Loading…
Antitumor activity and transcriptome sequencing (RNA-seq) analyses of hepatocellular carcinoma cells in response to exposure triterpene-nucleoside conjugates
Fifteen betulonic/betulinic acid conjugated with nucleoside derivatives were synthesized to enhance antitumor potency and water solubility. Among these, the methylated betulonic acid-azidothymidine compound (8c) exhibited a broad-spectrum of antitumor activity against three tested tumor cell lines,...
Saved in:
| Published in: | European journal of medicinal chemistry 2024-10, Vol.276, p.116635, Article 116635 |
|---|---|
| Main Authors: | , , , , , , , , , , , , , , |
| Format: | Article |
| Language: | English |
| Subjects: | |
| Citations: | Items that this one cites |
| Online Access: | Get full text |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| cited_by | |
|---|---|
| cites | cdi_FETCH-LOGICAL-c241t-846a72d8ccf075fafe287c3b0b568a6f8bbb5d055fb8ee5a925e407704f8ee213 |
| container_end_page | |
| container_issue | |
| container_start_page | 116635 |
| container_title | European journal of medicinal chemistry |
| container_volume | 276 |
| creator | Wang, Qiang Ma, Fangchao Wang, Jingchen Xu, Hongde Li, Keyan Cheng, Yung-Yi Chen, Xiqiang Qu, Shuhao Wei, Tingting Hao, Xiaofei Kong, Mingyue Xie, Chengping Wang, Wei Wang, Yanli Jeong, Lak Shin |
| description | Fifteen betulonic/betulinic acid conjugated with nucleoside derivatives were synthesized to enhance antitumor potency and water solubility. Among these, the methylated betulonic acid-azidothymidine compound (8c) exhibited a broad-spectrum of antitumor activity against three tested tumor cell lines, including SMMC-7721 (IC50 = 5.02 μM), KYSE-150 (IC50 = 5.68 μM), and SW620 (IC50 = 4.61 μM) and along with lower toxicity (TC50 > 100 μM) estimated by zebrafish embryos assay. Compared to betulinic acid ( |
| doi_str_mv | 10.1016/j.ejmech.2024.116635 |
| format | article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_3076017614</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><els_id>S0223523424005154</els_id><sourcerecordid>3076017614</sourcerecordid><originalsourceid>FETCH-LOGICAL-c241t-846a72d8ccf075fafe287c3b0b568a6f8bbb5d055fb8ee5a925e407704f8ee213</originalsourceid><addsrcrecordid>eNp9kc1u1DAQgC0EokvhDRDysRyy2I7tpBekVVUoUgUSgrPlOJPWUWIHj1OxD8O74lVKj5zssb7x_HyEvOVszxnXH8Y9jDO4-71gQu4517pWz8iON7qtaqHkc7JjQtSVErU8I68QR8aY0oy9JGd1e6mlUO2O_DmE7PM6x0Sty_7B5yO1oac52YAu-SXHGSjCrxWC8-GOXnz_eqhK_L5gdjoiII0DvYfF5uhgmtbJJupsKnCcLT09IfWBJsAlBgSaI4XfS8Q1lXvyGdICAaqwugki-h6oi2Fc72wGfE1eDHZCePN4npOfn65_XN1Ut98-f7k63FZOSJ6rVmrbiL51bmCNGuwAom1c3bFO6dbqoe26TvVMqaFrAZS9FAokaxomhxILXp-Ti-3fJcUyKWYzezy1bgPEFU3NGs3KZrksqNxQlyJigsEsyc82HQ1n5iTGjGYTY05izCampL17rLB2M_RPSf9MFODjBkCZ88FDMuh82Tn0PoHLpo_-_xX-AqwIpa4</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>3076017614</pqid></control><display><type>article</type><title>Antitumor activity and transcriptome sequencing (RNA-seq) analyses of hepatocellular carcinoma cells in response to exposure triterpene-nucleoside conjugates</title><source>ScienceDirect Freedom Collection</source><creator>Wang, Qiang ; Ma, Fangchao ; Wang, Jingchen ; Xu, Hongde ; Li, Keyan ; Cheng, Yung-Yi ; Chen, Xiqiang ; Qu, Shuhao ; Wei, Tingting ; Hao, Xiaofei ; Kong, Mingyue ; Xie, Chengping ; Wang, Wei ; Wang, Yanli ; Jeong, Lak Shin</creator><creatorcontrib>Wang, Qiang ; Ma, Fangchao ; Wang, Jingchen ; Xu, Hongde ; Li, Keyan ; Cheng, Yung-Yi ; Chen, Xiqiang ; Qu, Shuhao ; Wei, Tingting ; Hao, Xiaofei ; Kong, Mingyue ; Xie, Chengping ; Wang, Wei ; Wang, Yanli ; Jeong, Lak Shin</creatorcontrib><description>Fifteen betulonic/betulinic acid conjugated with nucleoside derivatives were synthesized to enhance antitumor potency and water solubility. Among these, the methylated betulonic acid-azidothymidine compound (8c) exhibited a broad-spectrum of antitumor activity against three tested tumor cell lines, including SMMC-7721 (IC50 = 5.02 μM), KYSE-150 (IC50 = 5.68 μM), and SW620 (IC50 = 4.61 μM) and along with lower toxicity (TC50 > 100 μM) estimated by zebrafish embryos assay. Compared to betulinic acid (<0.05 μg/mL), compound 8c showed approximately 40-fold higher water solubility (1.98 μg/mL). In SMMC-7721 cells, compound 8c induced autophagy and apoptosis as its concentration increased. Transcriptomic sequencing analysis was used to understand the potential impacts of the underlying mechanism of 8c on SMMC-7721 cells. Transcriptomic studies indicated that compound 8c could activate autophagy by inhibiting the PI3K/AKT pathway in SMMC-7721 cells. Furthermore, in the xenograft mice study, compound 8c significantly slowed down the tumor growth, as potent as paclitaxel treated group. In conclusion, methylated betulonic acid-azidothymidine compound (8c) not only increases water solubility, but also enhances the potency against hepatocellular carcinoma cells by inducing autophagy and apoptosis, and suppressing the PI3K/Akt/mTOR signaling pathway.
[Display omitted]
•Conjugated triterpenes with nucleoside derivatives exhibited increased anti-tumor activity and solubility.•The methylated betulonic acid-azidothymidine derivative inducing autophagy and apoptosis in hepatocellular carcinoma cells.•Transcriptomic studies revealed its activation of autophagy by suppressing the PI3K/Akt/mTOR pathway in SMMC-7721 cells.</description><identifier>ISSN: 0223-5234</identifier><identifier>ISSN: 1768-3254</identifier><identifier>EISSN: 1768-3254</identifier><identifier>DOI: 10.1016/j.ejmech.2024.116635</identifier><identifier>PMID: 38964258</identifier><language>eng</language><publisher>France: Elsevier Masson SAS</publisher><subject>Animals ; Antineoplastic Agents - chemical synthesis ; Antineoplastic Agents - chemistry ; Antineoplastic Agents - pharmacology ; Antitumor activity ; Apoptosis - drug effects ; autophagy ; Carcinoma, Hepatocellular - drug therapy ; Carcinoma, Hepatocellular - pathology ; Cell Line, Tumor ; Cell Proliferation - drug effects ; Dose-Response Relationship, Drug ; Drug Screening Assays, Antitumor ; Hepatocellular carcinoma cells ; Humans ; Liver Neoplasms - drug therapy ; Liver Neoplasms - pathology ; Mice ; Mice, Nude ; Molecular Structure ; Nucleosides ; Nucleosides - chemical synthesis ; Nucleosides - chemistry ; Nucleosides - pharmacology ; Pentacyclic triterpene ; Structure-Activity Relationship ; Transcriptome - drug effects ; Transcriptome sequencing analyses ; Triterpenes - chemical synthesis ; Triterpenes - chemistry ; Triterpenes - pharmacology ; Zebrafish</subject><ispartof>European journal of medicinal chemistry, 2024-10, Vol.276, p.116635, Article 116635</ispartof><rights>2024 Elsevier Masson SAS</rights><rights>Copyright © 2024 Elsevier Masson SAS. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c241t-846a72d8ccf075fafe287c3b0b568a6f8bbb5d055fb8ee5a925e407704f8ee213</cites><orcidid>0000-0002-7366-5674</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/38964258$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Wang, Qiang</creatorcontrib><creatorcontrib>Ma, Fangchao</creatorcontrib><creatorcontrib>Wang, Jingchen</creatorcontrib><creatorcontrib>Xu, Hongde</creatorcontrib><creatorcontrib>Li, Keyan</creatorcontrib><creatorcontrib>Cheng, Yung-Yi</creatorcontrib><creatorcontrib>Chen, Xiqiang</creatorcontrib><creatorcontrib>Qu, Shuhao</creatorcontrib><creatorcontrib>Wei, Tingting</creatorcontrib><creatorcontrib>Hao, Xiaofei</creatorcontrib><creatorcontrib>Kong, Mingyue</creatorcontrib><creatorcontrib>Xie, Chengping</creatorcontrib><creatorcontrib>Wang, Wei</creatorcontrib><creatorcontrib>Wang, Yanli</creatorcontrib><creatorcontrib>Jeong, Lak Shin</creatorcontrib><title>Antitumor activity and transcriptome sequencing (RNA-seq) analyses of hepatocellular carcinoma cells in response to exposure triterpene-nucleoside conjugates</title><title>European journal of medicinal chemistry</title><addtitle>Eur J Med Chem</addtitle><description>Fifteen betulonic/betulinic acid conjugated with nucleoside derivatives were synthesized to enhance antitumor potency and water solubility. Among these, the methylated betulonic acid-azidothymidine compound (8c) exhibited a broad-spectrum of antitumor activity against three tested tumor cell lines, including SMMC-7721 (IC50 = 5.02 μM), KYSE-150 (IC50 = 5.68 μM), and SW620 (IC50 = 4.61 μM) and along with lower toxicity (TC50 > 100 μM) estimated by zebrafish embryos assay. Compared to betulinic acid (<0.05 μg/mL), compound 8c showed approximately 40-fold higher water solubility (1.98 μg/mL). In SMMC-7721 cells, compound 8c induced autophagy and apoptosis as its concentration increased. Transcriptomic sequencing analysis was used to understand the potential impacts of the underlying mechanism of 8c on SMMC-7721 cells. Transcriptomic studies indicated that compound 8c could activate autophagy by inhibiting the PI3K/AKT pathway in SMMC-7721 cells. Furthermore, in the xenograft mice study, compound 8c significantly slowed down the tumor growth, as potent as paclitaxel treated group. In conclusion, methylated betulonic acid-azidothymidine compound (8c) not only increases water solubility, but also enhances the potency against hepatocellular carcinoma cells by inducing autophagy and apoptosis, and suppressing the PI3K/Akt/mTOR signaling pathway.
[Display omitted]
•Conjugated triterpenes with nucleoside derivatives exhibited increased anti-tumor activity and solubility.•The methylated betulonic acid-azidothymidine derivative inducing autophagy and apoptosis in hepatocellular carcinoma cells.•Transcriptomic studies revealed its activation of autophagy by suppressing the PI3K/Akt/mTOR pathway in SMMC-7721 cells.</description><subject>Animals</subject><subject>Antineoplastic Agents - chemical synthesis</subject><subject>Antineoplastic Agents - chemistry</subject><subject>Antineoplastic Agents - pharmacology</subject><subject>Antitumor activity</subject><subject>Apoptosis - drug effects</subject><subject>autophagy</subject><subject>Carcinoma, Hepatocellular - drug therapy</subject><subject>Carcinoma, Hepatocellular - pathology</subject><subject>Cell Line, Tumor</subject><subject>Cell Proliferation - drug effects</subject><subject>Dose-Response Relationship, Drug</subject><subject>Drug Screening Assays, Antitumor</subject><subject>Hepatocellular carcinoma cells</subject><subject>Humans</subject><subject>Liver Neoplasms - drug therapy</subject><subject>Liver Neoplasms - pathology</subject><subject>Mice</subject><subject>Mice, Nude</subject><subject>Molecular Structure</subject><subject>Nucleosides</subject><subject>Nucleosides - chemical synthesis</subject><subject>Nucleosides - chemistry</subject><subject>Nucleosides - pharmacology</subject><subject>Pentacyclic triterpene</subject><subject>Structure-Activity Relationship</subject><subject>Transcriptome - drug effects</subject><subject>Transcriptome sequencing analyses</subject><subject>Triterpenes - chemical synthesis</subject><subject>Triterpenes - chemistry</subject><subject>Triterpenes - pharmacology</subject><subject>Zebrafish</subject><issn>0223-5234</issn><issn>1768-3254</issn><issn>1768-3254</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2024</creationdate><recordtype>article</recordtype><recordid>eNp9kc1u1DAQgC0EokvhDRDysRyy2I7tpBekVVUoUgUSgrPlOJPWUWIHj1OxD8O74lVKj5zssb7x_HyEvOVszxnXH8Y9jDO4-71gQu4517pWz8iON7qtaqHkc7JjQtSVErU8I68QR8aY0oy9JGd1e6mlUO2O_DmE7PM6x0Sty_7B5yO1oac52YAu-SXHGSjCrxWC8-GOXnz_eqhK_L5gdjoiII0DvYfF5uhgmtbJJupsKnCcLT09IfWBJsAlBgSaI4XfS8Q1lXvyGdICAaqwugki-h6oi2Fc72wGfE1eDHZCePN4npOfn65_XN1Ut98-f7k63FZOSJ6rVmrbiL51bmCNGuwAom1c3bFO6dbqoe26TvVMqaFrAZS9FAokaxomhxILXp-Ti-3fJcUyKWYzezy1bgPEFU3NGs3KZrksqNxQlyJigsEsyc82HQ1n5iTGjGYTY05izCampL17rLB2M_RPSf9MFODjBkCZ88FDMuh82Tn0PoHLpo_-_xX-AqwIpa4</recordid><startdate>20241005</startdate><enddate>20241005</enddate><creator>Wang, Qiang</creator><creator>Ma, Fangchao</creator><creator>Wang, Jingchen</creator><creator>Xu, Hongde</creator><creator>Li, Keyan</creator><creator>Cheng, Yung-Yi</creator><creator>Chen, Xiqiang</creator><creator>Qu, Shuhao</creator><creator>Wei, Tingting</creator><creator>Hao, Xiaofei</creator><creator>Kong, Mingyue</creator><creator>Xie, Chengping</creator><creator>Wang, Wei</creator><creator>Wang, Yanli</creator><creator>Jeong, Lak Shin</creator><general>Elsevier Masson SAS</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>7X8</scope><orcidid>https://orcid.org/0000-0002-7366-5674</orcidid></search><sort><creationdate>20241005</creationdate><title>Antitumor activity and transcriptome sequencing (RNA-seq) analyses of hepatocellular carcinoma cells in response to exposure triterpene-nucleoside conjugates</title><author>Wang, Qiang ; Ma, Fangchao ; Wang, Jingchen ; Xu, Hongde ; Li, Keyan ; Cheng, Yung-Yi ; Chen, Xiqiang ; Qu, Shuhao ; Wei, Tingting ; Hao, Xiaofei ; Kong, Mingyue ; Xie, Chengping ; Wang, Wei ; Wang, Yanli ; Jeong, Lak Shin</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c241t-846a72d8ccf075fafe287c3b0b568a6f8bbb5d055fb8ee5a925e407704f8ee213</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2024</creationdate><topic>Animals</topic><topic>Antineoplastic Agents - chemical synthesis</topic><topic>Antineoplastic Agents - chemistry</topic><topic>Antineoplastic Agents - pharmacology</topic><topic>Antitumor activity</topic><topic>Apoptosis - drug effects</topic><topic>autophagy</topic><topic>Carcinoma, Hepatocellular - drug therapy</topic><topic>Carcinoma, Hepatocellular - pathology</topic><topic>Cell Line, Tumor</topic><topic>Cell Proliferation - drug effects</topic><topic>Dose-Response Relationship, Drug</topic><topic>Drug Screening Assays, Antitumor</topic><topic>Hepatocellular carcinoma cells</topic><topic>Humans</topic><topic>Liver Neoplasms - drug therapy</topic><topic>Liver Neoplasms - pathology</topic><topic>Mice</topic><topic>Mice, Nude</topic><topic>Molecular Structure</topic><topic>Nucleosides</topic><topic>Nucleosides - chemical synthesis</topic><topic>Nucleosides - chemistry</topic><topic>Nucleosides - pharmacology</topic><topic>Pentacyclic triterpene</topic><topic>Structure-Activity Relationship</topic><topic>Transcriptome - drug effects</topic><topic>Transcriptome sequencing analyses</topic><topic>Triterpenes - chemical synthesis</topic><topic>Triterpenes - chemistry</topic><topic>Triterpenes - pharmacology</topic><topic>Zebrafish</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Wang, Qiang</creatorcontrib><creatorcontrib>Ma, Fangchao</creatorcontrib><creatorcontrib>Wang, Jingchen</creatorcontrib><creatorcontrib>Xu, Hongde</creatorcontrib><creatorcontrib>Li, Keyan</creatorcontrib><creatorcontrib>Cheng, Yung-Yi</creatorcontrib><creatorcontrib>Chen, Xiqiang</creatorcontrib><creatorcontrib>Qu, Shuhao</creatorcontrib><creatorcontrib>Wei, Tingting</creatorcontrib><creatorcontrib>Hao, Xiaofei</creatorcontrib><creatorcontrib>Kong, Mingyue</creatorcontrib><creatorcontrib>Xie, Chengping</creatorcontrib><creatorcontrib>Wang, Wei</creatorcontrib><creatorcontrib>Wang, Yanli</creatorcontrib><creatorcontrib>Jeong, Lak Shin</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>European journal of medicinal chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Wang, Qiang</au><au>Ma, Fangchao</au><au>Wang, Jingchen</au><au>Xu, Hongde</au><au>Li, Keyan</au><au>Cheng, Yung-Yi</au><au>Chen, Xiqiang</au><au>Qu, Shuhao</au><au>Wei, Tingting</au><au>Hao, Xiaofei</au><au>Kong, Mingyue</au><au>Xie, Chengping</au><au>Wang, Wei</au><au>Wang, Yanli</au><au>Jeong, Lak Shin</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Antitumor activity and transcriptome sequencing (RNA-seq) analyses of hepatocellular carcinoma cells in response to exposure triterpene-nucleoside conjugates</atitle><jtitle>European journal of medicinal chemistry</jtitle><addtitle>Eur J Med Chem</addtitle><date>2024-10-05</date><risdate>2024</risdate><volume>276</volume><spage>116635</spage><pages>116635-</pages><artnum>116635</artnum><issn>0223-5234</issn><issn>1768-3254</issn><eissn>1768-3254</eissn><abstract>Fifteen betulonic/betulinic acid conjugated with nucleoside derivatives were synthesized to enhance antitumor potency and water solubility. Among these, the methylated betulonic acid-azidothymidine compound (8c) exhibited a broad-spectrum of antitumor activity against three tested tumor cell lines, including SMMC-7721 (IC50 = 5.02 μM), KYSE-150 (IC50 = 5.68 μM), and SW620 (IC50 = 4.61 μM) and along with lower toxicity (TC50 > 100 μM) estimated by zebrafish embryos assay. Compared to betulinic acid (<0.05 μg/mL), compound 8c showed approximately 40-fold higher water solubility (1.98 μg/mL). In SMMC-7721 cells, compound 8c induced autophagy and apoptosis as its concentration increased. Transcriptomic sequencing analysis was used to understand the potential impacts of the underlying mechanism of 8c on SMMC-7721 cells. Transcriptomic studies indicated that compound 8c could activate autophagy by inhibiting the PI3K/AKT pathway in SMMC-7721 cells. Furthermore, in the xenograft mice study, compound 8c significantly slowed down the tumor growth, as potent as paclitaxel treated group. In conclusion, methylated betulonic acid-azidothymidine compound (8c) not only increases water solubility, but also enhances the potency against hepatocellular carcinoma cells by inducing autophagy and apoptosis, and suppressing the PI3K/Akt/mTOR signaling pathway.
[Display omitted]
•Conjugated triterpenes with nucleoside derivatives exhibited increased anti-tumor activity and solubility.•The methylated betulonic acid-azidothymidine derivative inducing autophagy and apoptosis in hepatocellular carcinoma cells.•Transcriptomic studies revealed its activation of autophagy by suppressing the PI3K/Akt/mTOR pathway in SMMC-7721 cells.</abstract><cop>France</cop><pub>Elsevier Masson SAS</pub><pmid>38964258</pmid><doi>10.1016/j.ejmech.2024.116635</doi><orcidid>https://orcid.org/0000-0002-7366-5674</orcidid></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0223-5234 |
| ispartof | European journal of medicinal chemistry, 2024-10, Vol.276, p.116635, Article 116635 |
| issn | 0223-5234 1768-3254 1768-3254 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_3076017614 |
| source | ScienceDirect Freedom Collection |
| subjects | Animals Antineoplastic Agents - chemical synthesis Antineoplastic Agents - chemistry Antineoplastic Agents - pharmacology Antitumor activity Apoptosis - drug effects autophagy Carcinoma, Hepatocellular - drug therapy Carcinoma, Hepatocellular - pathology Cell Line, Tumor Cell Proliferation - drug effects Dose-Response Relationship, Drug Drug Screening Assays, Antitumor Hepatocellular carcinoma cells Humans Liver Neoplasms - drug therapy Liver Neoplasms - pathology Mice Mice, Nude Molecular Structure Nucleosides Nucleosides - chemical synthesis Nucleosides - chemistry Nucleosides - pharmacology Pentacyclic triterpene Structure-Activity Relationship Transcriptome - drug effects Transcriptome sequencing analyses Triterpenes - chemical synthesis Triterpenes - chemistry Triterpenes - pharmacology Zebrafish |
| title | Antitumor activity and transcriptome sequencing (RNA-seq) analyses of hepatocellular carcinoma cells in response to exposure triterpene-nucleoside conjugates |
| url | http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-05T02%3A06%3A16IST&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=Antitumor%20activity%20and%20transcriptome%20sequencing%20(RNA-seq)%20analyses%20of%20hepatocellular%20carcinoma%20cells%20in%20response%20to%20exposure%20triterpene-nucleoside%20conjugates&rft.jtitle=European%20journal%20of%20medicinal%20chemistry&rft.au=Wang,%20Qiang&rft.date=2024-10-05&rft.volume=276&rft.spage=116635&rft.pages=116635-&rft.artnum=116635&rft.issn=0223-5234&rft.eissn=1768-3254&rft_id=info:doi/10.1016/j.ejmech.2024.116635&rft_dat=%3Cproquest_cross%3E3076017614%3C/proquest_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c241t-846a72d8ccf075fafe287c3b0b568a6f8bbb5d055fb8ee5a925e407704f8ee213%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=3076017614&rft_id=info:pmid/38964258&rfr_iscdi=true |