Asperosin A, a [4+2] Diets-Alder cyctoaddition polyketide dimer from Aspergillus rugulosa with immunosuppressive activity
A novel homologous polyketide dimer, asperosin A (1), constructed with a unique hetero-bicycle 6/5 ring system featuring four continuous quaternary carbons, was isolated from a solid culture of the fungus Aspergillus rugulosa. The structure of 1 was elucidated by extensive 400 MHz and 600 MHz nuclea...
Saved in:
| Published in | ORGANIC CHEMISTRY FRONTIERS Vol. 9; no. 9; pp. 2477 - 2485 |
|---|---|
| Main Authors | , , , , , , , , , , , , , |
| Format | Journal Article |
| Language | English |
| Published |
CAMBRIDGE
Royal Soc Chemistry
03.05.2022
|
| Subjects | |
| Online Access | Get more information |
| ISSN | 2052-4129 |
| DOI | 10.1039/d1qo01767e |
Cover
Loading…
| Abstract | A novel homologous polyketide dimer, asperosin A (1), constructed with a unique hetero-bicycle 6/5 ring system featuring four continuous quaternary carbons, was isolated from a solid culture of the fungus Aspergillus rugulosa. The structure of 1 was elucidated by extensive 400 MHz and 600 MHz nuclear magnetic resonance (NMR) spectroscopy analysis, electronic circular dichroism (ECD) calculations, DP4(+) probability analysis, and a detailed discussion of its biosynthetic origin. Biogenetically, compound 1 was constructed from two identical original polyketides via the intermolecular [4 + 2] Diels-Alder cyclo-addition reaction. It is notable that compound 1 displayed remarkable immunosuppressive activity in murine splenocytes and human T cells stimulated by anti-CD3/anti-CD28 monoclonal antibodies. |
|---|---|
| AbstractList | A novel homologous polyketide dimer, asperosin A (1), constructed with a unique hetero-bicycle 6/5 ring system featuring four continuous quaternary carbons, was isolated from a solid culture of the fungus Aspergillus rugulosa. The structure of 1 was elucidated by extensive 400 MHz and 600 MHz nuclear magnetic resonance (NMR) spectroscopy analysis, electronic circular dichroism (ECD) calculations, DP4(+) probability analysis, and a detailed discussion of its biosynthetic origin. Biogenetically, compound 1 was constructed from two identical original polyketides via the intermolecular [4 + 2] Diels-Alder cyclo-addition reaction. It is notable that compound 1 displayed remarkable immunosuppressive activity in murine splenocytes and human T cells stimulated by anti-CD3/anti-CD28 monoclonal antibodies. |
| Author | Xu, Qianqian Xu, Qiaoxin Qiao, Yuben Ye, Ying Zhang, Zijun Zhu, Hucheng Tao, Li Lu, Yuanyuan Chen, Chunmei Qi, Changxing Chen, Gang Liu, Junjun Zhang, Yonghui Tan, Xiaosheng |
| Author_xml | – sequence: 1 givenname: Yuben orcidid: 0000-0002-8881-1232 surname: Qiao fullname: Qiao, Yuben organization: Huazhong Univ Sci & Technol, Tongji Med Coll, Sch Pharm, Hubei Key Lab Nat Med Chem & Resource Evaluat, Wuhan 430030, Peoples R China – sequence: 2 givenname: Xiaosheng orcidid: 0000-0001-9920-1555 surname: Tan fullname: Tan, Xiaosheng organization: Minist Educ, Key Lab Organ Transplantat, Wuhan, Peoples R China – sequence: 3 givenname: Qianqian surname: Xu fullname: Xu, Qianqian organization: Huazhong Univ Sci & Technol, Tongji Med Coll, Sch Pharm, Hubei Key Lab Nat Med Chem & Resource Evaluat, Wuhan 430030, Peoples R China – sequence: 4 givenname: Zijun surname: Zhang fullname: Zhang, Zijun organization: Huazhong Univ Sci & Technol, Tongji Med Coll, Sch Pharm, Hubei Key Lab Nat Med Chem & Resource Evaluat, Wuhan 430030, Peoples R China – sequence: 5 givenname: Qiaoxin surname: Xu fullname: Xu, Qiaoxin organization: Huazhong Univ Sci & Technol, Tongji Med Coll, Sch Pharm, Hubei Key Lab Nat Med Chem & Resource Evaluat, Wuhan 430030, Peoples R China – sequence: 6 givenname: Li surname: Tao fullname: Tao, Li organization: Ezhou Cent Hosp, Ezhou 436000, Peoples R China – sequence: 7 givenname: Junjun surname: Liu fullname: Liu, Junjun organization: Huazhong Univ Sci & Technol, Tongji Med Coll, Sch Pharm, Hubei Key Lab Nat Med Chem & Resource Evaluat, Wuhan 430030, Peoples R China – sequence: 8 givenname: Hucheng surname: Zhu fullname: Zhu, Hucheng organization: Huazhong Univ Sci & Technol, Tongji Med Coll, Sch Pharm, Hubei Key Lab Nat Med Chem & Resource Evaluat, Wuhan 430030, Peoples R China – sequence: 9 givenname: Chunmei surname: Chen fullname: Chen, Chunmei organization: Huazhong Univ Sci & Technol, Tongji Med Coll, Sch Pharm, Hubei Key Lab Nat Med Chem & Resource Evaluat, Wuhan 430030, Peoples R China – sequence: 10 givenname: Ying surname: Ye fullname: Ye, Ying organization: Huazhong Univ Sci & Technol, Tongji Med Coll, Sch Pharm, Hubei Key Lab Nat Med Chem & Resource Evaluat, Wuhan 430030, Peoples R China – sequence: 11 givenname: Yuanyuan surname: Lu fullname: Lu, Yuanyuan organization: Huazhong Univ Sci & Technol, Maternal & Child Hlth Hosp Hubei Prov, Tongji Med Coll, Wuhan, Peoples R China – sequence: 12 givenname: Gang surname: Chen fullname: Chen, Gang email: gchen@tjh.tjmu.edu.cn organization: Minist Educ, Key Lab Organ Transplantat, Wuhan, Peoples R China – sequence: 13 givenname: Changxing surname: Qi fullname: Qi, Changxing email: qichangxing@hust.edu.cn organization: Huazhong Univ Sci & Technol, Tongji Med Coll, Sch Pharm, Hubei Key Lab Nat Med Chem & Resource Evaluat, Wuhan 430030, Peoples R China – sequence: 14 givenname: Yonghui surname: Zhang fullname: Zhang, Yonghui email: zhangyh@mails.tjmu.edu.cn organization: Huazhong Univ Sci & Technol, Tongji Med Coll, Sch Pharm, Hubei Key Lab Nat Med Chem & Resource Evaluat, Wuhan 430030, Peoples R China |
| BookMark | eNqVj01OwzAUhL0oEgW64QRvXwK2m59mGQVQD8AOocqNX8oTjh380yq3JyAOAKsZaT7NaK7YwjqLjN0Kfi_4pn7Q4tNxUZUVLthS8kJmuZD1JVuFQAdebIuqEDVfsqkJI3oXyEJzBwpe87V8g0fCGLLGaPTQTV10SmuK5CyMzkwfGEkjaBrmuPdugJ-SIxmTAvh0TMYFBWeK70DDkKwLaRw9ztMnBNVFOlGcbthFr0zA1a9es_Xz00u7y854cH3oCG2H-9HToPy055xX1abMy3x2XMj_0tu_0y1F9f21dclG-QU3ZGwO |
| Cites_doi | 10.1021/acs.joc.5b02396 10.1039/d1np00030f 10.1039/c8qo00070k 10.1021/acs.jnatprod.5b00814 10.1002/anie.200806121 10.1021/acs.jnatprod.9b00188 10.1038/nrmicro2465 10.1021/acs.joc.9b02886 10.1039/d0np00069h 10.1021/acs.orglett.8b03553 10.1002/ejoc.201200207 10.1021/np500757w 10.1021/acs.joc.1c00319 10.1021/acs.orglett.6b02297 10.1039/c6sc02464e 10.1021/acs.chemrev.6b00502 10.1021/acs.orglett.9b03270 10.1021/ol402472q 10.1021/acs.joc.8b00338 10.1021/ja307220z 10.1002/chir.20733 10.1021/acs.orglett.0c02641 10.1021/ol5032602 10.1039/c4np00016a 10.3389/fphar.2021.700573 10.1002/anie.201701125 10.1021/acs.jnatprod.0c00758 10.1021/jacs.0c02337 |
| ContentType | Journal Article |
| DBID | 17B 1KM AHQBO BLEPL DTL EGQ |
| DOI | 10.1039/d1qo01767e |
| DatabaseName | Web of Knowledge Index Chemicus Web of Science - Science Citation Index Expanded - 2022 Web of Science Core Collection Science Citation Index Expanded Web of Science Primary (SCIE, SSCI & AHCI) |
| DatabaseTitle | Web of Science |
| DatabaseTitleList | Web of Science |
| Database_xml | – sequence: 1 dbid: 1KM name: Index Chemicus url: https://proxy.k.utb.cz/login?url=https://www.webofscience.com/wos/woscc/search-with-editions?editions=WOS.IC sourceTypes: Index Database Enrichment Source |
| DeliveryMethod | no_fulltext_linktorsrc |
| Discipline | Chemistry |
| EndPage | 2485 |
| ExternalDocumentID | 000773646400001 |
| GrantInformation_xml | – fundername: Hubei Province Postdoctoral Innovation Research Fund – fundername: Integrated Innovative Team for Major Human Diseases Program of Tongji Medical College (HUST) – fundername: China Postdoctoral Science Foundation grantid: 2021M701328 – fundername: National Science and Technology Project of China grantid: 2018ZX09201001-001-003 – fundername: Innovative Research Groups of the National Natural Science Foundation of China; National Natural Science Foundation of China (NSFC) grantid: 81721005 – fundername: Program for Changjiang Scholars of Ministry of Education of the People's Republic of China grantid: T2016088 – fundername: National Natural Science Foundation for Distinguished Young Scholars; National Natural Science Foundation of China (NSFC); National Science Fund for Distinguished Young Scholars grantid: 81725021 – fundername: Academic Frontier Youth Team of HUST grantid: 2017QYTD19 |
| GroupedDBID | 17B 1KM BLEPL DTL GROUPED_WOS_SCIENCE_CITATION_INDEX_EXPANDED GROUPED_WOS_WEB_OF_SCIENCE |
| ID | FETCH-webofscience_primary_0007736464000012 |
| ISICitedReferencesCount | 11 |
| ISICitedReferencesURI | https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=CitingArticles&UT=000773646400001 |
| ISSN | 2052-4129 |
| IngestDate | Sat Sep 06 04:55:29 EDT 2025 Fri May 30 08:09:15 EDT 2025 |
| IsPeerReviewed | true |
| IsScholarly | true |
| Issue | 9 |
| Keywords | ASPERTETRONIN ACID |
| Language | English |
| LinkModel | OpenURL |
| LogoURL | https://exlibris-pub.s3.amazonaws.com/fromwos-v2.jpg |
| MergedId | FETCHMERGED-webofscience_primary_0007736464000012 |
| ORCID | 0000-0002-8881-1232 0000-0001-9920-1555 |
| PageCount | 9 |
| ParticipantIDs | webofscience_primary_000773646400001 webofscience_primary_000773646400001CitationCount |
| PublicationCentury | 2000 |
| PublicationDate | 2022-05-03 |
| PublicationDateYYYYMMDD | 2022-05-03 |
| PublicationDate_xml | – month: 05 year: 2022 text: 2022-05-03 day: 03 |
| PublicationDecade | 2020 |
| PublicationPlace | CAMBRIDGE |
| PublicationPlace_xml | – name: CAMBRIDGE |
| PublicationTitle | ORGANIC CHEMISTRY FRONTIERS |
| PublicationTitleAbbrev | ORG CHEM FRONT |
| PublicationYear | 2022 |
| Publisher | Royal Soc Chemistry |
| Publisher_xml | – name: Royal Soc Chemistry |
| References | Marcarino, MO (WOS:000669059700001) 2022; 39 Kotayashi, K. (000773646400001.13) 1975; 16 Yin, GP (WOS:000442267100002) 2018; 5 Smith, M.B. (000773646400001.25) 2007 Weber, F (WOS:000346759900042) 2014; 16 Qiao, YB (WOS:000500026300028) 2019; 82 Le Bideau, F (WOS:000401307500002) 2017; 117 Kusakabe, T (WOS:000326320200048) 2013; 15 Callen, H.B. (000773646400001.24) 1985 Zhu, HC (WOS:000399951200013) 2017; 56 Cacho, RA (WOS:000309566400053) 2012; 134 Gao, WX (WOS:000492114600067) 2019; 21 Frisch, M.J. (000773646400001.31) 2010 Grimblat, N (WOS:000366877900060) 2015; 80 Xu, QQ (WOS:000669484700001) 2021; 12 Stephens, PJ (WOS:000273628300007) 2010; 22 Liu, M. (000773646400001.20) 2019; 131 BALLANTINE, JA (WOS:A1969C422000016) 1969 Hu, ZX (WOS:000709002800001) 2021; 38 Duan, YL (WOS:000649101400039) 2021; 86 Van Wagoner, RM (WOS:000341065600002) 2014; 31 Crawford, JM (WOS:000284308200013) 2010; 8 Chang, JL (WOS:000603402900014) 2020; 83 Neese, Frank (INSPEC:17655278) 2018; 8 Qi, CX (WOS:000384311700033) 2016; 7 Wang, WG (WOS:000368755000019) 2016; 79 Lacoske, MH (WOS:000352033900031) 2015; 78 Xin, DY (WOS:000431726800014) 2018; 83 Wang, WG (WOS:000535173500047) 2020; 142 Li, FL (WOS:000454567800053) 2018; 20 Burghart-Stoll, H (WOS:000306290400012) 2012; 2012 (000773646400001.34) 2013 Li, HQ (WOS:000569377600067) 2020; 22 Hertweck, C (WOS:000267494500004) 2009; 48 Ito, Y (WOS:000504805700049) 2019; 84 Zhou, HB (WOS:000383640600057) 2016; 18 |
| References_xml | – volume: 80 start-page: 12526 year: 2015 ident: WOS:000366877900060 article-title: Beyond DP4: an Improved Probability for the Stereochemical Assignment of Isomeric Compounds using Quantum Chemical Calculations of NMR Shifts publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/acs.joc.5b02396 – volume: 39 start-page: 58 year: 2022 ident: WOS:000669059700001 article-title: A critical review on the use of DP4+in the structural elucidation of natural products: the good, the bad and the ugly. A practical guide publication-title: NATURAL PRODUCT REPORTS doi: 10.1039/d1np00030f – volume: 5 year: 2018 ident: WOS:000442267100002 article-title: Asperones A-E, five dimeric polyketides with new carbon skeletons from the fungus Aspergillus sp AWG 1-15 publication-title: ORGANIC CHEMISTRY FRONTIERS doi: 10.1039/c8qo00070k – volume: 79 start-page: 149 year: 2016 ident: WOS:000368755000019 article-title: LC-MS-Guided Isolation of Penicilfuranone A: A New Antifibrotic Furancarboxylic Acid from the Plant Endophytic Fungus Penicillium sp sh18 publication-title: JOURNAL OF NATURAL PRODUCTS doi: 10.1021/acs.jnatprod.5b00814 – volume: 8 start-page: e1327 (6 pp.) year: 2018 ident: INSPEC:17655278 article-title: Software update: the ORCA program system, version 4.0 publication-title: Wiley Interdisciplinary Reviews: Computational Molecular Science – volume: 48 start-page: 4688 year: 2009 ident: WOS:000267494500004 article-title: The Biosynthetic Logic of Polyketide Diversity publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.200806121 – volume: 82 start-page: 2925 year: 2019 ident: WOS:000500026300028 article-title: Asperpyridone A: An Unusual Pyridone Alkaloid Exerts Hypoglycemic Activity through the Insulin Signaling Pathway publication-title: JOURNAL OF NATURAL PRODUCTS doi: 10.1021/acs.jnatprod.9b00188 – year: 2007 ident: 000773646400001.25 publication-title: Advanced Organic Chemistry: Reactions, Mechanisms, and Structure – start-page: 56 year: 1969 ident: WOS:A1969C422000016 article-title: ASPERTETRONIN A AND B 2 NOVEL TETRONIC ACID DERIVATIVES PRODUCED BY A BLOCKED MUTANT OF ASPERGILLUS RUGULOSUS publication-title: JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC – volume: 8 start-page: 879 year: 2010 ident: WOS:000284308200013 article-title: New insights into the formation of fungal aromatic polyketides publication-title: NATURE REVIEWS MICROBIOLOGY doi: 10.1038/nrmicro2465 – volume: 84 start-page: 16268 year: 2019 ident: WOS:000504805700049 article-title: Total Synthesis of (-)-Graminin A Based on Asymmetric Cyclization Carbonylation of Propargyl Acetate publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/acs.joc.9b02886 – year: 2013 ident: 000773646400001.34 publication-title: Sybyl Software, version X 2.0 – volume: 38 start-page: 1775 year: 2021 ident: WOS:000709002800001 article-title: Large-scale culture as a complementary and practical method for discovering natural products with novel skeletons publication-title: NATURAL PRODUCT REPORTS doi: 10.1039/d0np00069h – volume: 20 start-page: 7982 year: 2018 ident: WOS:000454567800053 article-title: Alterbrassicicene A, a Highly Transformed Fusicoccane-Derived Diterpenoid with Potent PPAR-γ Agonistic Activity from Alternaria brassicicola publication-title: ORGANIC LETTERS doi: 10.1021/acs.orglett.8b03553 – year: 2010 ident: 000773646400001.31 publication-title: Gaussian 09 – volume: 2012 start-page: 3978 year: 2012 ident: WOS:000306290400012 article-title: Total Syntheses of the Gregatins A-D and Aspertetronin A: Structure Revisions of These Compounds and of Aspertetronin B, Together with Plausible Structure Revisions of Gregatin E, Cyclogregatin, Graminin A, the Penicilliols A and B, and the Huaspenones A and B publication-title: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY doi: 10.1002/ejoc.201200207 – volume: 16 start-page: 4119 year: 1975 ident: 000773646400001.13 article-title: Isolation of phytotoxic substances produced by cephalosposium gregatum allington chamberlain publication-title: Tetrahedron Lett – volume: 78 start-page: 562 year: 2015 ident: WOS:000352033900031 article-title: Spirotetronate Polyketides as Leads in Drug Discovery publication-title: JOURNAL OF NATURAL PRODUCTS doi: 10.1021/np500757w – volume: 86 start-page: 6478 year: 2021 ident: WOS:000649101400039 article-title: Hypaluton A, an Immunosuppressive 3,4-nor-Polycyclic Polyprenylated Acylphloroglucinol from Hypericum patulum publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/acs.joc.1c00319 – volume: 18 start-page: 4670 year: 2016 ident: WOS:000383640600057 article-title: Isoindolone-Containing Meroperpenoids from the Endophytic Fungus Emericella nidulans HDN12-249 publication-title: ORGANIC LETTERS doi: 10.1021/acs.orglett.6b02297 – volume: 7 start-page: 6563 year: 2016 ident: WOS:000384311700033 article-title: Asperterpenes A and B, two unprecedented meroterpenoids from Aspergillus terreus with BACE1 inhibitory activities publication-title: CHEMICAL SCIENCE doi: 10.1039/c6sc02464e – volume: 117 start-page: 6110 year: 2017 ident: WOS:000401307500002 article-title: Tricyclic Sesquiterpenes from Marine Origin publication-title: CHEMICAL REVIEWS doi: 10.1021/acs.chemrev.6b00502 – volume: 21 start-page: 8469 year: 2019 ident: WOS:000492114600067 article-title: Periconiastone A, an Antibacterial Ergosterol with a Pentacyclo[8.7.0.01,5.02,14.010,15]heptadecane System from Periconia sp. TJ403-rc01 publication-title: ORGANIC LETTERS doi: 10.1021/acs.orglett.9b03270 – volume: 15 start-page: 5102 year: 2013 ident: WOS:000326320200048 article-title: Total Synthesis of (+)-Gregatin B and E publication-title: ORGANIC LETTERS doi: 10.1021/ol402472q – volume: 83 start-page: 5035 year: 2018 ident: WOS:000431726800014 article-title: DiCE: Diastereomeric in Silico Chiral Elucidation, Expanded DP4 Probability Theory Method for Diastereomer and Structural Assignment publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/acs.joc.8b00338 – volume: 134 start-page: 16781 year: 2012 ident: WOS:000309566400053 article-title: Identification and Characterization of the Echinocandin B Biosynthetic Gene Cluster from Emericella rugulosa NRRL 11440 publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja307220z – volume: 22 start-page: 229 year: 2010 ident: WOS:000273628300007 article-title: ECD Cotton Effect Approximated by the Gaussian Curve and Other Methods publication-title: CHIRALITY doi: 10.1002/chir.20733 – volume: 22 start-page: 7041 year: 2020 ident: WOS:000569377600067 article-title: Terreuspyridine: An Unexpected Pyridine-Fused Meroterpenoid Alkaloid with a Tetracyclic 6/6/6/6 Skeleton from Aspergillus terreus publication-title: ORGANIC LETTERS doi: 10.1021/acs.orglett.0c02641 – volume: 16 start-page: 6428 year: 2014 ident: WOS:000346759900042 article-title: Total Syntheses of the Dihydrofuranonecarboxylate Natural Products Gregatin B and E: Gram-Scale Synthesis of (+)-Gregatin B and Unambiguous Assignment of the Stereostructure of (+)-Gregatin E publication-title: ORGANIC LETTERS doi: 10.1021/ol5032602 – volume: 31 start-page: 1101 year: 2014 ident: WOS:000341065600002 article-title: Polyketide biosynthesis in dinoftagellates: what makes it different? publication-title: NATURAL PRODUCT REPORTS doi: 10.1039/c4np00016a – year: 1985 ident: 000773646400001.24 publication-title: Thermodynamics and an Introduction to Thermostatistics – volume: 131 start-page: 12219 year: 2019 ident: 000773646400001.20 article-title: Bipolarolides A-G, Ophiobolin-Derived Sesterterpenes Representing Three New Carbon Skeletons from Bipolaris sp. TJ403-B1 publication-title: Angew. Chem – volume: 12 start-page: ARTN 700573 year: 2021 ident: WOS:000669484700001 article-title: New Polyketides With Anti-Inflammatory Activity From the Fungus Aspergillus rugulosa publication-title: FRONTIERS IN PHARMACOLOGY doi: 10.3389/fphar.2021.700573 – volume: 56 start-page: 5242 year: 2017 ident: WOS:000399951200013 article-title: AsperflavipineA: A Cytochalasan Heterotetramer Uniquely Defined by a Highly Complex Tetradecacyclic Ring System from Aspergillus flavipes QCS12 publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201701125 – volume: 83 start-page: 3606 year: 2020 ident: WOS:000603402900014 article-title: Antimicrobial Furancarboxylic Acids from a Penicillium sp. publication-title: JOURNAL OF NATURAL PRODUCTS doi: 10.1021/acs.jnatprod.0c00758 – volume: 142 start-page: 8464 year: 2020 ident: WOS:000535173500047 article-title: Molecular Basis for the Biosynthesis of an Unusual Chain-Fused Polyketide, Gregatin A publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.0c02337 |
| SSID | ssib058575190 |
| Score | 4.617853 |
| Snippet | A novel homologous polyketide dimer, asperosin A (1), constructed with a unique hetero-bicycle 6/5 ring system featuring four continuous quaternary carbons,... |
| Source | Web of Science |
| SourceID | webofscience |
| SourceType | Index Database Enrichment Source |
| StartPage | 2477 |
| SubjectTerms | Chemistry Chemistry, Organic Physical Sciences Science & Technology |
| Title | Asperosin A, a [4+2] Diets-Alder cyctoaddition polyketide dimer from Aspergillus rugulosa with immunosuppressive activity |
| URI | http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=FullRecord&UT=000773646400001 |
| Volume | 9 |
| WOS | 000773646400001 |
| WOSCitedRecordID | wos000773646400001 |
| hasFullText | |
| inHoldings | 1 |
| isFullTextHit | |
| isPrint | |
| link | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV1LT9tAEF6FciiXqkAR9IH2QE7GJV6vHXI0Kc-qQQRXCq2qyI8NdZXaobYrpb-In8nM-rU8DikXK17bG8vzeWb28zwI2QEPgvkdAS9SaAqdh9zW_UD4OgsE90TH97uyzvaXgX3ylZ-NrFGrdatELeWZ_zH492ReyXOkCmMgV8yS_Q_J1pPCAPwG-cIWJAzbhWTsyDLfKVIWMgpTa1sHvM0OWNv6BMpMZKnuYBduLZgHWYKhQ1Las2Q6x1TnUGhh9BsOyxwTOdl1NJ3mqfYnv86nSeoVNG2EOSRJms-KoNm_RQUObDqhurbnw2NnADKVRRYu3eGVdjQ8H7inh02v5YvIk8zsVe43GWhuQcGO4Fj6U5SGFMZHOQ7DJfGNAuGa4P4W_cpjlbOA5S5GCJo1ygpm5DIJtH7V1a5Re6xjMZ0bJQ9S6uieAsWeqm952QRGlLtF_59HdqFjYlnV0LhJQAPZXdFYv-qL_wOjWIcqohPVNW1uc_khZIkswXoEHfHPNStkYZdTQ9J59c1XlXDN3l7zr086N9KRcV-TV-UKhDoFnFZJS8Rr5GX9iNbJvIYVdXapR79zjf2gCpzoPTjRBk5UwokinKgCJ1rBiSKc6CM40QpOb4h2dOj2T3T1_sezoiDK-MEzYhvkRZzEYpNQPhETtLeWADfQ3Lc8w2aeZ-6HQa874R7fIjuLzLhFjEVO65dl7bGcQ_Z2sanfkZUGoe_J8gR0g_gAjmbmb0sp3wHS94XS |
| linkProvider | Clarivate |
| openUrl | ctx_ver=Z39.88-2004&ctx_enc=info%3Aofi%2Fenc%3AUTF-8&rfr_id=info%3Asid%2Fsummon.serialssolutions.com&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.atitle=Asperosin+A%2C+a+%5B4%2B2%5D+Diets-Alder+cyctoaddition+polyketide+dimer+from+Aspergillus+rugulosa+with+immunosuppressive+activity&rft.jtitle=ORGANIC+CHEMISTRY+FRONTIERS&rft.au=Qiao%2C+Yuben&rft.au=Tan%2C+Xiaosheng&rft.au=Xu%2C+Qianqian&rft.au=Zhang%2C+Zijun&rft.date=2022-05-03&rft.pub=Royal+Soc+Chemistry&rft.issn=2052-4129&rft.volume=9&rft.issue=9&rft.spage=2477&rft.epage=2485&rft_id=info:doi/10.1039%2Fd1qo01767e&rft.externalDBID=n%2Fa&rft.externalDocID=000773646400001 |
| thumbnail_l | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=2052-4129&client=summon |
| thumbnail_m | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=2052-4129&client=summon |
| thumbnail_s | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=2052-4129&client=summon |