{"id":"https://openalex.org/W2076690690","doi":"https://doi.org/10.1021/jo201361s","title":"Selective Molecular Sequestration with Concurrent Natural Product Functionalization and Derivatization: From Crude Natural Product Extracts to a Single Natural Product Derivative in One Step","display_name":"Selective Molecular Sequestration with Concurrent Natural Product Functionalization and Derivatization: From Crude Natural Product Extracts to a Single Natural Product Derivative in One Step","publication_year":2011,"publication_date":"2011-11-07","ids":{"openalex":"https://openalex.org/W2076690690","doi":"https://doi.org/10.1021/jo201361s","mag":"2076690690","pmid":"https://pubmed.ncbi.nlm.nih.gov/22059469","pmcid":"https://www.ncbi.nlm.nih.gov/pmc/articles/3241990"},"language":"en","primary_location":{"id":"doi:10.1021/jo201361s","doi":"https://doi.org/10.1021/jo201361s","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jo201361s","pdf_url":null,"source":{"id":"https://openalex.org/S205050996","display_name":"The Journal of Organic Chemistry","issn_l":"0022-3263","issn":["0022-3263","1520-6904"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-2","ki-jl-2","medline","norway-2","poland-140","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"The Journal of Organic Chemistry","raw_type":"journal-article"},"volume":null,"type":"article","indexed_in":["crossref","pubmed"],"open_access":{"is_oa":true,"oa_status":"green","oa_url":"https://www.ncbi.nlm.nih.gov/pmc/articles/3241990","any_repository_has_fulltext":true},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5006798993","display_name":"Viktor Krch\u0148\u00e1k","orcid":"https://orcid.org/0000-0001-5688-4069","observed_orcids":["https://orcid.org/0000-0001-5688-4069"]},"institutions":[{"id":"https://openalex.org/I107639228","display_name":"University of Notre Dame","ror":"https://ror.org/00mkhxb43","country_code":"US","type":"education","lineage":["https://openalex.org/I107639228"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Viktor Krch\u0148\u00e1k","raw_affiliation_strings":["Department of Chemistry and Biochemistry, 251 Nieuwland\rScience Hall, University of Notre Dame,\rNotre Dame, Indiana 46556, United States","Department of Chemistry and Biochemistry, 251 Nieuwland#R#Science Hall, University of Notre Dame,#R#Notre Dame, Indiana 46556, United States"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry and Biochemistry, 251 Nieuwland\rScience Hall, University of Notre Dame,\rNotre Dame, Indiana 46556, United States","institution_ids":["https://openalex.org/I107639228"]},{"raw_affiliation_string":"Department of Chemistry and Biochemistry, 251 Nieuwland#R#Science Hall, University of Notre Dame,#R#Notre Dame, Indiana 46556, United States","institution_ids":["https://openalex.org/I107639228"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5074318077","display_name":"Jaroslav Zaj\u00ed\u010dek","orcid":"https://orcid.org/0000-0002-9398-1922","observed_orcids":["https://orcid.org/0000-0002-9398-1922"]},"institutions":[{"id":"https://openalex.org/I107639228","display_name":"University of Notre Dame","ror":"https://ror.org/00mkhxb43","country_code":"US","type":"education","lineage":["https://openalex.org/I107639228"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Jaroslav Zaj\u00ed\u010dek","raw_affiliation_strings":["Department of Chemistry and Biochemistry, 251 Nieuwland\rScience Hall, University of Notre Dame,\rNotre Dame, Indiana 46556, United States","Department of Chemistry and Biochemistry, 251 Nieuwland#R#Science Hall, University of Notre Dame,#R#Notre Dame, Indiana 46556, United States"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry and Biochemistry, 251 Nieuwland\rScience Hall, University of Notre Dame,\rNotre Dame, Indiana 46556, United States","institution_ids":["https://openalex.org/I107639228"]},{"raw_affiliation_string":"Department of Chemistry and Biochemistry, 251 Nieuwland#R#Science Hall, University of Notre Dame,#R#Notre Dame, Indiana 46556, United States","institution_ids":["https://openalex.org/I107639228"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5033572753","display_name":"Patricia A. Miller","orcid":"https://orcid.org/0000-0002-6679-8014","observed_orcids":["https://orcid.org/0000-0002-6679-8014"]},"institutions":[{"id":"https://openalex.org/I107639228","display_name":"University of Notre Dame","ror":"https://ror.org/00mkhxb43","country_code":"US","type":"education","lineage":["https://openalex.org/I107639228"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Patricia A. Miller","raw_affiliation_strings":["Department of Chemistry and Biochemistry, 251 Nieuwland\rScience Hall, University of Notre Dame,\rNotre Dame, Indiana 46556, United States","Department of Chemistry and Biochemistry, 251 Nieuwland#R#Science Hall, University of Notre Dame,#R#Notre Dame, Indiana 46556, United States"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry and Biochemistry, 251 Nieuwland\rScience Hall, University of Notre Dame,\rNotre Dame, Indiana 46556, United States","institution_ids":["https://openalex.org/I107639228"]},{"raw_affiliation_string":"Department of Chemistry and Biochemistry, 251 Nieuwland#R#Science Hall, University of Notre Dame,#R#Notre Dame, Indiana 46556, United States","institution_ids":["https://openalex.org/I107639228"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5091265699","display_name":"Marvin J. Miller","orcid":"https://orcid.org/0000-0002-3704-8214","observed_orcids":["https://orcid.org/0000-0002-3704-8214"]},"institutions":[{"id":"https://openalex.org/I107639228","display_name":"University of Notre Dame","ror":"https://ror.org/00mkhxb43","country_code":"US","type":"education","lineage":["https://openalex.org/I107639228"]}],"countries":["US"],"is_corresponding":true,"raw_author_name":"Marvin J. Miller","raw_affiliation_strings":["Department of Chemistry and Biochemistry, 251 Nieuwland\rScience Hall, University of Notre Dame,\rNotre Dame, Indiana 46556, United States","Department of Chemistry and Biochemistry, 251 Nieuwland#R#Science Hall, University of Notre Dame,#R#Notre Dame, Indiana 46556, United States"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry and Biochemistry, 251 Nieuwland\rScience Hall, University of Notre Dame,\rNotre Dame, Indiana 46556, United States","institution_ids":["https://openalex.org/I107639228"]},{"raw_affiliation_string":"Department of Chemistry and Biochemistry, 251 Nieuwland#R#Science Hall, University of Notre Dame,#R#Notre Dame, Indiana 46556, United States","institution_ids":["https://openalex.org/I107639228"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":["https://openalex.org/A5091265699"],"corresponding_institution_ids":["https://openalex.org/I107639228"],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":1.0377,"has_fulltext":false,"cited_by_count":18,"citation_normalized_percentile":{"value":0.74645058,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":88,"max":97},"biblio":{"volume":"76","issue":"24","first_page":"10249","last_page":"10253"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10911","display_name":"Chemical Synthesis and Analysis","score":0.3774000108242035,"subfield":{"id":"https://openalex.org/subfields/1312","display_name":"Molecular Biology"},"field":{"id":"https://openalex.org/fields/13","display_name":"Biochemistry, Genetics and Molecular Biology"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}},"topics":[{"id":"https://openalex.org/T10911","display_name":"Chemical Synthesis and Analysis","score":0.3774000108242035,"subfield":{"id":"https://openalex.org/subfields/1312","display_name":"Molecular Biology"},"field":{"id":"https://openalex.org/fields/13","display_name":"Biochemistry, Genetics and Molecular Biology"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}},{"id":"https://openalex.org/T13859","display_name":"Organic Chemistry Synthesis Methods","score":0.10610000044107437,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T13128","display_name":"Chromatography in Natural Products","score":0.10289999842643738,"subfield":{"id":"https://openalex.org/subfields/1602","display_name":"Analytical Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/beta-caryophyllene","display_name":"\u03b2-caryophyllene","score":0.8629999756813049},{"id":"https://openalex.org/keywords/ene-reaction","display_name":"ene reaction","score":0.7839999794960022},{"id":"https://openalex.org/keywords/chemo-and-regioselectivity","display_name":"chemo- and regioselectivity","score":0.8629999756813049},{"id":"https://openalex.org/keywords/natural-product-derivatization","display_name":"natural product derivatization","score":0.8019999861717224},{"id":"https://openalex.org/keywords/antibiotic-activity","display_name":"antibiotic activity","score":0.6679999828338623},{"id":"https://openalex.org/keywords/black-pepper","display_name":"black pepper","score":0.949999988079071},{"id":"https://openalex.org/keywords/syzygium-aromaticum","display_name":"Syzygium aromaticum","score":0.9980000257492065},{"id":"https://openalex.org/keywords/pimenta-dioica","display_name":"Pimenta dioica","score":0.9340000152587891}],"concepts":[{"id":"https://openalex.org/C2779396153","wikidata":"https://www.wikidata.org/wiki/Q901227","display_name":"Natural product","level":2,"score":0.8513409495353699},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.672237753868103},{"id":"https://openalex.org/C2776923573","wikidata":"https://www.wikidata.org/wiki/Q2294884","display_name":"Derivatization","level":3,"score":0.5133980512619019},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.4970543682575226},{"id":"https://openalex.org/C2775999725","wikidata":"https://www.wikidata.org/wiki/Q259997","display_name":"Hydroxylamine","level":2,"score":0.48790428042411804},{"id":"https://openalex.org/C2775932965","wikidata":"https://www.wikidata.org/wiki/Q57712202","display_name":"Nitroso","level":2,"score":0.42731037735939026},{"id":"https://openalex.org/C2778279090","wikidata":"https://www.wikidata.org/wiki/Q416800","display_name":"Carvone","level":4,"score":0.4178098142147064},{"id":"https://openalex.org/C43617362","wikidata":"https://www.wikidata.org/wiki/Q170050","display_name":"Chromatography","level":1,"score":0.31772351264953613},{"id":"https://openalex.org/C179998833","wikidata":"https://www.wikidata.org/wiki/Q381233","display_name":"High-performance liquid chromatography","level":2,"score":0.2154047191143036},{"id":"https://openalex.org/C2776134268","wikidata":"https://www.wikidata.org/wiki/Q278809","display_name":"Limonene","level":3,"score":0.09851700067520142},{"id":"https://openalex.org/C2777278459","wikidata":"https://www.wikidata.org/wiki/Q170885","display_name":"Essential oil","level":2,"score":0.07064181566238403}],"mesh":[{"descriptor_ui":"D000081223","descriptor_name":"Polycyclic Sesquiterpenes","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D000180","descriptor_name":"Acrylic Resins","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D000894","descriptor_name":"Anti-Inflammatory Agents, Non-Steroidal","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D002851","descriptor_name":"Chromatography, High Pressure Liquid","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D006898","descriptor_name":"Hydroxylamines","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D009603","descriptor_name":"Nitroso Compounds","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D009682","descriptor_name":"Magnetic Resonance Spectroscopy","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D010936","descriptor_name":"Plant Extracts","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D012639","descriptor_name":"Seeds","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D012717","descriptor_name":"Sesquiterpenes","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D015394","descriptor_name":"Molecular Structure","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D027841","descriptor_name":"Pimenta","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D027842","descriptor_name":"Syzygium","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D029222","descriptor_name":"Piper nigrum","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D045424","descriptor_name":"Complex Mixtures","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D053138","descriptor_name":"Cyclohexenes","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false}],"locations_count":4,"locations":[{"id":"doi:10.1021/jo201361s","doi":"https://doi.org/10.1021/jo201361s","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jo201361s","pdf_url":null,"source":{"id":"https://openalex.org/S205050996","display_name":"The Journal of Organic Chemistry","issn_l":"0022-3263","issn":["0022-3263","1520-6904"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-2","ki-jl-2","medline","norway-2","poland-140","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"The Journal of Organic Chemistry","raw_type":"journal-article"},{"id":"pmid:22059469","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/22059469","pdf_url":null,"source":{"id":"https://openalex.org/S4306525036","display_name":"PubMed","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I1299303238","host_organization_name":"National Institutes of Health","host_organization_lineage":["https://openalex.org/I1299303238"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"The Journal of organic chemistry","raw_type":"Journal Article"},{"id":"pmh:oai:europepmc.org:2521964","doi":null,"is_oa":true,"landing_page_url":"https://www.ncbi.nlm.nih.gov/pmc/articles/3241990","pdf_url":null,"source":{"id":"https://openalex.org/S4306400806","display_name":"Europe PMC (PubMed Central)","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I1303153112","host_organization_name":"European Bioinformatics Institute","host_organization_lineage":["https://openalex.org/I1303153112"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"acceptedVersion","is_accepted":true,"is_published":false,"raw_source_name":null,"raw_type":"Text"},{"id":"pmh:oai:pubmedcentral.nih.gov:3241990","doi":null,"is_oa":true,"landing_page_url":"https://www.ncbi.nlm.nih.gov/pmc/articles/3241990","pdf_url":null,"source":{"id":"https://openalex.org/S2764455111","display_name":"PubMed Central","issn_l":null,"issn":null,"is_oa":true,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I1299303238","host_organization_name":"National Institutes of Health","host_organization_lineage":["https://openalex.org/I1299303238"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"acceptedVersion","is_accepted":true,"is_published":false,"raw_source_name":"J Org Chem","raw_type":"Text"}],"best_oa_location":{"id":"pmh:oai:europepmc.org:2521964","doi":null,"is_oa":true,"landing_page_url":"https://www.ncbi.nlm.nih.gov/pmc/articles/3241990","pdf_url":null,"source":{"id":"https://openalex.org/S4306400806","display_name":"Europe PMC (PubMed Central)","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I1303153112","host_organization_name":"European Bioinformatics Institute","host_organization_lineage":["https://openalex.org/I1303153112"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"acceptedVersion","is_accepted":true,"is_published":false,"raw_source_name":null,"raw_type":"Text"},"sustainable_development_goals":[],"study_designs":[],"awards":[{"id":"https://openalex.org/G3596472261","display_name":null,"funder_award_id":"GM075855","funder_id":"https://openalex.org/F4320337354","funder_display_name":"National Institute of General Medical Sciences"},{"id":"https://openalex.org/G7922361852","display_name":"Derivatization/Functionalization of Natural Product(RMI)","funder_award_id":"R01GM075855","funder_id":"https://openalex.org/F4320337354","funder_display_name":"National Institute of General Medical Sciences"}],"funders":[{"id":"https://openalex.org/F4320310260","display_name":"University of Notre Dame","ror":"https://ror.org/00mkhxb43"},{"id":"https://openalex.org/F4320332161","display_name":"National Institutes of Health","ror":"https://ror.org/01cwqze88"},{"id":"https://openalex.org/F4320337354","display_name":"National Institute of General Medical Sciences","ror":"https://ror.org/04q48ey07"}],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":20,"referenced_works":["https://openalex.org/W1968691004","https://openalex.org/W1979652531","https://openalex.org/W1990085133","https://openalex.org/W1991428491","https://openalex.org/W1999594077","https://openalex.org/W2008650172","https://openalex.org/W2023352830","https://openalex.org/W2026687368","https://openalex.org/W2028445366","https://openalex.org/W2049984274","https://openalex.org/W2055569523","https://openalex.org/W2058147606","https://openalex.org/W2068726316","https://openalex.org/W2072874370","https://openalex.org/W2162331245","https://openalex.org/W2162333954","https://openalex.org/W2167698263","https://openalex.org/W2949977460","https://openalex.org/W4240487363","https://openalex.org/W4253395750"],"related_works":["https://openalex.org/W6889108911","https://openalex.org/W2594683682","https://openalex.org/W4248800847","https://openalex.org/W2165469031","https://openalex.org/W2282740408","https://openalex.org/W2951955735","https://openalex.org/W1535172433","https://openalex.org/W4306912950","https://openalex.org/W2949978267","https://openalex.org/W2033773898"],"abstract_inverted_index":{"A":[0],"resin-bound":[1],"nitroso":[2,37],"compound":[3],"sequestered":[4,40],"a":[5,33,41,46,80],"single":[6,42],"unexpected":[7],"component":[8],"from":[9,57],"crude":[10],"plant":[11],"seed":[12],"extracts.":[13],"Several":[14],"plants,":[15],"including":[16],"Piper":[17],"nigrum,":[18],"Eugenia":[19],"caryophyllata,":[20],"and":[21,48,60,67],"Pimenta":[22],"dioica,":[23],"were":[24],"extracted":[25],"with":[26],"organic":[27],"solvent":[28],"in":[29],"the":[30,58,64,75,88],"presence":[31],"of":[32,63,74],"nitroso-containing":[34],"resin.":[35],"The":[36,52],"resin":[38],"selectively":[39],"compound,":[43],"\u03b2-caryophyllene,":[44],"via":[45],"chemo-":[47],"regioselective":[49],"ene":[50,53,77],"reaction.":[51],"product":[54,78,92],"was":[55],"released":[56],"resin,":[59],"proper":[61],"selection":[62],"solid-phase":[65],"linker":[66],"cleavage":[68],"cocktail":[69],"allowed":[70],"concomitant":[71],"further":[72],"transformation":[73],"primary":[76],"to":[79],"novel":[81],"functionalized":[82],"polycycle.":[83],"Preliminary":[84],"studies":[85],"indicate":[86],"that":[87],"new":[89],"hydroxylamine-containing":[90],"natural":[91],"derivatives":[93],"have":[94],"antibiotic":[95],"activity.":[96]},"counts_by_year":[{"year":2026,"cited_by_count":1},{"year":2024,"cited_by_count":1},{"year":2021,"cited_by_count":1},{"year":2020,"cited_by_count":1},{"year":2018,"cited_by_count":2},{"year":2017,"cited_by_count":2},{"year":2015,"cited_by_count":2},{"year":2014,"cited_by_count":3},{"year":2013,"cited_by_count":1},{"year":2012,"cited_by_count":3}],"updated_date":"2026-10-31T12:09:11.096373","created_date":"2016-06-24T00:00:00"}
