Anti-proliferative activity of a novel tricyclic triterpenoid acid from Commiphora africana resin against four human cancer cell lines
Myrrh, a resin derived from the damaged bark of Commiphora genus, has traditionally been used for treatment of various human diseases, such as amenorrhea, ache, tumors, fever, and stomach pains. In spite of this widespread use of the myrrh in Ethiopia, the pharmacological activity and chemical compo...
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| Veröffentlicht in: | Applied biological chemistry 2020, 63(2), , pp.1-11 |
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| creator | Dinku, Worku Isaksson, Johan Rylandsholm, Fredrik Garnås Bouř, Petr Brichtová, Eva Choi, Sang Un Lee, Sang-Ho Jung, Young-Sik No, Zae Sung Svendsen, John Sigurd Mjøen Aasen, Arne Jørgen Dekebo, Aman |
| description | Myrrh, a resin derived from the damaged bark of
Commiphora
genus, has traditionally been used for treatment of various human diseases, such as amenorrhea, ache, tumors, fever, and stomach pains. In spite of this widespread use of the myrrh in Ethiopia, the pharmacological activity and chemical composition have not been studied in detail. A new tricyclic triterpene acid (3
S
,4
S
,14
S
,7
E,
17
E
,21
Z
)-3,30-dihydroxypodioda-7,17,21-trien-4-carboxylic acid (commafric A) has been isolated from a crude methanolic extract of
Commiphora africana
(A. Rich.) Engl. resin along with the known pentacyclic triterpene α-amyrin. The structure of commafric A was characterized using different spectroscopic techniques such as 1D and 2D NMR, IR, and VCD combined with computations. The anti-proliferative activity of both isolated compounds was evaluated using SRB based colorimetric cellular assay against four human cancer cell lines. Etoposide was used as a positive control. Commafric A showed significant anti-proliferative effects against non-small cell lung cancer (A549) with IC
50
values of 4.52 μg/ml. The pentacyclic triterpene α-amyrin showed a weak anti-proliferative activity against A2780 (ovarian cancer), MIA-PaCa-2 (pancreatic cancer), and SNU638 (stomach cancer) cell lines tested with IC
50
values ranging 9.28 to 28.22 μg/ml. Commafric A possessed anti-proliferative activity against non-small cell lung cancer (A549), which suggests that commafric A has potential to be further optimized being a lead compound in the search for new drugs against cancer diseases. |
| doi_str_mv | 10.1186/s13765-020-00499-w |
| format | Article |
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Commiphora
genus, has traditionally been used for treatment of various human diseases, such as amenorrhea, ache, tumors, fever, and stomach pains. In spite of this widespread use of the myrrh in Ethiopia, the pharmacological activity and chemical composition have not been studied in detail. A new tricyclic triterpene acid (3
S
,4
S
,14
S
,7
E,
17
E
,21
Z
)-3,30-dihydroxypodioda-7,17,21-trien-4-carboxylic acid (commafric A) has been isolated from a crude methanolic extract of
Commiphora africana
(A. Rich.) Engl. resin along with the known pentacyclic triterpene α-amyrin. The structure of commafric A was characterized using different spectroscopic techniques such as 1D and 2D NMR, IR, and VCD combined with computations. The anti-proliferative activity of both isolated compounds was evaluated using SRB based colorimetric cellular assay against four human cancer cell lines. Etoposide was used as a positive control. Commafric A showed significant anti-proliferative effects against non-small cell lung cancer (A549) with IC
50
values of 4.52 μg/ml. The pentacyclic triterpene α-amyrin showed a weak anti-proliferative activity against A2780 (ovarian cancer), MIA-PaCa-2 (pancreatic cancer), and SNU638 (stomach cancer) cell lines tested with IC
50
values ranging 9.28 to 28.22 μg/ml. Commafric A possessed anti-proliferative activity against non-small cell lung cancer (A549), which suggests that commafric A has potential to be further optimized being a lead compound in the search for new drugs against cancer diseases.</description><identifier>ISSN: 2468-0834</identifier><identifier>ISSN: 2468-0842</identifier><identifier>EISSN: 2468-0842</identifier><identifier>DOI: 10.1186/s13765-020-00499-w</identifier><language>eng</language><publisher>Singapore: Springer Singapore</publisher><subject>Amenorrhea ; Applied Microbiology ; Bark ; Biological Techniques ; Bioorganic Chemistry ; Biotechnology ; Carboxylic acids ; Chemical activity ; Chemical composition ; Chemical compounds ; Chemistry ; Chemistry and Materials Science ; Colorimetry ; Commiphora ; Etoposide ; Fever ; Food Science & Technology ; Gastric cancer ; Lead compounds ; Life Sciences & Biomedicine ; Lung cancer ; NMR ; Non-small cell lung carcinoma ; Nuclear magnetic resonance ; Ovarian cancer ; Pancreatic cancer ; Pharmaceuticals ; Resins ; Science & Technology ; Small cell lung carcinoma ; Stomach ; Tumor cell lines ; Tumors ; 농학</subject><ispartof>Applied Biological Chemistry, 2020, 63(2), , pp.1-11</ispartof><rights>The Author(s) 2020</rights><rights>This work is published under http://creativecommons.org/licenses/by/4.0/ (the “License”). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License.</rights><rights>Applied Biological Chemistry is a copyright of Springer, (2020). All Rights Reserved. This work is published under http://creativecommons.org/licenses/by/4.0/ (the “License”). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License.</rights><rights>info:eu-repo/semantics/openAccess</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>true</woscitedreferencessubscribed><woscitedreferencescount>15</woscitedreferencescount><woscitedreferencesoriginalsourcerecordid>wos000520375700001</woscitedreferencesoriginalsourcerecordid><citedby>FETCH-LOGICAL-c449t-ef2d4b4cf96002c0d20cfb61d0794dc1352ba3da8fcd3dc95c44c5576706db793</citedby><cites>FETCH-LOGICAL-c449t-ef2d4b4cf96002c0d20cfb61d0794dc1352ba3da8fcd3dc95c44c5576706db793</cites><orcidid>0000-0001-6287-7594</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1186/s13765-020-00499-w$$EPDF$$P50$$Gspringer$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://doi.org/10.1186/s13765-020-00499-w$$EHTML$$P50$$Gspringer$$Hfree_for_read</linktohtml><link.rule.ids>230,315,781,785,865,886,2115,26572,27929,27930,28253,41125,41493,42194,42562,51324,51581</link.rule.ids><backlink>$$Uhttps://www.kci.go.kr/kciportal/ci/sereArticleSearch/ciSereArtiView.kci?sereArticleSearchBean.artiId=ART002580334$$DAccess content in National Research Foundation of Korea (NRF)$$Hfree_for_read</backlink></links><search><creatorcontrib>Dinku, Worku</creatorcontrib><creatorcontrib>Isaksson, Johan</creatorcontrib><creatorcontrib>Rylandsholm, Fredrik Garnås</creatorcontrib><creatorcontrib>Bouř, Petr</creatorcontrib><creatorcontrib>Brichtová, Eva</creatorcontrib><creatorcontrib>Choi, Sang Un</creatorcontrib><creatorcontrib>Lee, Sang-Ho</creatorcontrib><creatorcontrib>Jung, Young-Sik</creatorcontrib><creatorcontrib>No, Zae Sung</creatorcontrib><creatorcontrib>Svendsen, John Sigurd Mjøen</creatorcontrib><creatorcontrib>Aasen, Arne Jørgen</creatorcontrib><creatorcontrib>Dekebo, Aman</creatorcontrib><title>Anti-proliferative activity of a novel tricyclic triterpenoid acid from Commiphora africana resin against four human cancer cell lines</title><title>Applied biological chemistry</title><addtitle>Appl Biol Chem</addtitle><addtitle>APPL BIOL CHEM</addtitle><description>Myrrh, a resin derived from the damaged bark of
Commiphora
genus, has traditionally been used for treatment of various human diseases, such as amenorrhea, ache, tumors, fever, and stomach pains. In spite of this widespread use of the myrrh in Ethiopia, the pharmacological activity and chemical composition have not been studied in detail. A new tricyclic triterpene acid (3
S
,4
S
,14
S
,7
E,
17
E
,21
Z
)-3,30-dihydroxypodioda-7,17,21-trien-4-carboxylic acid (commafric A) has been isolated from a crude methanolic extract of
Commiphora africana
(A. Rich.) Engl. resin along with the known pentacyclic triterpene α-amyrin. The structure of commafric A was characterized using different spectroscopic techniques such as 1D and 2D NMR, IR, and VCD combined with computations. The anti-proliferative activity of both isolated compounds was evaluated using SRB based colorimetric cellular assay against four human cancer cell lines. Etoposide was used as a positive control. Commafric A showed significant anti-proliferative effects against non-small cell lung cancer (A549) with IC
50
values of 4.52 μg/ml. The pentacyclic triterpene α-amyrin showed a weak anti-proliferative activity against A2780 (ovarian cancer), MIA-PaCa-2 (pancreatic cancer), and SNU638 (stomach cancer) cell lines tested with IC
50
values ranging 9.28 to 28.22 μg/ml. Commafric A possessed anti-proliferative activity against non-small cell lung cancer (A549), which suggests that commafric A has potential to be further optimized being a lead compound in the search for new drugs against cancer diseases.</description><subject>Amenorrhea</subject><subject>Applied Microbiology</subject><subject>Bark</subject><subject>Biological Techniques</subject><subject>Bioorganic Chemistry</subject><subject>Biotechnology</subject><subject>Carboxylic acids</subject><subject>Chemical activity</subject><subject>Chemical composition</subject><subject>Chemical compounds</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Colorimetry</subject><subject>Commiphora</subject><subject>Etoposide</subject><subject>Fever</subject><subject>Food Science & Technology</subject><subject>Gastric cancer</subject><subject>Lead compounds</subject><subject>Life Sciences & Biomedicine</subject><subject>Lung cancer</subject><subject>NMR</subject><subject>Non-small cell lung carcinoma</subject><subject>Nuclear magnetic resonance</subject><subject>Ovarian cancer</subject><subject>Pancreatic cancer</subject><subject>Pharmaceuticals</subject><subject>Resins</subject><subject>Science & Technology</subject><subject>Small cell lung carcinoma</subject><subject>Stomach</subject><subject>Tumor cell lines</subject><subject>Tumors</subject><subject>농학</subject><issn>2468-0834</issn><issn>2468-0842</issn><issn>2468-0842</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><sourceid>C6C</sourceid><sourceid>AOWDO</sourceid><sourceid>ABUWG</sourceid><sourceid>AFKRA</sourceid><sourceid>AZQEC</sourceid><sourceid>BENPR</sourceid><sourceid>CCPQU</sourceid><sourceid>DWQXO</sourceid><sourceid>GNUQQ</sourceid><sourceid>3HK</sourceid><recordid>eNqNkV1rFDEUhgdRsNT-AW8MeCUymu_MXC6DH4WCIPU6ZDLJNu1MsibZLvsH_N2e7Wi9K97kBPK8Oec9b9O8JvgDIZ38WAhTUrSY4hZj3vft4VlzRrnsWtxx-vzxzvjL5qKUW4wxkZ2kgp01vzaxhnaX0xy8y6aGe4eMhRLqESWPDIrp3s2o5mCPdg72dKsu71xMYQIUDp_Tgoa0LGF3k7JBxgNsokHZlRCR2ZoQS0U-7TO62S8mIni1LiPr5hnNIbryqnnhzVzcxZ963vz4_Ol6-NpefftyOWyuWst5X1vn6cRHbn0vMaYWTxRbP0oyYdXzyRIm6GjYZDpvJzbZXoDMCqGkwnIaVc_Om3frvzF7fWeDTiY81G3Sd1lvvl9fathZzwUB9s3K2hxKDVFHMKcJxkxpymQvgHi7ErC_n3tXqr4FjxEMANDRjgjGydOUUgozYIGif7ulUrLzepfDYvIROupTzHqNWUPM-iFmfQBRt4oObky-2OBgr49CyFlQmFYofIp8CBXyTXFI-1hB-v7_pUCzlS5AxK3L_zw8Md5v5nvLmw</recordid><startdate>2020</startdate><enddate>2020</enddate><creator>Dinku, Worku</creator><creator>Isaksson, Johan</creator><creator>Rylandsholm, Fredrik Garnås</creator><creator>Bouř, Petr</creator><creator>Brichtová, Eva</creator><creator>Choi, Sang Un</creator><creator>Lee, Sang-Ho</creator><creator>Jung, Young-Sik</creator><creator>No, Zae Sung</creator><creator>Svendsen, John Sigurd Mjøen</creator><creator>Aasen, Arne Jørgen</creator><creator>Dekebo, Aman</creator><general>Springer Singapore</general><general>Springer Nature</general><general>Springer Nature B.V</general><general>Springer</general><general>한국응용생명화학회</general><scope>C6C</scope><scope>AOWDO</scope><scope>BLEPL</scope><scope>DTL</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>3V.</scope><scope>7X2</scope><scope>8FE</scope><scope>8FH</scope><scope>8FK</scope><scope>ABUWG</scope><scope>AFKRA</scope><scope>ATCPS</scope><scope>AZQEC</scope><scope>BBNVY</scope><scope>BENPR</scope><scope>BHPHI</scope><scope>CCPQU</scope><scope>DWQXO</scope><scope>GNUQQ</scope><scope>HCIFZ</scope><scope>LK8</scope><scope>M0K</scope><scope>M7P</scope><scope>PIMPY</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>3HK</scope><scope>ACYCR</scope><orcidid>https://orcid.org/0000-0001-6287-7594</orcidid></search><sort><creationdate>2020</creationdate><title>Anti-proliferative activity of a novel tricyclic triterpenoid acid from Commiphora africana resin against four human cancer cell lines</title><author>Dinku, Worku ; Isaksson, Johan ; Rylandsholm, Fredrik Garnås ; Bouř, Petr ; Brichtová, Eva ; Choi, Sang Un ; Lee, Sang-Ho ; Jung, Young-Sik ; No, Zae Sung ; Svendsen, John Sigurd Mjøen ; Aasen, Arne Jørgen ; Dekebo, Aman</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c449t-ef2d4b4cf96002c0d20cfb61d0794dc1352ba3da8fcd3dc95c44c5576706db793</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Amenorrhea</topic><topic>Applied Microbiology</topic><topic>Bark</topic><topic>Biological Techniques</topic><topic>Bioorganic Chemistry</topic><topic>Biotechnology</topic><topic>Carboxylic acids</topic><topic>Chemical activity</topic><topic>Chemical composition</topic><topic>Chemical compounds</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Colorimetry</topic><topic>Commiphora</topic><topic>Etoposide</topic><topic>Fever</topic><topic>Food Science & Technology</topic><topic>Gastric cancer</topic><topic>Lead compounds</topic><topic>Life Sciences & Biomedicine</topic><topic>Lung cancer</topic><topic>NMR</topic><topic>Non-small cell lung carcinoma</topic><topic>Nuclear magnetic resonance</topic><topic>Ovarian cancer</topic><topic>Pancreatic cancer</topic><topic>Pharmaceuticals</topic><topic>Resins</topic><topic>Science & Technology</topic><topic>Small cell lung carcinoma</topic><topic>Stomach</topic><topic>Tumor cell lines</topic><topic>Tumors</topic><topic>농학</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Dinku, Worku</creatorcontrib><creatorcontrib>Isaksson, Johan</creatorcontrib><creatorcontrib>Rylandsholm, Fredrik Garnås</creatorcontrib><creatorcontrib>Bouř, Petr</creatorcontrib><creatorcontrib>Brichtová, Eva</creatorcontrib><creatorcontrib>Choi, Sang Un</creatorcontrib><creatorcontrib>Lee, Sang-Ho</creatorcontrib><creatorcontrib>Jung, Young-Sik</creatorcontrib><creatorcontrib>No, Zae Sung</creatorcontrib><creatorcontrib>Svendsen, John Sigurd Mjøen</creatorcontrib><creatorcontrib>Aasen, Arne Jørgen</creatorcontrib><creatorcontrib>Dekebo, Aman</creatorcontrib><collection>Springer Nature OA Free Journals</collection><collection>Web of Science - Science Citation Index Expanded - 2020</collection><collection>Web of Science Core Collection</collection><collection>Science Citation Index Expanded</collection><collection>CrossRef</collection><collection>ProQuest Central (Corporate)</collection><collection>Agricultural Science Collection</collection><collection>ProQuest SciTech Collection</collection><collection>ProQuest Natural Science Collection</collection><collection>ProQuest Central (Alumni) (purchase pre-March 2016)</collection><collection>ProQuest Central (Alumni Edition)</collection><collection>ProQuest Central UK/Ireland</collection><collection>Agricultural & Environmental Science Collection</collection><collection>ProQuest Central Essentials</collection><collection>Biological Science Collection</collection><collection>ProQuest Central</collection><collection>Natural Science Collection (ProQuest)</collection><collection>ProQuest One Community College</collection><collection>ProQuest Central Korea</collection><collection>ProQuest Central Student</collection><collection>SciTech Premium Collection</collection><collection>ProQuest Biological Science Collection</collection><collection>Agricultural Science Database</collection><collection>Biological Science Database</collection><collection>Publicly Available Content Database</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>NORA - Norwegian Open Research Archives</collection><collection>Korean Citation Index</collection><jtitle>Applied biological chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Dinku, Worku</au><au>Isaksson, Johan</au><au>Rylandsholm, Fredrik Garnås</au><au>Bouř, Petr</au><au>Brichtová, Eva</au><au>Choi, Sang Un</au><au>Lee, Sang-Ho</au><au>Jung, Young-Sik</au><au>No, Zae Sung</au><au>Svendsen, John Sigurd Mjøen</au><au>Aasen, Arne Jørgen</au><au>Dekebo, Aman</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Anti-proliferative activity of a novel tricyclic triterpenoid acid from Commiphora africana resin against four human cancer cell lines</atitle><jtitle>Applied biological chemistry</jtitle><stitle>Appl Biol Chem</stitle><stitle>APPL BIOL CHEM</stitle><date>2020</date><risdate>2020</risdate><volume>63</volume><issue>1</issue><spage>1</spage><epage>11</epage><pages>1-11</pages><artnum>16</artnum><issn>2468-0834</issn><issn>2468-0842</issn><eissn>2468-0842</eissn><abstract>Myrrh, a resin derived from the damaged bark of
Commiphora
genus, has traditionally been used for treatment of various human diseases, such as amenorrhea, ache, tumors, fever, and stomach pains. In spite of this widespread use of the myrrh in Ethiopia, the pharmacological activity and chemical composition have not been studied in detail. A new tricyclic triterpene acid (3
S
,4
S
,14
S
,7
E,
17
E
,21
Z
)-3,30-dihydroxypodioda-7,17,21-trien-4-carboxylic acid (commafric A) has been isolated from a crude methanolic extract of
Commiphora africana
(A. Rich.) Engl. resin along with the known pentacyclic triterpene α-amyrin. The structure of commafric A was characterized using different spectroscopic techniques such as 1D and 2D NMR, IR, and VCD combined with computations. The anti-proliferative activity of both isolated compounds was evaluated using SRB based colorimetric cellular assay against four human cancer cell lines. Etoposide was used as a positive control. Commafric A showed significant anti-proliferative effects against non-small cell lung cancer (A549) with IC
50
values of 4.52 μg/ml. The pentacyclic triterpene α-amyrin showed a weak anti-proliferative activity against A2780 (ovarian cancer), MIA-PaCa-2 (pancreatic cancer), and SNU638 (stomach cancer) cell lines tested with IC
50
values ranging 9.28 to 28.22 μg/ml. Commafric A possessed anti-proliferative activity against non-small cell lung cancer (A549), which suggests that commafric A has potential to be further optimized being a lead compound in the search for new drugs against cancer diseases.</abstract><cop>Singapore</cop><pub>Springer Singapore</pub><doi>10.1186/s13765-020-00499-w</doi><tpages>11</tpages><orcidid>https://orcid.org/0000-0001-6287-7594</orcidid><oa>free_for_read</oa></addata></record> |
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| subjects | Amenorrhea Applied Microbiology Bark Biological Techniques Bioorganic Chemistry Biotechnology Carboxylic acids Chemical activity Chemical composition Chemical compounds Chemistry Chemistry and Materials Science Colorimetry Commiphora Etoposide Fever Food Science & Technology Gastric cancer Lead compounds Life Sciences & Biomedicine Lung cancer NMR Non-small cell lung carcinoma Nuclear magnetic resonance Ovarian cancer Pancreatic cancer Pharmaceuticals Resins Science & Technology Small cell lung carcinoma Stomach Tumor cell lines Tumors 농학 |
| title | Anti-proliferative activity of a novel tricyclic triterpenoid acid from Commiphora africana resin against four human cancer cell lines |
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