Allosteric interaction of the anticholinergic drug [N-(4-phenyl)-phenacyl-l-hyoscyamine] (Phenthonium) with nicotinic receptors of post-ganglionic sympathetic neurons of the rat vas deferens
Phenthonium (Phen), a quaternary analog of hyoscyamine, is a blocker of muscarinic activity and an allosteric blocker of α 12βγε nicotinic receptors. Specifically, Phenthonium increases the spontaneous release of acetylcholine at the motor endplate without depolarizing the muscle or inhibiting choli...
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| creator | Munhoz, Egberto De Lima, Thereza C.M. Souccar, Caden Lapa, Antonio J. Lima-Landman, Maria Teresa R. |
| description | Phenthonium (Phen), a quaternary analog of hyoscyamine, is a blocker of muscarinic activity and an allosteric blocker of α
12βγε nicotinic receptors. Specifically, Phenthonium increases the spontaneous release of acetylcholine at the motor endplate without depolarizing the muscle or inhibiting cholinesterase activity. This paper compares Phenthonium's effects on sympathetic transmission and on ganglionic nicotinic receptor activation. Neurotransmitter release and twitch of the rat vas deferens were induced either by electrical stimulation or by 1,1-dimethyl-4-phenylpiperazine (DMPP) activation of nicotinic receptors. Contractions independent of transmitter release were induced by noradrenaline and adenosine 5′-triphosphate (ATP). Phenthonium inhibited transmitter release and depressed twitch without changing the responsiveness to noradrenaline or ATP. Twitch depression did not occur after K
+-channel blockade with 4-aminopyridine (4-AP) or charybdotoxin. DMPP had a similar effect, but high concentrations induced contraction of non-stimulated organs. Incubation of Phenthonium inhibited further DMPP twitch depression and non-competitively depressed the contractile responses elicited by DMPP. Furthermore, mecamylamine, but neither methyllycaconitine nor atropine, blocked the contraction elicited by DMPP. Phenthonium and DMPP are K
+-channel openers that primarily inhibit sympathetic transmission. Contraction induced by DMPP was probably mediated by neuronal nicotinic receptor other than the α7 subtype. The blockade of DMPP contractile response was unrelated to Phenthonium's antimuscarinic or K
+-channel opening activities. Since Phenthonium's quaternary chemical structure limits its membrane diffusion, the non-competitive inhibition of DMPP excitatory responses should be linked to allosteric interaction with neuronal nicotinic receptors that putatively qualify Phenthonium as a novel modulator of cholinergic synapses. |
| doi_str_mv | 10.1016/j.ejphar.2009.06.007 |
| format | Article |
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12βγε nicotinic receptors. Specifically, Phenthonium increases the spontaneous release of acetylcholine at the motor endplate without depolarizing the muscle or inhibiting cholinesterase activity. This paper compares Phenthonium's effects on sympathetic transmission and on ganglionic nicotinic receptor activation. Neurotransmitter release and twitch of the rat vas deferens were induced either by electrical stimulation or by 1,1-dimethyl-4-phenylpiperazine (DMPP) activation of nicotinic receptors. Contractions independent of transmitter release were induced by noradrenaline and adenosine 5′-triphosphate (ATP). Phenthonium inhibited transmitter release and depressed twitch without changing the responsiveness to noradrenaline or ATP. Twitch depression did not occur after K
+-channel blockade with 4-aminopyridine (4-AP) or charybdotoxin. DMPP had a similar effect, but high concentrations induced contraction of non-stimulated organs. Incubation of Phenthonium inhibited further DMPP twitch depression and non-competitively depressed the contractile responses elicited by DMPP. Furthermore, mecamylamine, but neither methyllycaconitine nor atropine, blocked the contraction elicited by DMPP. Phenthonium and DMPP are K
+-channel openers that primarily inhibit sympathetic transmission. Contraction induced by DMPP was probably mediated by neuronal nicotinic receptor other than the α7 subtype. The blockade of DMPP contractile response was unrelated to Phenthonium's antimuscarinic or K
+-channel opening activities. Since Phenthonium's quaternary chemical structure limits its membrane diffusion, the non-competitive inhibition of DMPP excitatory responses should be linked to allosteric interaction with neuronal nicotinic receptors that putatively qualify Phenthonium as a novel modulator of cholinergic synapses.</description><identifier>ISSN: 0014-2999</identifier><identifier>EISSN: 1879-0712</identifier><identifier>DOI: 10.1016/j.ejphar.2009.06.007</identifier><identifier>PMID: 19540221</identifier><identifier>CODEN: EJPHAZ</identifier><language>eng</language><publisher>Amsterdam: Elsevier B.V</publisher><subject>Adenosine Triphosphate - pharmacology ; Allosteric Regulation ; Animals ; Atropine - pharmacology ; Atropine Derivatives - metabolism ; Atropine Derivatives - pharmacology ; Biological and medical sciences ; Cholinergic Antagonists - metabolism ; Cholinergic Antagonists - pharmacology ; Dimethylphenylpiperazinium Iodide - pharmacology ; DMPP ; Dose-Response Relationship, Drug ; Electric Stimulation ; Ganglia, Sympathetic - cytology ; Ganglia, Sympathetic - drug effects ; Ganglia, Sympathetic - metabolism ; Ganglionic nicotinic receptor ; In Vitro Techniques ; Male ; Medical sciences ; Motor Activity - drug effects ; Muscle Contraction - drug effects ; Neurons - cytology ; Neurons - drug effects ; Neurons - metabolism ; Neurotransmitter release ; Nicotine - pharmacology ; Norepinephrine - pharmacology ; Pharmacology. Drug treatments ; Phenthonium ; Potassium channel ; Prazosin - pharmacology ; Rat vas deferens ; Rats ; Rats, Wistar ; Receptors, Nicotinic - metabolism ; Suramin - pharmacology ; Synaptic Transmission - drug effects ; Vas Deferens - drug effects ; Vas Deferens - innervation ; Vas Deferens - metabolism ; Vas Deferens - physiology</subject><ispartof>European journal of pharmacology, 2009-08, Vol.616 (1), p.229-235</ispartof><rights>2009 Elsevier B.V.</rights><rights>2009 INIST-CNRS</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c416t-112c414521549c308d3400c95e4b361e5d1e03e7f2d0c6fe4403072face1ea9f3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.ejphar.2009.06.007$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,777,781,3537,27905,27906,45976</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=21923559$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/19540221$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Munhoz, Egberto</creatorcontrib><creatorcontrib>De Lima, Thereza C.M.</creatorcontrib><creatorcontrib>Souccar, Caden</creatorcontrib><creatorcontrib>Lapa, Antonio J.</creatorcontrib><creatorcontrib>Lima-Landman, Maria Teresa R.</creatorcontrib><title>Allosteric interaction of the anticholinergic drug [N-(4-phenyl)-phenacyl-l-hyoscyamine] (Phenthonium) with nicotinic receptors of post-ganglionic sympathetic neurons of the rat vas deferens</title><title>European journal of pharmacology</title><addtitle>Eur J Pharmacol</addtitle><description>Phenthonium (Phen), a quaternary analog of hyoscyamine, is a blocker of muscarinic activity and an allosteric blocker of α
12βγε nicotinic receptors. Specifically, Phenthonium increases the spontaneous release of acetylcholine at the motor endplate without depolarizing the muscle or inhibiting cholinesterase activity. This paper compares Phenthonium's effects on sympathetic transmission and on ganglionic nicotinic receptor activation. Neurotransmitter release and twitch of the rat vas deferens were induced either by electrical stimulation or by 1,1-dimethyl-4-phenylpiperazine (DMPP) activation of nicotinic receptors. Contractions independent of transmitter release were induced by noradrenaline and adenosine 5′-triphosphate (ATP). Phenthonium inhibited transmitter release and depressed twitch without changing the responsiveness to noradrenaline or ATP. Twitch depression did not occur after K
+-channel blockade with 4-aminopyridine (4-AP) or charybdotoxin. DMPP had a similar effect, but high concentrations induced contraction of non-stimulated organs. Incubation of Phenthonium inhibited further DMPP twitch depression and non-competitively depressed the contractile responses elicited by DMPP. Furthermore, mecamylamine, but neither methyllycaconitine nor atropine, blocked the contraction elicited by DMPP. Phenthonium and DMPP are K
+-channel openers that primarily inhibit sympathetic transmission. Contraction induced by DMPP was probably mediated by neuronal nicotinic receptor other than the α7 subtype. The blockade of DMPP contractile response was unrelated to Phenthonium's antimuscarinic or K
+-channel opening activities. Since Phenthonium's quaternary chemical structure limits its membrane diffusion, the non-competitive inhibition of DMPP excitatory responses should be linked to allosteric interaction with neuronal nicotinic receptors that putatively qualify Phenthonium as a novel modulator of cholinergic synapses.</description><subject>Adenosine Triphosphate - pharmacology</subject><subject>Allosteric Regulation</subject><subject>Animals</subject><subject>Atropine - pharmacology</subject><subject>Atropine Derivatives - metabolism</subject><subject>Atropine Derivatives - pharmacology</subject><subject>Biological and medical sciences</subject><subject>Cholinergic Antagonists - metabolism</subject><subject>Cholinergic Antagonists - pharmacology</subject><subject>Dimethylphenylpiperazinium Iodide - pharmacology</subject><subject>DMPP</subject><subject>Dose-Response Relationship, Drug</subject><subject>Electric Stimulation</subject><subject>Ganglia, Sympathetic - cytology</subject><subject>Ganglia, Sympathetic - drug effects</subject><subject>Ganglia, Sympathetic - metabolism</subject><subject>Ganglionic nicotinic receptor</subject><subject>In Vitro Techniques</subject><subject>Male</subject><subject>Medical sciences</subject><subject>Motor Activity - drug effects</subject><subject>Muscle Contraction - drug effects</subject><subject>Neurons - cytology</subject><subject>Neurons - drug effects</subject><subject>Neurons - metabolism</subject><subject>Neurotransmitter release</subject><subject>Nicotine - pharmacology</subject><subject>Norepinephrine - pharmacology</subject><subject>Pharmacology. Drug treatments</subject><subject>Phenthonium</subject><subject>Potassium channel</subject><subject>Prazosin - pharmacology</subject><subject>Rat vas deferens</subject><subject>Rats</subject><subject>Rats, Wistar</subject><subject>Receptors, Nicotinic - metabolism</subject><subject>Suramin - pharmacology</subject><subject>Synaptic Transmission - drug effects</subject><subject>Vas Deferens - drug effects</subject><subject>Vas Deferens - innervation</subject><subject>Vas Deferens - metabolism</subject><subject>Vas Deferens - physiology</subject><issn>0014-2999</issn><issn>1879-0712</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2009</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkcFu1DAQhiMEotvCGyDkC6g9ZBk7TrK-IFUVBaQKOMAJIct1JhuvHDu1naK8HM-Gl13gBhePpflm_l_zF8UzCmsKtHm1W-NuGlRYMwCxhmYN0D4oVnTTihJayh4WKwDKSyaEOClOY9wBQC1Y_bg4oaLmwBhdFT8urfUxYTCaGJer0sl4R3xP0oBEuWT04K1xGLYZ6cK8JV8_lOe8nAZ0i734VZVebGnLYfFRL2rM9Ddy_ik30uCdmccL8t2kgTijfTL5JQE1TsmHuBeasoFyq9zWZuXcjMs4qayepYnDOXgXf_sJKpF7FUmHPQZ08UnxqFc24tNjPSu-XL_5fPWuvPn49v3V5U2pOW1SSSnLH14zWnOhK9h0FQfQokZ-WzUU644iVNj2rAPd9Mg5VNCyXmmkqERfnRUvD3un4O9mjEmOJmq0Vjn0c5RNW_NNVdH_giyfXbRiD_IDqIOPMWAvp2BGFRZJQe4Dljt5CFjuA5bQyBxwHnt-3D_fjtj9HTommoEXR0BFrWwflNMm_uEYFayqa5G51wcO89nuDQYZtUGnsTM5nCQ7b_7t5Cfn8cnr</recordid><startdate>20090815</startdate><enddate>20090815</enddate><creator>Munhoz, Egberto</creator><creator>De Lima, Thereza C.M.</creator><creator>Souccar, Caden</creator><creator>Lapa, Antonio J.</creator><creator>Lima-Landman, Maria Teresa R.</creator><general>Elsevier B.V</general><general>Elsevier</general><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7TK</scope><scope>7X8</scope></search><sort><creationdate>20090815</creationdate><title>Allosteric interaction of the anticholinergic drug [N-(4-phenyl)-phenacyl-l-hyoscyamine] (Phenthonium) with nicotinic receptors of post-ganglionic sympathetic neurons of the rat vas deferens</title><author>Munhoz, Egberto ; De Lima, Thereza C.M. ; Souccar, Caden ; Lapa, Antonio J. ; Lima-Landman, Maria Teresa R.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c416t-112c414521549c308d3400c95e4b361e5d1e03e7f2d0c6fe4403072face1ea9f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2009</creationdate><topic>Adenosine Triphosphate - pharmacology</topic><topic>Allosteric Regulation</topic><topic>Animals</topic><topic>Atropine - pharmacology</topic><topic>Atropine Derivatives - metabolism</topic><topic>Atropine Derivatives - pharmacology</topic><topic>Biological and medical sciences</topic><topic>Cholinergic Antagonists - metabolism</topic><topic>Cholinergic Antagonists - pharmacology</topic><topic>Dimethylphenylpiperazinium Iodide - pharmacology</topic><topic>DMPP</topic><topic>Dose-Response Relationship, Drug</topic><topic>Electric Stimulation</topic><topic>Ganglia, Sympathetic - cytology</topic><topic>Ganglia, Sympathetic - drug effects</topic><topic>Ganglia, Sympathetic - metabolism</topic><topic>Ganglionic nicotinic receptor</topic><topic>In Vitro Techniques</topic><topic>Male</topic><topic>Medical sciences</topic><topic>Motor Activity - drug effects</topic><topic>Muscle Contraction - drug effects</topic><topic>Neurons - cytology</topic><topic>Neurons - drug effects</topic><topic>Neurons - metabolism</topic><topic>Neurotransmitter release</topic><topic>Nicotine - pharmacology</topic><topic>Norepinephrine - pharmacology</topic><topic>Pharmacology. Drug treatments</topic><topic>Phenthonium</topic><topic>Potassium channel</topic><topic>Prazosin - pharmacology</topic><topic>Rat vas deferens</topic><topic>Rats</topic><topic>Rats, Wistar</topic><topic>Receptors, Nicotinic - metabolism</topic><topic>Suramin - pharmacology</topic><topic>Synaptic Transmission - drug effects</topic><topic>Vas Deferens - drug effects</topic><topic>Vas Deferens - innervation</topic><topic>Vas Deferens - metabolism</topic><topic>Vas Deferens - physiology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Munhoz, Egberto</creatorcontrib><creatorcontrib>De Lima, Thereza C.M.</creatorcontrib><creatorcontrib>Souccar, Caden</creatorcontrib><creatorcontrib>Lapa, Antonio J.</creatorcontrib><creatorcontrib>Lima-Landman, Maria Teresa R.</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Neurosciences Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>European journal of pharmacology</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Munhoz, Egberto</au><au>De Lima, Thereza C.M.</au><au>Souccar, Caden</au><au>Lapa, Antonio J.</au><au>Lima-Landman, Maria Teresa R.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Allosteric interaction of the anticholinergic drug [N-(4-phenyl)-phenacyl-l-hyoscyamine] (Phenthonium) with nicotinic receptors of post-ganglionic sympathetic neurons of the rat vas deferens</atitle><jtitle>European journal of pharmacology</jtitle><addtitle>Eur J Pharmacol</addtitle><date>2009-08-15</date><risdate>2009</risdate><volume>616</volume><issue>1</issue><spage>229</spage><epage>235</epage><pages>229-235</pages><issn>0014-2999</issn><eissn>1879-0712</eissn><coden>EJPHAZ</coden><abstract>Phenthonium (Phen), a quaternary analog of hyoscyamine, is a blocker of muscarinic activity and an allosteric blocker of α
12βγε nicotinic receptors. Specifically, Phenthonium increases the spontaneous release of acetylcholine at the motor endplate without depolarizing the muscle or inhibiting cholinesterase activity. This paper compares Phenthonium's effects on sympathetic transmission and on ganglionic nicotinic receptor activation. Neurotransmitter release and twitch of the rat vas deferens were induced either by electrical stimulation or by 1,1-dimethyl-4-phenylpiperazine (DMPP) activation of nicotinic receptors. Contractions independent of transmitter release were induced by noradrenaline and adenosine 5′-triphosphate (ATP). Phenthonium inhibited transmitter release and depressed twitch without changing the responsiveness to noradrenaline or ATP. Twitch depression did not occur after K
+-channel blockade with 4-aminopyridine (4-AP) or charybdotoxin. DMPP had a similar effect, but high concentrations induced contraction of non-stimulated organs. Incubation of Phenthonium inhibited further DMPP twitch depression and non-competitively depressed the contractile responses elicited by DMPP. Furthermore, mecamylamine, but neither methyllycaconitine nor atropine, blocked the contraction elicited by DMPP. Phenthonium and DMPP are K
+-channel openers that primarily inhibit sympathetic transmission. Contraction induced by DMPP was probably mediated by neuronal nicotinic receptor other than the α7 subtype. The blockade of DMPP contractile response was unrelated to Phenthonium's antimuscarinic or K
+-channel opening activities. Since Phenthonium's quaternary chemical structure limits its membrane diffusion, the non-competitive inhibition of DMPP excitatory responses should be linked to allosteric interaction with neuronal nicotinic receptors that putatively qualify Phenthonium as a novel modulator of cholinergic synapses.</abstract><cop>Amsterdam</cop><pub>Elsevier B.V</pub><pmid>19540221</pmid><doi>10.1016/j.ejphar.2009.06.007</doi><tpages>7</tpages><oa>free_for_read</oa></addata></record> |
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| ispartof | European journal of pharmacology, 2009-08, Vol.616 (1), p.229-235 |
| issn | 0014-2999 1879-0712 |
| language | eng |
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| source | MEDLINE; Elsevier ScienceDirect Journals |
| subjects | Adenosine Triphosphate - pharmacology Allosteric Regulation Animals Atropine - pharmacology Atropine Derivatives - metabolism Atropine Derivatives - pharmacology Biological and medical sciences Cholinergic Antagonists - metabolism Cholinergic Antagonists - pharmacology Dimethylphenylpiperazinium Iodide - pharmacology DMPP Dose-Response Relationship, Drug Electric Stimulation Ganglia, Sympathetic - cytology Ganglia, Sympathetic - drug effects Ganglia, Sympathetic - metabolism Ganglionic nicotinic receptor In Vitro Techniques Male Medical sciences Motor Activity - drug effects Muscle Contraction - drug effects Neurons - cytology Neurons - drug effects Neurons - metabolism Neurotransmitter release Nicotine - pharmacology Norepinephrine - pharmacology Pharmacology. Drug treatments Phenthonium Potassium channel Prazosin - pharmacology Rat vas deferens Rats Rats, Wistar Receptors, Nicotinic - metabolism Suramin - pharmacology Synaptic Transmission - drug effects Vas Deferens - drug effects Vas Deferens - innervation Vas Deferens - metabolism Vas Deferens - physiology |
| title | Allosteric interaction of the anticholinergic drug [N-(4-phenyl)-phenacyl-l-hyoscyamine] (Phenthonium) with nicotinic receptors of post-ganglionic sympathetic neurons of the rat vas deferens |
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