Synthesis and Cytotoxicity of Lupane Mono- and Bis-Piperazinylamides
Mono- and bis-piperazinylamides of lupane acids and their derivatives modified on ring A were synthesized and tested for cytotoxicity. Cytotoxicity studies against nine different human tumor cells found that betulonic acid N -methylpiperazinylamide inhibited the growth of SR leukemia, NCI-H460 non-s...
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| Veröffentlicht in: | Chemistry of natural compounds 2021-07, Vol.57 (4), p.698-705 |
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| creator | Giniyatullina, G. V. Kazakova, O. B. |
| description | Mono- and bis-piperazinylamides of lupane acids and their derivatives modified on ring A were synthesized and tested for cytotoxicity. Cytotoxicity studies against nine different human tumor cells found that betulonic acid
N
-methylpiperazinylamide inhibited the growth of SR leukemia, NCI-H460 non-small-cell lung cancer, and HCT-116 colon cancer cells. Cyanoethyl, hydrazone, and oxime moieties in the C3 position had positive effects on the cytotoxicity. The activity spectrum of acanthochlamic diacid amides was broader. The absence/ presence of an
N
-ethyl group on the piperazine ring affected the cancer type and breadth of cell lines. |
| doi_str_mv | 10.1007/s10600-021-03453-4 |
| format | Article |
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N
-methylpiperazinylamide inhibited the growth of SR leukemia, NCI-H460 non-small-cell lung cancer, and HCT-116 colon cancer cells. Cyanoethyl, hydrazone, and oxime moieties in the C3 position had positive effects on the cytotoxicity. The activity spectrum of acanthochlamic diacid amides was broader. The absence/ presence of an
N
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N
-methylpiperazinylamide inhibited the growth of SR leukemia, NCI-H460 non-small-cell lung cancer, and HCT-116 colon cancer cells. Cyanoethyl, hydrazone, and oxime moieties in the C3 position had positive effects on the cytotoxicity. The activity spectrum of acanthochlamic diacid amides was broader. The absence/ presence of an
N
-ethyl group on the piperazine ring affected the cancer type and breadth of cell lines.</description><subject>Amides</subject><subject>Cancer</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Chemistry/Food Science</subject><subject>Colon</subject><subject>Colon cancer</subject><subject>Cytotoxicity</subject><subject>Hydrazones</subject><subject>Leukemia</subject><subject>Lung cancer, Non-small cell</subject><subject>Organic Chemistry</subject><subject>Plant Sciences</subject><subject>Rings (mathematics)</subject><subject>Toxicity testing</subject><issn>0009-3130</issn><issn>1573-8388</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNp9kV1rHCEUhqWk0E3aP9CrgVz1wuSoozNzmWy_AltamvZaHOe4NezqVl3I9NfXZANhoRQvRHme93B4CXnL4IIBdJeZgQKgwBkF0UpB2xdkwWQnaC_6_oQsAGCgggl4RU5zvqvPXql-Qd7fzqH8wuxzY8LULOcSS7z31pe5ia5Z7XcmYPMlhkgfgWuf6Te_w2T--DBvzNZPmF-Tl85sMr55us_Iz48ffiw_09XXTzfLqxW1LYdCrcGWuV4I5cZpHBC45F3HlBVq6nECNvKWMWQgDPDBcWXlaHqHktmhHQHEGTk_5O5S_L3HXPRd3KdQR2oupRRyUEP3TK3NBrUPLpZk7NZnq69UBVQH4iHr4h9UPRNuvY0Bna__R8K7I6EyBe_L2uxz1je3349ZfmBtijkndHqX_NakWTPQD4XpQ2G6FqYfC9NtlcRByhUOa0zP2_3H-gut-5Uk</recordid><startdate>20210701</startdate><enddate>20210701</enddate><creator>Giniyatullina, G. V.</creator><creator>Kazakova, O. B.</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>20210701</creationdate><title>Synthesis and Cytotoxicity of Lupane Mono- and Bis-Piperazinylamides</title><author>Giniyatullina, G. V. ; Kazakova, O. B.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c420t-cae41f8336fbdb9e02527716c36d8ed01b2411e103a029f26c5ba8fe51c94b003</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>Amides</topic><topic>Cancer</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Chemistry/Food Science</topic><topic>Colon</topic><topic>Colon cancer</topic><topic>Cytotoxicity</topic><topic>Hydrazones</topic><topic>Leukemia</topic><topic>Lung cancer, Non-small cell</topic><topic>Organic Chemistry</topic><topic>Plant Sciences</topic><topic>Rings (mathematics)</topic><topic>Toxicity testing</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Giniyatullina, G. V.</creatorcontrib><creatorcontrib>Kazakova, O. B.</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>Giniyatullina, G. V.</au><au>Kazakova, O. B.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and Cytotoxicity of Lupane Mono- and Bis-Piperazinylamides</atitle><jtitle>Chemistry of natural compounds</jtitle><stitle>Chem Nat Compd</stitle><date>2021-07-01</date><risdate>2021</risdate><volume>57</volume><issue>4</issue><spage>698</spage><epage>705</epage><pages>698-705</pages><issn>0009-3130</issn><eissn>1573-8388</eissn><abstract>Mono- and bis-piperazinylamides of lupane acids and their derivatives modified on ring A were synthesized and tested for cytotoxicity. Cytotoxicity studies against nine different human tumor cells found that betulonic acid
N
-methylpiperazinylamide inhibited the growth of SR leukemia, NCI-H460 non-small-cell lung cancer, and HCT-116 colon cancer cells. Cyanoethyl, hydrazone, and oxime moieties in the C3 position had positive effects on the cytotoxicity. The activity spectrum of acanthochlamic diacid amides was broader. The absence/ presence of an
N
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| language | eng |
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| source | Springer Journals |
| subjects | Amides Cancer Chemistry Chemistry and Materials Science Chemistry/Food Science Colon Colon cancer Cytotoxicity Hydrazones Leukemia Lung cancer, Non-small cell Organic Chemistry Plant Sciences Rings (mathematics) Toxicity testing |
| title | Synthesis and Cytotoxicity of Lupane Mono- and Bis-Piperazinylamides |
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