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Syntheses, Transformations, and Cytotoxicities of 2,3-Secolupane Acetylhydrazones
New 2,3-secolupane derivatives with methylketone, acetylhydrazone, and 1,3,4-oxadiazoline fragments were prepared via chemical modification of ring A and the isopropylene group of 1-cyano-2,3-secotriterpenoids. Cytotoxicity studies of the synthesized compounds using four tumor cell lines (HEp-2 huma...
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| Published in: | Chemistry of natural compounds 2018-07, Vol.54 (4), p.705-709 |
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| Main Authors: | , , |
| Format: | Article |
| Language: | English |
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| cites | cdi_FETCH-LOGICAL-c417t-8ae59aabfa5bd155a9b8553d932443d2bfe67f6aee7f44dee25accadbbbd52ea3 |
| container_end_page | 709 |
| container_issue | 4 |
| container_start_page | 705 |
| container_title | Chemistry of natural compounds |
| container_volume | 54 |
| creator | Tolmacheva, I. A. Eroshenko, D. V. Grishko, V. V. |
| description | New 2,3-secolupane derivatives with methylketone, acetylhydrazone, and 1,3,4-oxadiazoline fragments were prepared via chemical modification of ring A and the isopropylene group of 1-cyano-2,3-secotriterpenoids. Cytotoxicity studies of the synthesized compounds using four tumor cell lines (HEp-2 human epithelial type 2 carcinoma, MS melanoma, RD TE32 rhabdomyosarcoma, and A549 lung carcinoma) showed that 3,30-dialdehyde
3
(IC
50
3.98 μM) and 30-acetylhydrazone
10
(IC
50
8.95 μM) were the most cytotoxic for MS melanoma cells. Intermediate
3
was also active against RD TE32 rhabdomyosarcoma cells (IC
50
6.70 μM). |
| doi_str_mv | 10.1007/s10600-018-2450-8 |
| format | article |
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3
(IC
50
3.98 μM) and 30-acetylhydrazone
10
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50
8.95 μM) were the most cytotoxic for MS melanoma cells. Intermediate
3
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50
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3
(IC
50
3.98 μM) and 30-acetylhydrazone
10
(IC
50
8.95 μM) were the most cytotoxic for MS melanoma cells. Intermediate
3
was also active against RD TE32 rhabdomyosarcoma cells (IC
50
6.70 μM).</description><subject>Antiviral agents</subject><subject>Lung cancer</subject><subject>Medicine</subject><subject>Melanoma</subject><subject>Nitriles</subject><subject>Organic Chemistry</subject><subject>Pharmacy</subject><subject>Plant Sciences</subject><subject>Toxicity</subject><issn>0009-3130</issn><issn>1573-8388</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNp1kVGLEzEUhYMoWKs_wLcBn4TNmkySmcxjKa4uLIh2fQ53MjfdLG1SkxR2_PWmVFgKyn0I9_Cd3NwcQt5zds0Z6z9lzjrGKOOatlIxql-QBVe9oFpo_ZIsGGMDFVyw1-RNzo-11V2nF-T7Zg7lATPmq-Y-Qcgupj0UH0MVIEzNei6xxCdvffGYm-ia9krQDdq4Ox4gYLOyWObdwzwl-B0D5rfklYNdxnd_zyX5efP5fv2V3n37crte3VEreV-oBlQDwOhAjRNXCoZRKyWmQbRSiqkdHXa96wCxd1JOiK0Ca2Eax3FSLYJYkg_new8p_jpiLuYxHlOoI03LNBu47qV-prawQ-ODiyWB3ftszUpJLTU7_dKSXP-DqjXh3tu6lfNVvzB8vDBUpuBT2cIxZ3O7-XHJ8jNrU8w5oTOH5PeQZsOZOYVnzuGZGp45hWdOz27PnlzZsMX0vNz_TX8AP1mb2A</recordid><startdate>20180701</startdate><enddate>20180701</enddate><creator>Tolmacheva, I. A.</creator><creator>Eroshenko, D. V.</creator><creator>Grishko, V. V.</creator><general>Springer US</general><general>Springer</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope><scope>ISR</scope></search><sort><creationdate>20180701</creationdate><title>Syntheses, Transformations, and Cytotoxicities of 2,3-Secolupane Acetylhydrazones</title><author>Tolmacheva, I. A. ; Eroshenko, D. V. ; Grishko, V. V.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c417t-8ae59aabfa5bd155a9b8553d932443d2bfe67f6aee7f44dee25accadbbbd52ea3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>Antiviral agents</topic><topic>Lung cancer</topic><topic>Medicine</topic><topic>Melanoma</topic><topic>Nitriles</topic><topic>Organic Chemistry</topic><topic>Pharmacy</topic><topic>Plant Sciences</topic><topic>Toxicity</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Tolmacheva, I. A.</creatorcontrib><creatorcontrib>Eroshenko, D. V.</creatorcontrib><creatorcontrib>Grishko, V. V.</creatorcontrib><collection>CrossRef</collection><collection>Gale in Context: Science</collection><jtitle>Chemistry of natural compounds</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Tolmacheva, I. A.</au><au>Eroshenko, D. V.</au><au>Grishko, V. V.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Syntheses, Transformations, and Cytotoxicities of 2,3-Secolupane Acetylhydrazones</atitle><jtitle>Chemistry of natural compounds</jtitle><stitle>Chem Nat Compd</stitle><date>2018-07-01</date><risdate>2018</risdate><volume>54</volume><issue>4</issue><spage>705</spage><epage>709</epage><pages>705-709</pages><issn>0009-3130</issn><eissn>1573-8388</eissn><abstract>New 2,3-secolupane derivatives with methylketone, acetylhydrazone, and 1,3,4-oxadiazoline fragments were prepared via chemical modification of ring A and the isopropylene group of 1-cyano-2,3-secotriterpenoids. Cytotoxicity studies of the synthesized compounds using four tumor cell lines (HEp-2 human epithelial type 2 carcinoma, MS melanoma, RD TE32 rhabdomyosarcoma, and A549 lung carcinoma) showed that 3,30-dialdehyde
3
(IC
50
3.98 μM) and 30-acetylhydrazone
10
(IC
50
8.95 μM) were the most cytotoxic for MS melanoma cells. Intermediate
3
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50
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| language | eng |
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| subjects | Antiviral agents Lung cancer Medicine Melanoma Nitriles Organic Chemistry Pharmacy Plant Sciences Toxicity |
| title | Syntheses, Transformations, and Cytotoxicities of 2,3-Secolupane Acetylhydrazones |
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