{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,17]],"date-time":"2026-08-17T14:31:08Z","timestamp":1786977068576,"version":"build-2736575974"},"reference-count":51,"publisher":"Wiley","issue":"5","license":[{"start":{"date-parts":[[2018,4,12]],"date-time":"2018-04-12T00:00:00Z","timestamp":1523491200000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"name":"University Grant Commission","award":["41-1378\/2012"],"award-info":[{"award-number":["41-1378\/2012"]}]}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Archiv der Pharmazie"],"published-print":{"date-parts":[[2018,5]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:sec>\n                    <jats:label\/>\n                    <jats:p>\n                      Mast cell degranulation plays a momentous role in myriad diseases like asthma, eczema, allergic rhinitis, and conjunctivitis as well as anaphylactic shock; hence, there is an unmet need for developing new mast cells stabilizers. The reported mast cell stabilizers have a heterocyclic moiety and an acidic group. Furthermore, the role of tryptophan in suppression of mast cell activation is established. Hence, we prepared constrained analogs of tryptophan, which are derivatives of 2,3,4,9\u2010tetrahydrospiro\u2010\u03b2\u2010carboline\u20103\u2010carboxylic acid, and evaluated them for\n                      <jats:italic>ex vivo<\/jats:italic>\n                      inhibition of compound 48\/80\u2010induced mast degranulation activity. By comparing IC\n                      <jats:sub>50<\/jats:sub>\n                      (\u03bcM) values with that of the standard drug sodium cromoglycate (IC\n                      <jats:sub>50<\/jats:sub>\n                      \u2009=\u20090.489\u2009\u00b1\u20090.003\u2009\u03bcM), compounds with bulky groups like heptyl (compound\n                      <jats:bold>9<\/jats:bold>\n                      ; IC\n                      <jats:sub>50<\/jats:sub>\n                      \u2009=\u20090.389\u2009\u00b1\u20090.015\u2009\u03bcM) and octyl (compound\n                      <jats:bold>10<\/jats:bold>\n                      ; IC\n                      <jats:sub>50<\/jats:sub>\n                      \u2009=\u20090.354\u2009\u00b1\u20090.023\u2009\u03bcM) were found to be of similar potency as sodium cromoglycate. Furthermore, the polar group\u2010containing compounds like the chloropropyl (compound\n                      <jats:bold>16<\/jats:bold>\n                      ; IC\n                      <jats:sub>50<\/jats:sub>\n                      \u2009=\u20090.382\u2009\u00b1\u20090.083\u2009\u03bcM) and benzoyl derivative (compound\n                      <jats:bold>14<\/jats:bold>\n                      ; IC\n                      <jats:sub>50<\/jats:sub>\n                      \u2009=\u200900.469\u2009\u00b1\u20090.032\u2009\u03bcM) were also found to be of similar potency as sodium cromoglycate. This is a seminal study of spiro\u2010\u03b2\u2010carboline mast cell stabilization having a wider scope in mast cell research; yet, the mechanism of action remains elusive.\n                    <\/jats:p>\n                  <\/jats:sec>","DOI":"10.1002\/ardp.201800019","type":"journal-article","created":{"date-parts":[[2018,4,12]],"date-time":"2018-04-12T04:45:44Z","timestamp":1523508344000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":2,"title":["Design, synthesis, and biological evaluation of 2\u2010substituted\u20102,3,4,9\u2010tetrahydrospiro\u2010\u03b2\u2010carboline\u20103\u2010carboxylic acid derivatives as first\u2010in\u2010class mast cell stabilizers"],"prefix":"10.1002","volume":"351","author":[{"given":"Jatinder","family":"Singh","sequence":"first","affiliation":[{"name":"Department of Pharmaceutical Sciences and Drug Research Punjabi University Patiala India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ramanpreet","family":"Shah","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Sciences and Drug Research Punjabi University Patiala India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7507-7692","authenticated-orcid":false,"given":"Dhandeep","family":"Singh","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Sciences and Drug Research Punjabi University Patiala India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Amteshwar S.","family":"Jaggi","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Sciences and Drug Research Punjabi University Patiala India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Nirmal","family":"Singh","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Sciences and Drug Research Punjabi University Patiala India"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2018,4,12]]},"reference":[{"key":"e_1_2_8_2_1","doi-asserted-by":"publisher","DOI":"10.1111\/j.0906-6705.2003.0109a.x"},{"key":"e_1_2_8_3_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.intimp.2016.09.019"},{"key":"e_1_2_8_4_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.pupt.2016.09.010"},{"key":"e_1_2_8_5_1","doi-asserted-by":"publisher","DOI":"10.1111\/bph.12138"},{"key":"e_1_2_8_6_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejphar.2015.05.071"},{"key":"e_1_2_8_7_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.jaci.2005.01.063"},{"key":"e_1_2_8_8_1","doi-asserted-by":"publisher","DOI":"10.1378\/chest.87.1.68S"},{"key":"e_1_2_8_9_1","doi-asserted-by":"publisher","DOI":"10.2174\/092986707779940998"},{"key":"e_1_2_8_10_1","doi-asserted-by":"publisher","DOI":"10.1039\/C5NP00121H"},{"key":"e_1_2_8_10_2","doi-asserted-by":"publisher","DOI":"10.1039\/C5NP00032G"},{"key":"e_1_2_8_10_3","doi-asserted-by":"publisher","DOI":"10.1039\/C3NP70111E"},{"key":"e_1_2_8_10_4","doi-asserted-by":"publisher","DOI":"10.1039\/c3np20118j"},{"key":"e_1_2_8_10_5","doi-asserted-by":"publisher","DOI":"10.1039\/c005345g"},{"key":"e_1_2_8_10_6","doi-asserted-by":"publisher","DOI":"10.1021\/np9001477"},{"key":"e_1_2_8_10_7","doi-asserted-by":"publisher","DOI":"10.1016\/j.trstmh.2007.10.002"},{"key":"e_1_2_8_11_1","doi-asserted-by":"publisher","DOI":"10.1021\/np040080a"},{"key":"e_1_2_8_12_1","doi-asserted-by":"publisher","DOI":"10.1124\/jpet.105.097584"},{"key":"e_1_2_8_13_1","unstructured":"H.Rommelspacher inventor; Audiocure Pharma Gmbh assignee. 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