:10, 30 July 2009 (UTC)

Piperine is relatively non-flammable...

Umm, only "flammable" things have odor? Perhaps you meant "volatile"?

Atlant 16:31, 29 September 2006 (UTC)

Oops, yeah - piperine is non-volatile, hence no odour. Sorry about that! —The preceding unsigned comment was added by 82.41.255.235 (talk • contribs) .

Alkaloid?

According to the article on alkaloids (and my own knowledge), an alkaloid has to be a base. This definitely does not correspond with the structure of piperine, which is an amide and hence a very weak base. However, I'm no expert in natural products and piperine is listed as the only amide member of the pyridine family of alkaloids in the alkaloid classification... But is it really an alkaloid? -- dockingman^talk 04:06, 5 January 2007 (UTC)

Yes, there are non-basic alkaloids, and piperine is one, along with colchicine and a variety of others. Definitions such as the one on the page alkaloid are ex-post-facto attempts to rationalize terminology that was already in use; they are attempts to describe existing terminology rather than to redefine it. Googling "non-basic alkaloids" will reveal much more. Merenta 19:59, 21 September 2007 (UTC)

CYP2D6 Inducer?

Interestingly, the article discusses the inhibition of drug metabolism via CYP3A4 while the article on CYP2D6 lists piperidines as an inducer of CYP2D6, thereby increasing metabolism. Does anyone know if piperine induces CYP2D6? This is something of great interest to me. If anyone has more info please let me know. --Jmcclare (talk) 00:57, 4 April 2008 (UTC)

Piperine analogs:

S. Mishra et. al. have synthesized various conjugates of curcumin. And it was found that curcumin bioconjugates containing glycine, alanine, and/or piperic acid were found to show improved antimicrobial properties over curcumin, suggesting increased cellular uptake or reduced metabolism of these bioconjugates resulting in increased concentration inside the infected cells.

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pKa of 1.98?

Piperine has no acidic hydrogens, so the assertion in the chemical properties box that it has a pKa of 1.98 is dubious. Either that's the pKa of the protonated form, or it's of piperic acid, what remains of piperine after hydrolytic removal of piperidine.

I agree that data cannot be correct, so I have removed it. If anyone can check the reference ({{cite book |title=Profiles of Drug Substances, Excipients and Related Methodology, volume 33: Critical Compilation of Pka Values for Pharmaceutical Substances |author=Harry G. Brittain, Richard J. Prankerd |publisher=Academic Press |year=2007 |isbn=012260833X}}) to find out what the cited value of 1.98 is actually referring to, that would be helpful. -- Ed (Edgar181) 23:05, 26 June 2009 (UTC)

Insecticide

Other than an episode of Doctor Who, is there anything anywhere about the actual insecticidal properties of piperine? 203.211.77.193 (talk) 11:53, 6 August 2009 (UTC)