Fractionation of a Herbal Antidiarrheal Medicine Reveals Eugenol as an Inhibitor of Ca2+-Activated Cl Channel TMEM16A
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{"title"=>"Fractionation of a herbal antidiarrheal medicine reveals Eugenol as an inhibitor of Ca2+-activated Cl- channel TMEM16A", "type"=>"journal", "authors"=>[{"first_name"=>"Zhen", "last_name"=>"Yao", "scopus_author_id"=>"54405194700"}, {"first_name"=>"Wan", "last_name"=>"Namkung", "scopus_author_id"=>"7005430556"}, {"first_name"=>"Eun A.", "last_name"=>"Ko", "scopus_author_id"=>"35329810100"}, {"first_name"=>"Jinhong", "last_name"=>"Park", "scopus_author_id"=>"56419018200"}, {"first_name"=>"Lukmanee", "last_name"=>"Tradtrantip", "scopus_author_id"=>"14523771400"}, {"first_name"=>"A. S.", "last_name"=>"Verkman", "scopus_author_id"=>"35450635600"}], "year"=>2012, "source"=>"PLoS ONE", "identifiers"=>{"sgr"=>"84861582759", "doi"=>"10.1371/journal.pone.0038030", "pui"=>"364913249", "pmid"=>"22666439", "scopus"=>"2-s2.0-84861582759", "issn"=>"19326203", "isbn"=>"1932-6203 (Electronic)\\r1932-6203 (Linking)"}, "id"=>"f4a2c3b0-f845-3526-ab8b-58dc44f4db8f", "abstract"=>"The Ca2+-activated Cl− channel TMEM16A is involved in epithelial fluid secretion, smooth muscle contraction and neurosensory signaling. We identified a Thai herbal antidiarrheal formulation that inhibited TMEM16A Cl− conductance. C18-reversed-phase HPLC fractionation of the herbal formulation revealed >98% of TMEM16A inhibition activity in one out of approximately 20 distinct peaks. The purified, active compound was identified as eugenol (4-allyl-2-methoxyphenol), the major component of clove oil. Eugenol fully inhibited TMEM16A Cl− conductance with single-site IC50∼150 µM. Eugenol inhibition of TMEM16A in interstitial cells of Cajal produced strong inhibition of intestinal contraction in mouse ileal segments. TMEM16A Cl− channel inhibition adds to the list of eugenol molecular targets and may account for some of its biological activities.", "link"=>"http://www.mendeley.com/research/fractionation-herbal-antidiarrheal-medicine-reveals-eugenol-inhibitor-ca2activated-cl-channel-tmem16", "reader_count"=>23, "reader_count_by_academic_status"=>{"Professor > Associate Professor"=>1, "Student > Doctoral Student"=>1, "Researcher"=>2, "Student > Ph. D. Student"=>8, "Student > Postgraduate"=>3, "Student > Master"=>5, "Other"=>1, "Student > Bachelor"=>1, "Professor"=>1}, "reader_count_by_user_role"=>{"Professor > Associate Professor"=>1, "Student > Doctoral Student"=>1, "Researcher"=>2, "Student > Ph. D. Student"=>8, "Student > Postgraduate"=>3, "Student > Master"=>5, "Other"=>1, "Student > Bachelor"=>1, "Professor"=>1}, "reader_count_by_subject_area"=>{"Unspecified"=>1, "Environmental Science"=>1, "Biochemistry, Genetics and Molecular Biology"=>3, "Agricultural and Biological Sciences"=>9, "Medicine and Dentistry"=>4, "Neuroscience"=>3, "Chemical Engineering"=>1, "Chemistry"=>1}, "reader_count_by_subdiscipline"=>{"Medicine and Dentistry"=>{"Medicine and Dentistry"=>4}, "Neuroscience"=>{"Neuroscience"=>3}, "Chemistry"=>{"Chemistry"=>1}, "Agricultural and Biological Sciences"=>{"Agricultural and Biological Sciences"=>9}, "Biochemistry, Genetics and Molecular Biology"=>{"Biochemistry, Genetics and Molecular Biology"=>3}, "Unspecified"=>{"Unspecified"=>1}, "Environmental Science"=>{"Environmental Science"=>1}, "Chemical Engineering"=>{"Chemical Engineering"=>1}}, "reader_count_by_country"=>{"Germany"=>1}, "group_count"=>1}

Scopus | Further Information

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Figshare

  • {"files"=>["https://ndownloader.figshare.com/files/630373"], "description"=>"<p>A. HPLC fractionation showing the chromatogram at 280 nm absorbance. Vertical lines at the top show 53 collected fraction with expanded view of fraction 30 shown at the right. B. (left) Principle of cell-based fluorescence plate-reader assay. TMEM16A-facilitated I<sup>−</sup> influx was measured from the kinetics of decreasing YFP-H148Q/I152L/F46L fluorescence in response to addition of I<sup>−</sup> solution containing the P2Y agonist ATP, which elevates cytoplasmic Ca<sup>2+</sup> level. (right) Inhibition by HPLC fractions shows the majority of activity resides in fraction 30.</p>", "links"=>[], "tags"=>["thai", "herbal"], "article_id"=>300865, "categories"=>["Physiology", "Molecular Biology"], "users"=>["Zhen Yao", "Wan Namkung", "Eun A. Ko", "Jinhong Park", "Lukmanee Tradtrantip", "A. S. Verkman"], "doi"=>"https://dx.doi.org/10.1371/journal.pone.0038030.g002", "stats"=>{"downloads"=>0, "page_views"=>0, "likes"=>0}, "figshare_url"=>"https://figshare.com/articles/_Fractionation_of_Thai_herbal_formulation_/300865", "title"=>"Fractionation of Thai herbal formulation.", "pos_in_sequence"=>0, "defined_type"=>1, "published_date"=>"2012-05-30 00:14:25"}
  • {"files"=>["https://ndownloader.figshare.com/files/630918"], "description"=>"<p>A. Representative traces from mouse ileal segments showing eugenol inhibition of contractions. B. Eugenol effect on relative contraction frequency (mean ± S.E., n=4, * P<0.05). C. Eugenol effect on resting and maximum tone (mean ± S.E., n=4, * P<0.05). D. Eugenol inhibition of ileal contraction after stimulation by TMEM16A activator E<sub>act</sub>. Representative of 3 experiments.</p>", "links"=>[], "tags"=>["inhibits", "intestinal"], "article_id"=>301409, "categories"=>["Physiology", "Molecular Biology"], "users"=>["Zhen Yao", "Wan Namkung", "Eun A. Ko", "Jinhong Park", "Lukmanee Tradtrantip", "A. S. Verkman"], "doi"=>"https://dx.doi.org/10.1371/journal.pone.0038030.g006", "stats"=>{"downloads"=>1, "page_views"=>17, "likes"=>0}, "figshare_url"=>"https://figshare.com/articles/_Eugenol_inhibits_intestinal_smooth_muscle_contraction_/301409", "title"=>"Eugenol inhibits intestinal smooth muscle contraction.", "pos_in_sequence"=>0, "defined_type"=>1, "published_date"=>"2012-05-30 00:23:29"}
  • {"files"=>["https://ndownloader.figshare.com/files/630829"], "description"=>"<p>A. CFTR Cl<sup>−</sup> current was measured in FRT cells expressing wild type CFTR-expressing in the presence of a transepithelial Cl<sup>−</sup> gradient and after basolateral membrane permeabilization. CFTR Cl<sup>−</sup> current was stimulated by forskolin (20 µM), followed by eugenol addition. CFTR Cl<sup>−</sup> current was completely inhibited by CFTR<sub>inh</sub>-172 (10 µM). B. Investigation of possible synergy/competition of eugenol with T16A<sub>inh</sub>-A01. T16A<sub>inh</sub>-A01 (1 µM) was added to inhibit TMEM16A Cl<sup>−</sup> current by ∼50% followed by indicated concentrations of eugenol. C. Eugenol concentration inhibition data from measurements in B (mean ± S.E., n=3–4).</p>", "links"=>[], "tags"=>["selectivity"], "article_id"=>301320, "categories"=>["Physiology", "Molecular Biology"], "users"=>["Zhen Yao", "Wan Namkung", "Eun A. Ko", "Jinhong Park", "Lukmanee Tradtrantip", "A. S. Verkman"], "doi"=>"https://dx.doi.org/10.1371/journal.pone.0038030.g005", "stats"=>{"downloads"=>1, "page_views"=>18, "likes"=>0}, "figshare_url"=>"https://figshare.com/articles/_Eugenol_selectivity_and_binding_/301320", "title"=>"Eugenol selectivity and binding.", "pos_in_sequence"=>0, "defined_type"=>1, "published_date"=>"2012-05-30 00:22:00"}
  • {"files"=>["https://ndownloader.figshare.com/files/326468"], "description"=>"<div><p>The Ca<sup>2+</sup>-activated Cl<sup>−</sup> channel TMEM16A is involved in epithelial fluid secretion, smooth muscle contraction and neurosensory signaling. We identified a Thai herbal antidiarrheal formulation that inhibited TMEM16A Cl<sup>−</sup> conductance. C18-reversed-phase HPLC fractionation of the herbal formulation revealed >98% of TMEM16A inhibition activity in one out of approximately 20 distinct peaks. The purified, active compound was identified as eugenol (4-allyl-2-methoxyphenol), the major component of clove oil. Eugenol fully inhibited TMEM16A Cl<sup>−</sup> conductance with single-site IC<sub>50</sub>∼150 µM. Eugenol inhibition of TMEM16A in interstitial cells of Cajal produced strong inhibition of intestinal contraction in mouse ileal segments. TMEM16A Cl<sup>−</sup> channel inhibition adds to the list of eugenol molecular targets and may account for some of its biological activities.</p> </div>", "links"=>[], "tags"=>["fractionation", "herbal", "antidiarrheal", "reveals", "eugenol", "inhibitor", "tmem16a"], "article_id"=>124442, "categories"=>["Physiology", "Molecular Biology"], "users"=>["Zhen Yao", "Wan Namkung", "Eun A. Ko", "Jinhong Park", "Lukmanee Tradtrantip", "A. S. Verkman"], "doi"=>"https://dx.doi.org/10.1371/journal.pone.0038030", "stats"=>{"downloads"=>7, "page_views"=>9, "likes"=>0}, "figshare_url"=>"https://figshare.com/articles/Fractionation_of_a_Herbal_Antidiarrheal_Medicine_Reveals_Eugenol_as_an_Inhibitor_of_Ca_2_Activated_Cl_Channel_TMEM16A/124442", "title"=>"Fractionation of a Herbal Antidiarrheal Medicine Reveals Eugenol as an Inhibitor of Ca<sup>2+</sup>-Activated Cl<sup>−</sup> Channel TMEM16A", "pos_in_sequence"=>0, "defined_type"=>3, "published_date"=>"2012-05-30 01:14:02"}
  • {"files"=>["https://ndownloader.figshare.com/files/630555"], "description"=>"<p>A. HPLC of fraction 30, showing a single peak. B. High-resolution mass spectra of purified fraction 30. Inset: Structure of eugenol.</p>", "links"=>[], "tags"=>["purified"], "article_id"=>301047, "categories"=>["Physiology", "Molecular Biology"], "users"=>["Zhen Yao", "Wan Namkung", "Eun A. Ko", "Jinhong Park", "Lukmanee Tradtrantip", "A. S. Verkman"], "doi"=>"https://dx.doi.org/10.1371/journal.pone.0038030.g003", "stats"=>{"downloads"=>1, "page_views"=>10, "likes"=>0}, "figshare_url"=>"https://figshare.com/articles/_Identification_of_purified_active_fraction_as_eugenol_/301047", "title"=>"Identification of purified active fraction as eugenol.", "pos_in_sequence"=>0, "defined_type"=>1, "published_date"=>"2012-05-30 00:17:27"}
  • {"files"=>["https://ndownloader.figshare.com/files/630258"], "description"=>"<p>A. Thai herbal medicine for diarrhea. B. Short-circuit measurement in T84 cells. Representative current trace (dark curve) shows inhibition of ATP (100 µM)-stimulated native CaCC Cl<sup>−</sup> current by the Thai herbal formulation. Current in the control study (gray curve) without the herbal formulation was inhibited with 100 µM tannic acid. C. Current measurement in TMEM16A-transfected FRT cells shows inhibition of E<sub>act</sub> (10 µM, a TMEM16A activator)-stimulated TMEM16A Cl<sup>−</sup> current by the Thai herbal formulation (dark curve). Control study (gray curve) without the herbal formulation shows that 10 µM T16A<sub>inh</sub>-A01 (TMEM16A-selective inhibitor) totally inhibited the current.</p>", "links"=>[], "tags"=>["channels", "thai", "herbal"], "article_id"=>300748, "categories"=>["Physiology", "Molecular Biology"], "users"=>["Zhen Yao", "Wan Namkung", "Eun A. Ko", "Jinhong Park", "Lukmanee Tradtrantip", "A. S. Verkman"], "doi"=>"https://dx.doi.org/10.1371/journal.pone.0038030.g001", "stats"=>{"downloads"=>0, "page_views"=>6, "likes"=>0}, "figshare_url"=>"https://figshare.com/articles/_Inhibition_of_Ca_2_activated_Cl_8722_channels_by_a_Thai_herbal_formulation_/300748", "title"=>"Inhibition of Ca<sup>2+</sup>-activated Cl<sup>−</sup> channels by a Thai herbal formulation.", "pos_in_sequence"=>0, "defined_type"=>1, "published_date"=>"2012-05-30 00:12:28"}
  • {"files"=>["https://ndownloader.figshare.com/files/630656"], "description"=>"<p>A. Short-circuit current measured in TMEM16A-expressing FRT cells in the presence of a transepithelial Cl<sup>−</sup> gradient. Indicated concentrations of eugenol were added 10 min prior to TMEM16A activation by 1 µM ionomycin. B. Short-circuit current measured after TMEM16A activation by 10 µM E<sub>act</sub>, followed by indicated concentrations of eugenol. C. Eugenol concentration inhibition data from measurements in B (mean ± S.E., n=4). D. Eugenol does not inhibit cytoplasmic Ca<sup>2+</sup> elevation in response to ATP as shown by Fluo-4 fluorescence. Cells were incubated with eugenol for 10 min prior to measurements. E. Whole-cell TMEM16A current recorded at a holding potential of 0 mV, and pulsing to voltages between ± 80 mV (in steps of 20 mV) in the absence and presence of 150 µM eugenol (left). TMEM16A was activated by 5 µM E<sub>act</sub>. Current/voltage (I/V) plot of mean currents at the middle of each voltage pulse (center). Summary of current density data measured at +80 mV (right, mean ± S.E., n=5).</p>", "links"=>[], "tags"=>["inhibition"], "article_id"=>301150, "categories"=>["Physiology", "Molecular Biology"], "users"=>["Zhen Yao", "Wan Namkung", "Eun A. Ko", "Jinhong Park", "Lukmanee Tradtrantip", "A. S. Verkman"], "doi"=>"https://dx.doi.org/10.1371/journal.pone.0038030.g004", "stats"=>{"downloads"=>0, "page_views"=>10, "likes"=>0}, "figshare_url"=>"https://figshare.com/articles/_TMEM16A_inhibition_by_eugenol_/301150", "title"=>"TMEM16A inhibition by eugenol.", "pos_in_sequence"=>0, "defined_type"=>1, "published_date"=>"2012-05-30 00:19:10"}

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Relative Metric

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