{"id":"https://openalex.org/W2003251665","doi":"https://doi.org/10.1021/jo901342w","title":"A Versatile Access to Calystegine Analogues as Potential Glycosidases Inhibitors","display_name":"A Versatile Access to Calystegine Analogues as Potential Glycosidases Inhibitors","publication_year":2009,"publication_date":"2009-07-21","ids":{"openalex":"https://openalex.org/W2003251665","doi":"https://doi.org/10.1021/jo901342w","mag":"2003251665","pmid":"https://pubmed.ncbi.nlm.nih.gov/19621913"},"language":"en","primary_location":{"id":"doi:10.1021/jo901342w","doi":"https://doi.org/10.1021/jo901342w","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jo901342w","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","is_traditional":true,"indexed_in":["crossref","pubmed"],"open_access":{"is_oa":false,"oa_status":"closed","oa_url":null,"any_repository_has_fulltext":false},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5085395606","display_name":"Krishna P. Kaliappan","orcid":"https://orcid.org/0000-0002-0882-7155","observed_orcids":["https://orcid.org/0000-0002-0882-7155"]},"institutions":[{"id":"https://openalex.org/I162827531","display_name":"Indian Institute of Technology Bombay","ror":"https://ror.org/02qyf5152","country_code":"IN","type":"education","lineage":["https://openalex.org/I162827531"]}],"countries":["IN"],"is_corresponding":true,"raw_author_name":"Krishna P. Kaliappan","raw_affiliation_strings":["Department of Chemistry, Indian Institute of Technology Bombay, Mumbai 400 076, India. kpk@chem.iitb.ac.in","Department of Chemistry, Indian Institute of Technology Bombay, Mumbai-400 076, India"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Indian Institute of Technology Bombay, Mumbai 400 076, India. kpk@chem.iitb.ac.in","institution_ids":["https://openalex.org/I162827531"]},{"raw_affiliation_string":"Department of Chemistry, Indian Institute of Technology Bombay, Mumbai-400 076, India","institution_ids":["https://openalex.org/I162827531"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5088118242","display_name":"Prasanta Das","orcid":"https://orcid.org/0000-0003-0084-7757","observed_orcids":["https://orcid.org/0000-0003-0084-7757","https://orcid.org/0000-0003-1488-2991"]},"institutions":[{"id":"https://openalex.org/I162827531","display_name":"Indian Institute of Technology Bombay","ror":"https://ror.org/02qyf5152","country_code":"IN","type":"education","lineage":["https://openalex.org/I162827531"]}],"countries":["IN"],"is_corresponding":false,"raw_author_name":"Prasanta Das","raw_affiliation_strings":["Department of Chemistry, Indian Institute of Technology Bombay, Mumbai 400 076, India"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Indian Institute of Technology Bombay, Mumbai 400 076, India","institution_ids":["https://openalex.org/I162827531"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5018149357","display_name":"Sanjay T. Chavan","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I878213199","display_name":"Savitribai Phule Pune University","ror":"https://ror.org/044g6d731","country_code":"IN","type":"education","lineage":["https://openalex.org/I878213199"]}],"countries":["IN"],"is_corresponding":false,"raw_author_name":"Sanjay T. Chavan","raw_affiliation_strings":["Department of Chemistry, University of Pune, Pune 411 007, India"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, University of Pune, Pune 411 007, India","institution_ids":["https://openalex.org/I878213199"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5084432922","display_name":"Sushma G. Sabharwal","orcid":"https://orcid.org/0009-0000-1603-1299","observed_orcids":["https://orcid.org/0009-0000-1603-1299"]},"institutions":[{"id":"https://openalex.org/I878213199","display_name":"Savitribai Phule Pune University","ror":"https://ror.org/044g6d731","country_code":"IN","type":"education","lineage":["https://openalex.org/I878213199"]}],"countries":["IN"],"is_corresponding":false,"raw_author_name":"Sushma G. Sabharwal","raw_affiliation_strings":["Department of Chemistry, University of Pune, Pune 411 007, India"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, University of Pune, Pune 411 007, India","institution_ids":["https://openalex.org/I878213199"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":2,"corresponding_author_ids":["https://openalex.org/A5085395606"],"corresponding_institution_ids":["https://openalex.org/I162827531"],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":2.8651,"has_fulltext":false,"cited_by_count":52,"citation_normalized_percentile":{"value":0.89855545,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":88,"max":99},"biblio":{"volume":"74","issue":"16","first_page":"6266","last_page":"6274"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10835","display_name":"Carbohydrate Chemistry and Synthesis","score":0.9922000169754028,"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"}},"topics":[{"id":"https://openalex.org/T10835","display_name":"Carbohydrate Chemistry and Synthesis","score":0.9922000169754028,"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/T11549","display_name":"Synthetic Organic Chemistry Methods","score":0.00139999995008111,"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/T13859","display_name":"Organic Chemistry Synthesis Methods","score":0.0012000000569969416,"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"}}],"keywords":[{"id":"https://openalex.org/keywords/glycosidase-inhibitors","display_name":"glycosidase inhibitors","score":0.8899999856948853},{"id":"https://openalex.org/keywords/8-azabicyclo-3-2-1-octane","display_name":"8-azabicyclo[3.2.1]octane","score":0.9580000042915344},{"id":"https://openalex.org/keywords/ring-closing-metathesis","display_name":"ring-closing metathesis","score":0.9039999842643738},{"id":"https://openalex.org/keywords/grignard-reagents","display_name":"Grignard reagents","score":0.8339999914169312},{"id":"https://openalex.org/keywords/stereoselective-nucleophilic-addition","display_name":"stereoselective nucleophilic addition","score":0.9010000228881836},{"id":"https://openalex.org/keywords/alpha-mannosidase-inhibition","display_name":"alpha-mannosidase inhibition","score":0.8939999938011169},{"id":"https://openalex.org/keywords/non-competitive-inhibition","display_name":"non-competitive inhibition","score":0.6990000009536743}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9689875841140747},{"id":"https://openalex.org/C21951064","wikidata":"https://www.wikidata.org/wiki/Q899212","display_name":"Combinatorial chemistry","level":1,"score":0.5126137137413025},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.3678147792816162}],"mesh":[{"descriptor_ui":"D004791","descriptor_name":"Enzyme Inhibitors","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":false},{"descriptor_ui":"D004791","descriptor_name":"Enzyme Inhibitors","qualifier_ui":"Q000494","qualifier_name":"pharmacology","is_major_topic":true},{"descriptor_ui":"D004791","descriptor_name":"Enzyme Inhibitors","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D005959","descriptor_name":"Glucosidases","qualifier_ui":"Q000037","qualifier_name":"antagonists & inhibitors","is_major_topic":false},{"descriptor_ui":"D005962","descriptor_name":"Glucosylceramidase","qualifier_ui":"Q000037","qualifier_name":"antagonists & inhibitors","is_major_topic":false},{"descriptor_ui":"D006026","descriptor_name":"Glycoside Hydrolases","qualifier_ui":"Q000037","qualifier_name":"antagonists & inhibitors","is_major_topic":true},{"descriptor_ui":"D009662","descriptor_name":"Nortropanes","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":false},{"descriptor_ui":"D009662","descriptor_name":"Nortropanes","qualifier_ui":"Q000494","qualifier_name":"pharmacology","is_major_topic":true},{"descriptor_ui":"D009662","descriptor_name":"Nortropanes","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D020128","descriptor_name":"Inhibitory Concentration 50","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false}],"locations_count":3,"locations":[{"id":"doi:10.1021/jo901342w","doi":"https://doi.org/10.1021/jo901342w","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jo901342w","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:19621913","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/19621913","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:dsapce.library.iitb.ac.in:10054/3698","doi":null,"is_oa":false,"landing_page_url":"http://dspace.library.iitb.ac.in/xmlui/handle/10054/3698","pdf_url":null,"source":{"id":"https://openalex.org/S4306400899","display_name":"DSpace (IIT Bombay)","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I162827531","host_organization_name":"Indian Institute of Technology Bombay","host_organization_lineage":["https://openalex.org/I162827531"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":"","raw_type":"Article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":0,"referenced_works":[],"related_works":["https://openalex.org/W2012545739","https://openalex.org/W1999259520","https://openalex.org/W2950567063","https://openalex.org/W2143120660","https://openalex.org/W2950118785","https://openalex.org/W2118331691","https://openalex.org/W2092461719","https://openalex.org/W2951450623","https://openalex.org/W2950456636","https://openalex.org/W2073663746"],"abstract_inverted_index":{"An":[0],"efficient":[1],"metathetic":[2],"strategy":[3,26],"and":[4,66,85,93,102,110],"nitrone":[5,33],"chemistry":[6],"have":[7,68],"been":[8,69],"suitably":[9],"tethered":[10],"to":[11,34,45,58,75],"construct":[12],"8-azabicyclo[3.2.1]octanes":[13],"as":[14,72],"versatile":[15],"precursors":[16,74],"for":[17],"the":[18,29],"synthesis":[19],"of":[20,31,41,49],"several":[21],"calystegine":[22,78],"analogues.":[23],"This":[24],"synthetic":[25],"relies":[27],"on":[28],"ability":[30],"mannose-derived":[32],"undergo":[35,54],"a":[36],"highly":[37],"stereoselective":[38],"nucleophilic":[39],"addition":[40],"various":[42],"Grignard":[43],"reagents":[44],"access":[46],"syn":[47],"orientation":[48],"alkenes,":[50],"which":[51],"then":[52],"smoothly":[53],"ring-closing":[55],"metathesis":[56],"(RCM)":[57],"provide":[59],"this":[60],"framework.":[61],"These":[62],"RCM":[63],"products":[64],"18":[65],"20":[67],"successfully":[70],"used":[71],"advance":[73],"synthesize":[76],"many":[77],"analogues":[79],"(27,":[80],"36,":[81],"38,":[82],"40,":[83],"43,":[84],"44)":[86],"either":[87],"by":[88,91,95],"syn-dihydroxylation":[89],"or":[90],"hydrogenation":[92],"followed":[94],"global":[96],"deprotection.":[97],"Interestingly,":[98],"both":[99],"compounds":[100],"36":[101],"40":[103],"exhibited":[104],"significant":[105],"noncompetitive":[106],"inhibition":[107],"against":[108],"alpha-mannosidase":[109],"N-acetyl-beta-D-glucosaminidase.":[111]},"counts_by_year":[{"year":2025,"cited_by_count":1},{"year":2024,"cited_by_count":1},{"year":2023,"cited_by_count":1},{"year":2022,"cited_by_count":3},{"year":2020,"cited_by_count":3},{"year":2019,"cited_by_count":3},{"year":2018,"cited_by_count":1},{"year":2017,"cited_by_count":4},{"year":2016,"cited_by_count":4},{"year":2015,"cited_by_count":1},{"year":2014,"cited_by_count":4},{"year":2013,"cited_by_count":7},{"year":2012,"cited_by_count":2}],"updated_date":"2026-11-10T11:39:43.021295","created_date":"2016-06-24T00:00:00"}