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== Natural occurrence of piperidine and derivatives == Piperidine itself has been obtained from [[black pepper]],<ref>{{cite journal|last1=Späth |last2=Englaender |journal=Chemische Berichte |date=1935|volume=68 |issue=12 |pages=2218–2221 |doi=10.1002/cber.19350681211 |title=Über das Vorkommen von Piperidin im schwarzen Pfeffer}}</ref><ref>{{cite journal | last1 = Pictet | first1 = Amé | last2 = Pictet | first2 = René | year = 1927 | title = Sur l'alcaloïde volatil du poivre | journal = Helvetica Chimica Acta | volume = 10 | pages = 593–595 | doi = 10.1002/hlca.19270100175}}</ref> from ''[[Psilocaulon absimile]]'' ([[Aizoaceae]]),<ref>{{cite journal | last1 = Rimington | first1 = Claude | year = 1934 | title = ''Psilocaulon absimile'' N.E.Br. as a stock poison | journal = South African Journal of Science | volume = 31 | pages = 184–193 | hdl = 10520/AJA00382353_6425 }}</ref> and in ''[[Petrosimonia monandra]]''.<ref>{{cite journal | last1 = Juraschewski | last2 = Stepanov | year = 1939 | journal = J. Gen. Chem. USSR | volume = 9 | page = 1687 }}</ref> The piperidine structural motif is present in numerous natural [[alkaloid]]s. These include [[piperine]], which gives [[black pepper]] its spicy taste. This gave the compound its name. Other examples are the [[fire ant]] toxin [[solenopsin]],<ref name="bowen">{{cite journal |last1=Arbiser |first1=J. L. |last2=Kau |first2=T. |last3=Konar |first3=M. |display-authors=etal | title = Solenopsin, the alkaloidal component of the fire ant (''Solenopsis invicta''), is a naturally occurring inhibitor of phosphatidylinositol-3-kinase signaling and angiogenesis | journal = Blood | year = 2007 | volume = 109 | issue = 2 | pages = 560–5 | doi = 10.1182/blood-2006-06-029934 | pmid = 16990598 | pmc = 1785094}}</ref> the [[nicotine]] analog [[anabasine]] of tree tobacco (''[[Nicotiana glauca]]''), [[lobeline]] of [[Lobelia inflata|Indian tobacco]], and the toxic alkaloid [[coniine]] from [[poison hemlock]], which was used to put [[Socrates]] to death.<ref>{{cite book | title = The Plant Alkaloids | author = Thomas Anderson Henry | edition = 4th | date = 1949 | publisher = The Blakiston Company}}</ref>
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