Tetranorlanostane and Lanostane Triterpenoids with Cytotoxic Activity from the Epidermis of Poria cocos

Two unprecedented tetranorlanostane triterpenoids, poricolides A (1) and B (2), and two new lanostane triterpenoids, 3β‐acetoxy‐24‐methyllanosta‐8,16,24(31)‐trien‐21‐oic acid (3) and 3β‐acetoxylanosta‐7,9(11),16,23‐tetraen‐21‐oic acid (4), were isolated from the epidermis of Poria cocos. The structu...

Full description

Saved in:
Bibliographic Details
Published in:Chemistry & biodiversity 2021-05, Vol.18 (5), p.e2100196-n/a
Main Authors: Jiang, Ting‐Ting, Ding, Lin‐Fen, Nie, Wei, Wang, Liu‐Yan, Lei, Tie, Wu, Xing‐De, Zhao, Qin‐Shi
Format: Article
Language:English
Subjects:
cytotoxic activity
Cytotoxicity
Epidermis
lanostane triterpenoid
NMR
Nuclear magnetic resonance
Poria cocos
tetranorlanostane triterpenoid
Triterpenoids
Tumor cell lines
Two dimensional analysis
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-c3736-e754fb525102ee77090121626fd976e2da6c5567bede2975e31d61b47b6f65973
cites cdi_FETCH-LOGICAL-c3736-e754fb525102ee77090121626fd976e2da6c5567bede2975e31d61b47b6f65973
container_end_page n/a
container_issue 5
container_start_page e2100196
container_title Chemistry & biodiversity
container_volume 18
creator Jiang, Ting‐Ting
Ding, Lin‐Fen
Nie, Wei
Wang, Liu‐Yan
Lei, Tie
Wu, Xing‐De
Zhao, Qin‐Shi
description Two unprecedented tetranorlanostane triterpenoids, poricolides A (1) and B (2), and two new lanostane triterpenoids, 3β‐acetoxy‐24‐methyllanosta‐8,16,24(31)‐trien‐21‐oic acid (3) and 3β‐acetoxylanosta‐7,9(11),16,23‐tetraen‐21‐oic acid (4), were isolated from the epidermis of Poria cocos. The structures of 1–4 were determined via analysis of 1H‐, 13C‐, and 2D‐NMR, and HR‐ESI‐MS data, and the absolute configurations of 1 and 3 were established by single‐crystal X‐ray diffraction analysis. Compounds 1 and 2 were the first report of tetranorlanostane triterpenoid having a δ‐lactone ring at C(17). Compounds 3 and 4 were rare lanostane triterpenoids having a double bond between C(16) and C(17). Compounds 1–4 exhibited potent antiproliferative effects against A549, SMMC‐7721, MCF‐7, and SW480 cancer cell lines with IC50 values from 16.19±0.38 to 27.74±1.12 μM.
doi_str_mv 10.1002/cbdv.202100196
format article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_2510255635</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2510255635</sourcerecordid><originalsourceid>FETCH-LOGICAL-c3736-e754fb525102ee77090121626fd976e2da6c5567bede2975e31d61b47b6f65973</originalsourceid><addsrcrecordid>eNqFkUtPAjEQgBujEUWvHk0TL17APtiWPSLiIyHRA3rd7LazUrK7xbaA_HuLICZevLSd9psv0xmELijpUkLYjSr0sssIiwFNxQE6oYKyDu33yeH-LFkLnXo_i3y87x-jFud9TuLjCXqfQHB5Y10VFx_yBnDeaDzeRxNnArg5NNZoj1cmTPFwHWywn0bhgQpmacIal87WOEwBj-ZGg6uNx7bEL9aZHCurrD9DR2VeeTjf7W30ej-aDB874-eHp-Fg3FFcctEBmfTKImEJJQxASpISyqhgotSpFMB0LlSSCFmABpbKBDjVghY9WYhSJKnkbXS99c6d_ViAD1msRUEVvwd24bNvczTwJKJXf9CZXbgmVhcpFhvFSZpGqrullLPeOyizuTN17tYZJdlmBNlmBNl-BDHhcqddFDXoPf7T8wikW2BlKlj_o8uGt3dvv_IvJ3aSjw</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2528083099</pqid></control><display><type>article</type><title>Tetranorlanostane and Lanostane Triterpenoids with Cytotoxic Activity from the Epidermis of Poria cocos</title><source>Wiley-Blackwell Read &amp; Publish Collection</source><creator>Jiang, Ting‐Ting ; Ding, Lin‐Fen ; Nie, Wei ; Wang, Liu‐Yan ; Lei, Tie ; Wu, Xing‐De ; Zhao, Qin‐Shi</creator><creatorcontrib>Jiang, Ting‐Ting ; Ding, Lin‐Fen ; Nie, Wei ; Wang, Liu‐Yan ; Lei, Tie ; Wu, Xing‐De ; Zhao, Qin‐Shi</creatorcontrib><description>Two unprecedented tetranorlanostane triterpenoids, poricolides A (1) and B (2), and two new lanostane triterpenoids, 3β‐acetoxy‐24‐methyllanosta‐8,16,24(31)‐trien‐21‐oic acid (3) and 3β‐acetoxylanosta‐7,9(11),16,23‐tetraen‐21‐oic acid (4), were isolated from the epidermis of Poria cocos. The structures of 1–4 were determined via analysis of 1H‐, 13C‐, and 2D‐NMR, and HR‐ESI‐MS data, and the absolute configurations of 1 and 3 were established by single‐crystal X‐ray diffraction analysis. Compounds 1 and 2 were the first report of tetranorlanostane triterpenoid having a δ‐lactone ring at C(17). Compounds 3 and 4 were rare lanostane triterpenoids having a double bond between C(16) and C(17). Compounds 1–4 exhibited potent antiproliferative effects against A549, SMMC‐7721, MCF‐7, and SW480 cancer cell lines with IC50 values from 16.19±0.38 to 27.74±1.12 μM.</description><identifier>ISSN: 1612-1872</identifier><identifier>EISSN: 1612-1880</identifier><identifier>DOI: 10.1002/cbdv.202100196</identifier><identifier>PMID: 33830612</identifier><language>eng</language><publisher>Switzerland: Wiley Subscription Services, Inc</publisher><subject>cytotoxic activity ; Cytotoxicity ; Epidermis ; lanostane triterpenoid ; NMR ; Nuclear magnetic resonance ; Poria cocos ; tetranorlanostane triterpenoid ; Triterpenoids ; Tumor cell lines ; Two dimensional analysis</subject><ispartof>Chemistry &amp; biodiversity, 2021-05, Vol.18 (5), p.e2100196-n/a</ispartof><rights>2021 Wiley‐VHCA AG, Zurich, Switzerland</rights><rights>2021 Wiley-VHCA AG, Zurich, Switzerland.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3736-e754fb525102ee77090121626fd976e2da6c5567bede2975e31d61b47b6f65973</citedby><cites>FETCH-LOGICAL-c3736-e754fb525102ee77090121626fd976e2da6c5567bede2975e31d61b47b6f65973</cites><orcidid>0000-0002-1249-2917</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/33830612$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Jiang, Ting‐Ting</creatorcontrib><creatorcontrib>Ding, Lin‐Fen</creatorcontrib><creatorcontrib>Nie, Wei</creatorcontrib><creatorcontrib>Wang, Liu‐Yan</creatorcontrib><creatorcontrib>Lei, Tie</creatorcontrib><creatorcontrib>Wu, Xing‐De</creatorcontrib><creatorcontrib>Zhao, Qin‐Shi</creatorcontrib><title>Tetranorlanostane and Lanostane Triterpenoids with Cytotoxic Activity from the Epidermis of Poria cocos</title><title>Chemistry &amp; biodiversity</title><addtitle>Chem Biodivers</addtitle><description>Two unprecedented tetranorlanostane triterpenoids, poricolides A (1) and B (2), and two new lanostane triterpenoids, 3β‐acetoxy‐24‐methyllanosta‐8,16,24(31)‐trien‐21‐oic acid (3) and 3β‐acetoxylanosta‐7,9(11),16,23‐tetraen‐21‐oic acid (4), were isolated from the epidermis of Poria cocos. The structures of 1–4 were determined via analysis of 1H‐, 13C‐, and 2D‐NMR, and HR‐ESI‐MS data, and the absolute configurations of 1 and 3 were established by single‐crystal X‐ray diffraction analysis. Compounds 1 and 2 were the first report of tetranorlanostane triterpenoid having a δ‐lactone ring at C(17). Compounds 3 and 4 were rare lanostane triterpenoids having a double bond between C(16) and C(17). Compounds 1–4 exhibited potent antiproliferative effects against A549, SMMC‐7721, MCF‐7, and SW480 cancer cell lines with IC50 values from 16.19±0.38 to 27.74±1.12 μM.</description><subject>cytotoxic activity</subject><subject>Cytotoxicity</subject><subject>Epidermis</subject><subject>lanostane triterpenoid</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Poria cocos</subject><subject>tetranorlanostane triterpenoid</subject><subject>Triterpenoids</subject><subject>Tumor cell lines</subject><subject>Two dimensional analysis</subject><issn>1612-1872</issn><issn>1612-1880</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNqFkUtPAjEQgBujEUWvHk0TL17APtiWPSLiIyHRA3rd7LazUrK7xbaA_HuLICZevLSd9psv0xmELijpUkLYjSr0sssIiwFNxQE6oYKyDu33yeH-LFkLnXo_i3y87x-jFud9TuLjCXqfQHB5Y10VFx_yBnDeaDzeRxNnArg5NNZoj1cmTPFwHWywn0bhgQpmacIal87WOEwBj-ZGg6uNx7bEL9aZHCurrD9DR2VeeTjf7W30ej-aDB874-eHp-Fg3FFcctEBmfTKImEJJQxASpISyqhgotSpFMB0LlSSCFmABpbKBDjVghY9WYhSJKnkbXS99c6d_ViAD1msRUEVvwd24bNvczTwJKJXf9CZXbgmVhcpFhvFSZpGqrullLPeOyizuTN17tYZJdlmBNlmBNl-BDHhcqddFDXoPf7T8wikW2BlKlj_o8uGt3dvv_IvJ3aSjw</recordid><startdate>202105</startdate><enddate>202105</enddate><creator>Jiang, Ting‐Ting</creator><creator>Ding, Lin‐Fen</creator><creator>Nie, Wei</creator><creator>Wang, Liu‐Yan</creator><creator>Lei, Tie</creator><creator>Wu, Xing‐De</creator><creator>Zhao, Qin‐Shi</creator><general>Wiley Subscription Services, Inc</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QO</scope><scope>7TM</scope><scope>8FD</scope><scope>FR3</scope><scope>K9.</scope><scope>M7N</scope><scope>P64</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-1249-2917</orcidid></search><sort><creationdate>202105</creationdate><title>Tetranorlanostane and Lanostane Triterpenoids with Cytotoxic Activity from the Epidermis of Poria cocos</title><author>Jiang, Ting‐Ting ; Ding, Lin‐Fen ; Nie, Wei ; Wang, Liu‐Yan ; Lei, Tie ; Wu, Xing‐De ; Zhao, Qin‐Shi</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3736-e754fb525102ee77090121626fd976e2da6c5567bede2975e31d61b47b6f65973</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>cytotoxic activity</topic><topic>Cytotoxicity</topic><topic>Epidermis</topic><topic>lanostane triterpenoid</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Poria cocos</topic><topic>tetranorlanostane triterpenoid</topic><topic>Triterpenoids</topic><topic>Tumor cell lines</topic><topic>Two dimensional analysis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Jiang, Ting‐Ting</creatorcontrib><creatorcontrib>Ding, Lin‐Fen</creatorcontrib><creatorcontrib>Nie, Wei</creatorcontrib><creatorcontrib>Wang, Liu‐Yan</creatorcontrib><creatorcontrib>Lei, Tie</creatorcontrib><creatorcontrib>Wu, Xing‐De</creatorcontrib><creatorcontrib>Zhao, Qin‐Shi</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Nucleic Acids Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>ProQuest Health &amp; Medical Complete (Alumni)</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Chemistry &amp; biodiversity</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Jiang, Ting‐Ting</au><au>Ding, Lin‐Fen</au><au>Nie, Wei</au><au>Wang, Liu‐Yan</au><au>Lei, Tie</au><au>Wu, Xing‐De</au><au>Zhao, Qin‐Shi</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Tetranorlanostane and Lanostane Triterpenoids with Cytotoxic Activity from the Epidermis of Poria cocos</atitle><jtitle>Chemistry &amp; biodiversity</jtitle><addtitle>Chem Biodivers</addtitle><date>2021-05</date><risdate>2021</risdate><volume>18</volume><issue>5</issue><spage>e2100196</spage><epage>n/a</epage><pages>e2100196-n/a</pages><issn>1612-1872</issn><eissn>1612-1880</eissn><abstract>Two unprecedented tetranorlanostane triterpenoids, poricolides A (1) and B (2), and two new lanostane triterpenoids, 3β‐acetoxy‐24‐methyllanosta‐8,16,24(31)‐trien‐21‐oic acid (3) and 3β‐acetoxylanosta‐7,9(11),16,23‐tetraen‐21‐oic acid (4), were isolated from the epidermis of Poria cocos. The structures of 1–4 were determined via analysis of 1H‐, 13C‐, and 2D‐NMR, and HR‐ESI‐MS data, and the absolute configurations of 1 and 3 were established by single‐crystal X‐ray diffraction analysis. Compounds 1 and 2 were the first report of tetranorlanostane triterpenoid having a δ‐lactone ring at C(17). Compounds 3 and 4 were rare lanostane triterpenoids having a double bond between C(16) and C(17). Compounds 1–4 exhibited potent antiproliferative effects against A549, SMMC‐7721, MCF‐7, and SW480 cancer cell lines with IC50 values from 16.19±0.38 to 27.74±1.12 μM.</abstract><cop>Switzerland</cop><pub>Wiley Subscription Services, Inc</pub><pmid>33830612</pmid><doi>10.1002/cbdv.202100196</doi><tpages>9</tpages><orcidid>https://orcid.org/0000-0002-1249-2917</orcidid></addata></record>
fulltext fulltext
identifier ISSN: 1612-1872
ispartof Chemistry & biodiversity, 2021-05, Vol.18 (5), p.e2100196-n/a
issn 1612-1872
1612-1880
language eng
recordid cdi_proquest_miscellaneous_2510255635
source Wiley-Blackwell Read & Publish Collection
subjects cytotoxic activity
Cytotoxicity
Epidermis
lanostane triterpenoid
NMR
Nuclear magnetic resonance
Poria cocos
tetranorlanostane triterpenoid
Triterpenoids
Tumor cell lines
Two dimensional analysis
title Tetranorlanostane and Lanostane Triterpenoids with Cytotoxic Activity from the Epidermis of Poria cocos
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-05T04%3A49%3A52IST&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=Tetranorlanostane%20and%20Lanostane%20Triterpenoids%20with%20Cytotoxic%20Activity%20from%20the%20Epidermis%20of%20Poria%20cocos&rft.jtitle=Chemistry%20&%20biodiversity&rft.au=Jiang,%20Ting%E2%80%90Ting&rft.date=2021-05&rft.volume=18&rft.issue=5&rft.spage=e2100196&rft.epage=n/a&rft.pages=e2100196-n/a&rft.issn=1612-1872&rft.eissn=1612-1880&rft_id=info:doi/10.1002/cbdv.202100196&rft_dat=%3Cproquest_cross%3E2510255635%3C/proquest_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c3736-e754fb525102ee77090121626fd976e2da6c5567bede2975e31d61b47b6f65973%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=2528083099&rft_id=info:pmid/33830612&rfr_iscdi=true