Loading…
Cytotoxicity of polyketides and steroids isolated from the sponge-associated fungus Penicillium citrinum SCSIO 41017
Two new polyketides, xerucitrinin A (1) and coniochaetone M (8), and one new steroid, 16α-methylpregna-17α,19-dihydroxy-(9,11)-epoxy-4-ene-3,18-dione-20-acetoxy (13), together with eleven known analogues were isolated from fungus Penicillium citrinum SCSIO 41017 associated with the sponge Callyspong...
Saved in:
| Published in: | Natural product research 2021-03, Vol.35 (6), p.900-908 |
|---|---|
| Main Authors: | , , , , , , , , , , |
| Format: | Article |
| Language: | English |
| Subjects: | |
| Citations: | Items that this one cites Items that cite this one |
| Online Access: | Get full text |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| cited_by | cdi_FETCH-LOGICAL-c441t-160dfde52ffda8f3dad054d83dea9f43307eaf786831ef342a655dde3a2f8c423 |
|---|---|
| cites | cdi_FETCH-LOGICAL-c441t-160dfde52ffda8f3dad054d83dea9f43307eaf786831ef342a655dde3a2f8c423 |
| container_end_page | 908 |
| container_issue | 6 |
| container_start_page | 900 |
| container_title | Natural product research |
| container_volume | 35 |
| creator | Salendra, Limbadri Lin, Xiuping Chen, Weihao Pang, Xiaoyan Luo, Xiaowei Long, Jieyi Liao, Shengrong Wang, Junfeng Zhou, Xuefeng Liu, Yonghong Yang, Bin |
| description | Two new polyketides, xerucitrinin A (1) and coniochaetone M (8), and one new steroid, 16α-methylpregna-17α,19-dihydroxy-(9,11)-epoxy-4-ene-3,18-dione-20-acetoxy (13), together with eleven known analogues were isolated from fungus Penicillium citrinum SCSIO 41017 associated with the sponge Callyspongia sp. Their structures and absolute configurations were elucidated by NMR spectra, MS, CD, optical rotation, X-ray crystallography, and compared with literature data. Biological evaluation results revealed that 5 exhibited significant cytotoxic activity against MCF-7 cell line with IC
50
values of 1.3 μM. Compound 13 showed moderate activity against all cell lines with IC
50
values of 13.5-18.0 μM, and compounds 9 and 14 showed weak activity with MIC values of ranging from 125 μg/mL to 250 μg/mL respectively. |
| doi_str_mv | 10.1080/14786419.2019.1610757 |
| format | article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1080_14786419_2019_1610757</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2498797066</sourcerecordid><originalsourceid>FETCH-LOGICAL-c441t-160dfde52ffda8f3dad054d83dea9f43307eaf786831ef342a655dde3a2f8c423</originalsourceid><addsrcrecordid>eNp9kE1PAyEQhonR2Fr9CRoSz1thgf24aRo_mjSpSfVMcIFK3V0qsNH999Js26OXmQk8807yAHCN0RSjAt1hmhcZxeU0RbHgDKOc5SdgvHtPMprmp8cZlyNw4f0GoRQzxs7BiGBMC5rRMQizPthgf01lQg-thltb918qGKk8FK2EPihnjfTQeFuLoCTUzjYwfCrot7Zdq0R4byszfHXtuvPwVbUxr65N18CY60wbh9VsNV9CihHOL8GZFrVXV_s-Ae9Pj2-zl2SxfJ7PHhZJRSkOCc6Q1FKxVGspCk2kkIhRWRCpRKkpIShXQkcNBcFKE5qKjDEpFRGpLiqakgm4HXK3zn53yge-sZ1r40me0rLIyxxlWaTYQFXOeu-U5ltnGuF6jhHfueYH13znmu9dx72bfXr30Sh53DrIjcD9AJhWW9eIH-tqyYPoa-u0E21lfIT_vfEHz--PmQ</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2498797066</pqid></control><display><type>article</type><title>Cytotoxicity of polyketides and steroids isolated from the sponge-associated fungus Penicillium citrinum SCSIO 41017</title><source>Taylor and Francis:Jisc Collections:Taylor and Francis Read and Publish Agreement 2024-2025:Science and Technology Collection (Reading list)</source><creator>Salendra, Limbadri ; Lin, Xiuping ; Chen, Weihao ; Pang, Xiaoyan ; Luo, Xiaowei ; Long, Jieyi ; Liao, Shengrong ; Wang, Junfeng ; Zhou, Xuefeng ; Liu, Yonghong ; Yang, Bin</creator><creatorcontrib>Salendra, Limbadri ; Lin, Xiuping ; Chen, Weihao ; Pang, Xiaoyan ; Luo, Xiaowei ; Long, Jieyi ; Liao, Shengrong ; Wang, Junfeng ; Zhou, Xuefeng ; Liu, Yonghong ; Yang, Bin</creatorcontrib><description>Two new polyketides, xerucitrinin A (1) and coniochaetone M (8), and one new steroid, 16α-methylpregna-17α,19-dihydroxy-(9,11)-epoxy-4-ene-3,18-dione-20-acetoxy (13), together with eleven known analogues were isolated from fungus Penicillium citrinum SCSIO 41017 associated with the sponge Callyspongia sp. Their structures and absolute configurations were elucidated by NMR spectra, MS, CD, optical rotation, X-ray crystallography, and compared with literature data. Biological evaluation results revealed that 5 exhibited significant cytotoxic activity against MCF-7 cell line with IC
50
values of 1.3 μM. Compound 13 showed moderate activity against all cell lines with IC
50
values of 13.5-18.0 μM, and compounds 9 and 14 showed weak activity with MIC values of ranging from 125 μg/mL to 250 μg/mL respectively.</description><identifier>ISSN: 1478-6419</identifier><identifier>EISSN: 1478-6427</identifier><identifier>DOI: 10.1080/14786419.2019.1610757</identifier><identifier>PMID: 31148464</identifier><language>eng</language><publisher>England: Taylor & Francis</publisher><subject>Animals ; Antineoplastic Agents - chemistry ; Antineoplastic Agents - pharmacology ; Biological effects ; Biotechnology ; Carbon-13 Magnetic Resonance Spectroscopy ; Cell Death - drug effects ; Cell Line, Tumor ; Cell lines ; Crystallography ; Cytotoxicity ; Fungi ; Humans ; Inhibitory Concentration 50 ; NMR ; Nuclear magnetic resonance ; Optical properties ; Optical rotation ; Penicillium - chemistry ; Penicillium citrinum ; Penicillium citrinum SCSIO 41017 ; Polyketides ; Polyketides - chemistry ; Polyketides - isolation & purification ; Polyketides - pharmacology ; Porifera - microbiology ; Proton Magnetic Resonance Spectroscopy ; Sponge-associated fungus ; Steroid hormones ; Steroids ; Steroids - chemistry ; Steroids - isolation & purification ; Steroids - pharmacology ; Toxicity ; X-ray crystallography</subject><ispartof>Natural product research, 2021-03, Vol.35 (6), p.900-908</ispartof><rights>2019 Informa UK Limited, trading as Taylor & Francis Group 2019</rights><rights>2019 Informa UK Limited, trading as Taylor & Francis Group</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c441t-160dfde52ffda8f3dad054d83dea9f43307eaf786831ef342a655dde3a2f8c423</citedby><cites>FETCH-LOGICAL-c441t-160dfde52ffda8f3dad054d83dea9f43307eaf786831ef342a655dde3a2f8c423</cites><orcidid>0000-0001-9601-4869</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/31148464$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Salendra, Limbadri</creatorcontrib><creatorcontrib>Lin, Xiuping</creatorcontrib><creatorcontrib>Chen, Weihao</creatorcontrib><creatorcontrib>Pang, Xiaoyan</creatorcontrib><creatorcontrib>Luo, Xiaowei</creatorcontrib><creatorcontrib>Long, Jieyi</creatorcontrib><creatorcontrib>Liao, Shengrong</creatorcontrib><creatorcontrib>Wang, Junfeng</creatorcontrib><creatorcontrib>Zhou, Xuefeng</creatorcontrib><creatorcontrib>Liu, Yonghong</creatorcontrib><creatorcontrib>Yang, Bin</creatorcontrib><title>Cytotoxicity of polyketides and steroids isolated from the sponge-associated fungus Penicillium citrinum SCSIO 41017</title><title>Natural product research</title><addtitle>Nat Prod Res</addtitle><description>Two new polyketides, xerucitrinin A (1) and coniochaetone M (8), and one new steroid, 16α-methylpregna-17α,19-dihydroxy-(9,11)-epoxy-4-ene-3,18-dione-20-acetoxy (13), together with eleven known analogues were isolated from fungus Penicillium citrinum SCSIO 41017 associated with the sponge Callyspongia sp. Their structures and absolute configurations were elucidated by NMR spectra, MS, CD, optical rotation, X-ray crystallography, and compared with literature data. Biological evaluation results revealed that 5 exhibited significant cytotoxic activity against MCF-7 cell line with IC
50
values of 1.3 μM. Compound 13 showed moderate activity against all cell lines with IC
50
values of 13.5-18.0 μM, and compounds 9 and 14 showed weak activity with MIC values of ranging from 125 μg/mL to 250 μg/mL respectively.</description><subject>Animals</subject><subject>Antineoplastic Agents - chemistry</subject><subject>Antineoplastic Agents - pharmacology</subject><subject>Biological effects</subject><subject>Biotechnology</subject><subject>Carbon-13 Magnetic Resonance Spectroscopy</subject><subject>Cell Death - drug effects</subject><subject>Cell Line, Tumor</subject><subject>Cell lines</subject><subject>Crystallography</subject><subject>Cytotoxicity</subject><subject>Fungi</subject><subject>Humans</subject><subject>Inhibitory Concentration 50</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Optical properties</subject><subject>Optical rotation</subject><subject>Penicillium - chemistry</subject><subject>Penicillium citrinum</subject><subject>Penicillium citrinum SCSIO 41017</subject><subject>Polyketides</subject><subject>Polyketides - chemistry</subject><subject>Polyketides - isolation & purification</subject><subject>Polyketides - pharmacology</subject><subject>Porifera - microbiology</subject><subject>Proton Magnetic Resonance Spectroscopy</subject><subject>Sponge-associated fungus</subject><subject>Steroid hormones</subject><subject>Steroids</subject><subject>Steroids - chemistry</subject><subject>Steroids - isolation & purification</subject><subject>Steroids - pharmacology</subject><subject>Toxicity</subject><subject>X-ray crystallography</subject><issn>1478-6419</issn><issn>1478-6427</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNp9kE1PAyEQhonR2Fr9CRoSz1thgf24aRo_mjSpSfVMcIFK3V0qsNH999Js26OXmQk8807yAHCN0RSjAt1hmhcZxeU0RbHgDKOc5SdgvHtPMprmp8cZlyNw4f0GoRQzxs7BiGBMC5rRMQizPthgf01lQg-thltb918qGKk8FK2EPihnjfTQeFuLoCTUzjYwfCrot7Zdq0R4byszfHXtuvPwVbUxr65N18CY60wbh9VsNV9CihHOL8GZFrVXV_s-Ae9Pj2-zl2SxfJ7PHhZJRSkOCc6Q1FKxVGspCk2kkIhRWRCpRKkpIShXQkcNBcFKE5qKjDEpFRGpLiqakgm4HXK3zn53yge-sZ1r40me0rLIyxxlWaTYQFXOeu-U5ltnGuF6jhHfueYH13znmu9dx72bfXr30Sh53DrIjcD9AJhWW9eIH-tqyYPoa-u0E21lfIT_vfEHz--PmQ</recordid><startdate>20210319</startdate><enddate>20210319</enddate><creator>Salendra, Limbadri</creator><creator>Lin, Xiuping</creator><creator>Chen, Weihao</creator><creator>Pang, Xiaoyan</creator><creator>Luo, Xiaowei</creator><creator>Long, Jieyi</creator><creator>Liao, Shengrong</creator><creator>Wang, Junfeng</creator><creator>Zhou, Xuefeng</creator><creator>Liu, Yonghong</creator><creator>Yang, Bin</creator><general>Taylor & Francis</general><general>Taylor & Francis Ltd</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QL</scope><scope>7QO</scope><scope>7QP</scope><scope>7QR</scope><scope>7T7</scope><scope>7TK</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>M7N</scope><scope>P64</scope><orcidid>https://orcid.org/0000-0001-9601-4869</orcidid></search><sort><creationdate>20210319</creationdate><title>Cytotoxicity of polyketides and steroids isolated from the sponge-associated fungus Penicillium citrinum SCSIO 41017</title><author>Salendra, Limbadri ; Lin, Xiuping ; Chen, Weihao ; Pang, Xiaoyan ; Luo, Xiaowei ; Long, Jieyi ; Liao, Shengrong ; Wang, Junfeng ; Zhou, Xuefeng ; Liu, Yonghong ; Yang, Bin</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c441t-160dfde52ffda8f3dad054d83dea9f43307eaf786831ef342a655dde3a2f8c423</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>Animals</topic><topic>Antineoplastic Agents - chemistry</topic><topic>Antineoplastic Agents - pharmacology</topic><topic>Biological effects</topic><topic>Biotechnology</topic><topic>Carbon-13 Magnetic Resonance Spectroscopy</topic><topic>Cell Death - drug effects</topic><topic>Cell Line, Tumor</topic><topic>Cell lines</topic><topic>Crystallography</topic><topic>Cytotoxicity</topic><topic>Fungi</topic><topic>Humans</topic><topic>Inhibitory Concentration 50</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Optical properties</topic><topic>Optical rotation</topic><topic>Penicillium - chemistry</topic><topic>Penicillium citrinum</topic><topic>Penicillium citrinum SCSIO 41017</topic><topic>Polyketides</topic><topic>Polyketides - chemistry</topic><topic>Polyketides - isolation & purification</topic><topic>Polyketides - pharmacology</topic><topic>Porifera - microbiology</topic><topic>Proton Magnetic Resonance Spectroscopy</topic><topic>Sponge-associated fungus</topic><topic>Steroid hormones</topic><topic>Steroids</topic><topic>Steroids - chemistry</topic><topic>Steroids - isolation & purification</topic><topic>Steroids - pharmacology</topic><topic>Toxicity</topic><topic>X-ray crystallography</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Salendra, Limbadri</creatorcontrib><creatorcontrib>Lin, Xiuping</creatorcontrib><creatorcontrib>Chen, Weihao</creatorcontrib><creatorcontrib>Pang, Xiaoyan</creatorcontrib><creatorcontrib>Luo, Xiaowei</creatorcontrib><creatorcontrib>Long, Jieyi</creatorcontrib><creatorcontrib>Liao, Shengrong</creatorcontrib><creatorcontrib>Wang, Junfeng</creatorcontrib><creatorcontrib>Zhou, Xuefeng</creatorcontrib><creatorcontrib>Liu, Yonghong</creatorcontrib><creatorcontrib>Yang, Bin</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Bacteriology Abstracts (Microbiology B)</collection><collection>Biotechnology Research Abstracts</collection><collection>Calcium & Calcified Tissue Abstracts</collection><collection>Chemoreception Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Neurosciences Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Natural product research</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Salendra, Limbadri</au><au>Lin, Xiuping</au><au>Chen, Weihao</au><au>Pang, Xiaoyan</au><au>Luo, Xiaowei</au><au>Long, Jieyi</au><au>Liao, Shengrong</au><au>Wang, Junfeng</au><au>Zhou, Xuefeng</au><au>Liu, Yonghong</au><au>Yang, Bin</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Cytotoxicity of polyketides and steroids isolated from the sponge-associated fungus Penicillium citrinum SCSIO 41017</atitle><jtitle>Natural product research</jtitle><addtitle>Nat Prod Res</addtitle><date>2021-03-19</date><risdate>2021</risdate><volume>35</volume><issue>6</issue><spage>900</spage><epage>908</epage><pages>900-908</pages><issn>1478-6419</issn><eissn>1478-6427</eissn><abstract>Two new polyketides, xerucitrinin A (1) and coniochaetone M (8), and one new steroid, 16α-methylpregna-17α,19-dihydroxy-(9,11)-epoxy-4-ene-3,18-dione-20-acetoxy (13), together with eleven known analogues were isolated from fungus Penicillium citrinum SCSIO 41017 associated with the sponge Callyspongia sp. Their structures and absolute configurations were elucidated by NMR spectra, MS, CD, optical rotation, X-ray crystallography, and compared with literature data. Biological evaluation results revealed that 5 exhibited significant cytotoxic activity against MCF-7 cell line with IC
50
values of 1.3 μM. Compound 13 showed moderate activity against all cell lines with IC
50
values of 13.5-18.0 μM, and compounds 9 and 14 showed weak activity with MIC values of ranging from 125 μg/mL to 250 μg/mL respectively.</abstract><cop>England</cop><pub>Taylor & Francis</pub><pmid>31148464</pmid><doi>10.1080/14786419.2019.1610757</doi><tpages>9</tpages><orcidid>https://orcid.org/0000-0001-9601-4869</orcidid><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1478-6419 |
| ispartof | Natural product research, 2021-03, Vol.35 (6), p.900-908 |
| issn | 1478-6419 1478-6427 |
| language | eng |
| recordid | cdi_crossref_primary_10_1080_14786419_2019_1610757 |
| source | Taylor and Francis:Jisc Collections:Taylor and Francis Read and Publish Agreement 2024-2025:Science and Technology Collection (Reading list) |
| subjects | Animals Antineoplastic Agents - chemistry Antineoplastic Agents - pharmacology Biological effects Biotechnology Carbon-13 Magnetic Resonance Spectroscopy Cell Death - drug effects Cell Line, Tumor Cell lines Crystallography Cytotoxicity Fungi Humans Inhibitory Concentration 50 NMR Nuclear magnetic resonance Optical properties Optical rotation Penicillium - chemistry Penicillium citrinum Penicillium citrinum SCSIO 41017 Polyketides Polyketides - chemistry Polyketides - isolation & purification Polyketides - pharmacology Porifera - microbiology Proton Magnetic Resonance Spectroscopy Sponge-associated fungus Steroid hormones Steroids Steroids - chemistry Steroids - isolation & purification Steroids - pharmacology Toxicity X-ray crystallography |
| title | Cytotoxicity of polyketides and steroids isolated from the sponge-associated fungus Penicillium citrinum SCSIO 41017 |
| url | http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-01T18%3A00%3A10IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Cytotoxicity%20of%20polyketides%20and%20steroids%20isolated%20from%20the%20sponge-associated%20fungus%20Penicillium%20citrinum%20SCSIO%2041017&rft.jtitle=Natural%20product%20research&rft.au=Salendra,%20Limbadri&rft.date=2021-03-19&rft.volume=35&rft.issue=6&rft.spage=900&rft.epage=908&rft.pages=900-908&rft.issn=1478-6419&rft.eissn=1478-6427&rft_id=info:doi/10.1080/14786419.2019.1610757&rft_dat=%3Cproquest_cross%3E2498797066%3C/proquest_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c441t-160dfde52ffda8f3dad054d83dea9f43307eaf786831ef342a655dde3a2f8c423%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=2498797066&rft_id=info:pmid/31148464&rfr_iscdi=true |