Fungal Biotransformation of Cyclademol and Antimicrobial Activities of Its Metabolites

Fungal Biotransformation of Cyclademol and Antimicrobial Activities of Its Metabolites

Cyclademol (1) was converted for the first time to 1-(4-hydroxy-3,3-dimethylcyclohexyl) ethanone (2) and 4-(1-hydroxyethyl)-2,2-dimethylcyclohexanol (3) with 31.2 and 15.1% yields by Aspergillus niger and Neurospora crassa, respectively. The resulting metabolite structures were established by FT-IR,...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Natural product communications 2017-10, Vol.12 (10)
Hauptverfasser: Kiran, Ismail, Özşena, Özge, Can Başer, K Hüsnü, Demirci, Fatih
Format: Artikel
Sprache:eng
Online-Zugang:Volltext bestellen
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page
container_issue 10
container_start_page
container_title Natural product communications
container_volume 12
creator Kiran, Ismail
Özşena, Özge
Can Başer, K Hüsnü
Demirci, Fatih
description Cyclademol (1) was converted for the first time to 1-(4-hydroxy-3,3-dimethylcyclohexyl) ethanone (2) and 4-(1-hydroxyethyl)-2,2-dimethylcyclohexanol (3) with 31.2 and 15.1% yields by Aspergillus niger and Neurospora crassa, respectively. The resulting metabolite structures were established by FT-IR, MS and NMR spectroscopic studies, respectively. In addition, the in vitro antimicrobial activities of the substrates and metabolites were evaluated comparatively both by using agar dilution and microdilution methods. The minimum inhibitory concentrations (MIC) of the tested compounds against a panel of pathogenic bacterial strains ranged from 1000 - 4000 μg/mL, whereas the MIC values against fungal strains were between 500 −1000 μg/mL.
doi_str_mv 10.1177/1934578X1701201001
format Article
fullrecord <record><control><sourceid>sage_AFRWT</sourceid><recordid>TN_cdi_crossref_primary_10_1177_1934578X1701201001</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sage_id>10.1177_1934578X1701201001</sage_id><sourcerecordid>10.1177_1934578X1701201001</sourcerecordid><originalsourceid>FETCH-LOGICAL-c331t-5d24a72703395a1b3823df9b5102792741bc318db933629f487c5f32874487e73</originalsourceid><addsrcrecordid>eNp9kM1KxDAUhYMoOIzzAq76AnVy82OSZS2ODoy4UXFX0jYZMrSNJBlh3t6UcSd4N-csznc5HIRuAd8BCLEGRRkX8hMEBoIBY7hAC-Ccl4oJfpl9DpRz4hqtYjzgfFIyzNQCfWyO014PxYPzKegpWh9GnZyfCm-L-tQNujejHwo99UU1JTe6LvjWZaLqkvt2yZk4R7cpFi8m6dYPLpl4g66sHqJZ_eoSvW8e3-rncvf6tK2rXdlRCqnkPWFaEIEpVVxDSyWhvVUtB0yEIoJB21GQfasovSfKMik6bimRgmVrBF0icv6bW8UYjG2-ght1ODWAm3mc5u84GVqfoaj3pjn4Y5hyx_-IH1OOY9Q</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Fungal Biotransformation of Cyclademol and Antimicrobial Activities of Its Metabolites</title><source>SAGE Open Access</source><creator>Kiran, Ismail ; Özşena, Özge ; Can Başer, K Hüsnü ; Demirci, Fatih</creator><creatorcontrib>Kiran, Ismail ; Özşena, Özge ; Can Başer, K Hüsnü ; Demirci, Fatih</creatorcontrib><description>Cyclademol (1) was converted for the first time to 1-(4-hydroxy-3,3-dimethylcyclohexyl) ethanone (2) and 4-(1-hydroxyethyl)-2,2-dimethylcyclohexanol (3) with 31.2 and 15.1% yields by Aspergillus niger and Neurospora crassa, respectively. The resulting metabolite structures were established by FT-IR, MS and NMR spectroscopic studies, respectively. In addition, the in vitro antimicrobial activities of the substrates and metabolites were evaluated comparatively both by using agar dilution and microdilution methods. The minimum inhibitory concentrations (MIC) of the tested compounds against a panel of pathogenic bacterial strains ranged from 1000 - 4000 μg/mL, whereas the MIC values against fungal strains were between 500 −1000 μg/mL.</description><identifier>ISSN: 1934-578X</identifier><identifier>EISSN: 1555-9475</identifier><identifier>DOI: 10.1177/1934578X1701201001</identifier><language>eng</language><publisher>Los Angeles, CA: SAGE Publications</publisher><ispartof>Natural product communications, 2017-10, Vol.12 (10)</ispartof><rights>2017 SAGE Publications Inc.</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c331t-5d24a72703395a1b3823df9b5102792741bc318db933629f487c5f32874487e73</citedby><cites>FETCH-LOGICAL-c331t-5d24a72703395a1b3823df9b5102792741bc318db933629f487c5f32874487e73</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://journals.sagepub.com/doi/pdf/10.1177/1934578X1701201001$$EPDF$$P50$$Gsage$$H</linktopdf><linktohtml>$$Uhttps://journals.sagepub.com/doi/10.1177/1934578X1701201001$$EHTML$$P50$$Gsage$$H</linktohtml><link.rule.ids>314,780,784,21966,27853,27924,27925,44945,45333</link.rule.ids><linktorsrc>$$Uhttps://journals.sagepub.com/doi/full/10.1177/1934578X1701201001?utm_source=summon&amp;utm_medium=discovery-provider$$EView_record_in_SAGE_Publications$$FView_record_in_$$GSAGE_Publications</linktorsrc></links><search><creatorcontrib>Kiran, Ismail</creatorcontrib><creatorcontrib>Özşena, Özge</creatorcontrib><creatorcontrib>Can Başer, K Hüsnü</creatorcontrib><creatorcontrib>Demirci, Fatih</creatorcontrib><title>Fungal Biotransformation of Cyclademol and Antimicrobial Activities of Its Metabolites</title><title>Natural product communications</title><description>Cyclademol (1) was converted for the first time to 1-(4-hydroxy-3,3-dimethylcyclohexyl) ethanone (2) and 4-(1-hydroxyethyl)-2,2-dimethylcyclohexanol (3) with 31.2 and 15.1% yields by Aspergillus niger and Neurospora crassa, respectively. The resulting metabolite structures were established by FT-IR, MS and NMR spectroscopic studies, respectively. In addition, the in vitro antimicrobial activities of the substrates and metabolites were evaluated comparatively both by using agar dilution and microdilution methods. The minimum inhibitory concentrations (MIC) of the tested compounds against a panel of pathogenic bacterial strains ranged from 1000 - 4000 μg/mL, whereas the MIC values against fungal strains were between 500 −1000 μg/mL.</description><issn>1934-578X</issn><issn>1555-9475</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><recordid>eNp9kM1KxDAUhYMoOIzzAq76AnVy82OSZS2ODoy4UXFX0jYZMrSNJBlh3t6UcSd4N-csznc5HIRuAd8BCLEGRRkX8hMEBoIBY7hAC-Ccl4oJfpl9DpRz4hqtYjzgfFIyzNQCfWyO014PxYPzKegpWh9GnZyfCm-L-tQNujejHwo99UU1JTe6LvjWZaLqkvt2yZk4R7cpFi8m6dYPLpl4g66sHqJZ_eoSvW8e3-rncvf6tK2rXdlRCqnkPWFaEIEpVVxDSyWhvVUtB0yEIoJB21GQfasovSfKMik6bimRgmVrBF0icv6bW8UYjG2-ght1ODWAm3mc5u84GVqfoaj3pjn4Y5hyx_-IH1OOY9Q</recordid><startdate>201710</startdate><enddate>201710</enddate><creator>Kiran, Ismail</creator><creator>Özşena, Özge</creator><creator>Can Başer, K Hüsnü</creator><creator>Demirci, Fatih</creator><general>SAGE Publications</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>201710</creationdate><title>Fungal Biotransformation of Cyclademol and Antimicrobial Activities of Its Metabolites</title><author>Kiran, Ismail ; Özşena, Özge ; Can Başer, K Hüsnü ; Demirci, Fatih</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c331t-5d24a72703395a1b3823df9b5102792741bc318db933629f487c5f32874487e73</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kiran, Ismail</creatorcontrib><creatorcontrib>Özşena, Özge</creatorcontrib><creatorcontrib>Can Başer, K Hüsnü</creatorcontrib><creatorcontrib>Demirci, Fatih</creatorcontrib><collection>CrossRef</collection><jtitle>Natural product communications</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>Kiran, Ismail</au><au>Özşena, Özge</au><au>Can Başer, K Hüsnü</au><au>Demirci, Fatih</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Fungal Biotransformation of Cyclademol and Antimicrobial Activities of Its Metabolites</atitle><jtitle>Natural product communications</jtitle><date>2017-10</date><risdate>2017</risdate><volume>12</volume><issue>10</issue><issn>1934-578X</issn><eissn>1555-9475</eissn><abstract>Cyclademol (1) was converted for the first time to 1-(4-hydroxy-3,3-dimethylcyclohexyl) ethanone (2) and 4-(1-hydroxyethyl)-2,2-dimethylcyclohexanol (3) with 31.2 and 15.1% yields by Aspergillus niger and Neurospora crassa, respectively. The resulting metabolite structures were established by FT-IR, MS and NMR spectroscopic studies, respectively. In addition, the in vitro antimicrobial activities of the substrates and metabolites were evaluated comparatively both by using agar dilution and microdilution methods. The minimum inhibitory concentrations (MIC) of the tested compounds against a panel of pathogenic bacterial strains ranged from 1000 - 4000 μg/mL, whereas the MIC values against fungal strains were between 500 −1000 μg/mL.</abstract><cop>Los Angeles, CA</cop><pub>SAGE Publications</pub><doi>10.1177/1934578X1701201001</doi><oa>free_for_read</oa></addata></record>
fulltext fulltext_linktorsrc
identifier ISSN: 1934-578X
ispartof Natural product communications, 2017-10, Vol.12 (10)
issn 1934-578X
1555-9475
language eng
recordid cdi_crossref_primary_10_1177_1934578X1701201001
source SAGE Open Access
title Fungal Biotransformation of Cyclademol and Antimicrobial Activities of Its Metabolites
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-20T21%3A43%3A28IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-sage_AFRWT&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Fungal%20Biotransformation%20of%20Cyclademol%20and%20Antimicrobial%20Activities%20of%20Its%20Metabolites&rft.jtitle=Natural%20product%20communications&rft.au=Kiran,%20Ismail&rft.date=2017-10&rft.volume=12&rft.issue=10&rft.issn=1934-578X&rft.eissn=1555-9475&rft_id=info:doi/10.1177/1934578X1701201001&rft_dat=%3Csage_AFRWT%3E10.1177_1934578X1701201001%3C/sage_AFRWT%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rft_sage_id=10.1177_1934578X1701201001&rfr_iscdi=true