Ichthyotoxic and Anticarcinogenic Effects of Triterpenoids from Sandoricum koetjape Bark
After bioassay-guided fractionation of the extract from Sandoricum koetjape bark, which exhibited significant toxicity to killifish (Oryzias latipes), two ichthyotoxic triterpenoids were isolated and characterized as koetjapic acid and 3-oxo-olean-12-en-29-oic acid. These constituents, along with no...
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| Veröffentlicht in: | Biological & Pharmaceutical Bulletin 2003, Vol.26(9), pp.1351-1353 |
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| container_title | Biological & Pharmaceutical Bulletin |
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| creator | Ismail, Intan Safinar Ito, Hideyuki Mukainaka, Teruo Higashihara, Hiroshi Enjo, Fumio Tokuda, Harukuni Nishino, Hoyoku Yoshida, Takashi |
| description | After bioassay-guided fractionation of the extract from Sandoricum koetjape bark, which exhibited significant toxicity to killifish (Oryzias latipes), two ichthyotoxic triterpenoids were isolated and characterized as koetjapic acid and 3-oxo-olean-12-en-29-oic acid. These constituents, along with non-toxic katonic acid, had a remarkable inhibitory effect on Epstein-Barr virus early antigen (EBV-EA) activation induced by 12-O-tetradecanoylphorbol 13-acetate (TPA), which is a preliminary in vitro screening method for possible anti-tumor-promoting agents. Of the triterpenoids active in vitro, koetjapic acid appears to be a promising cancer chemopreventive agent, since it significantly delayed tumor promotion in two-stage mouse skin carcinogenesis induced by 7,12-dimethylbenz(a)anthracene and promoted by TPA. |
| doi_str_mv | 10.1248/bpb.26.1351 |
| format | Article |
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These constituents, along with non-toxic katonic acid, had a remarkable inhibitory effect on Epstein-Barr virus early antigen (EBV-EA) activation induced by 12-O-tetradecanoylphorbol 13-acetate (TPA), which is a preliminary in vitro screening method for possible anti-tumor-promoting agents. Of the triterpenoids active in vitro, koetjapic acid appears to be a promising cancer chemopreventive agent, since it significantly delayed tumor promotion in two-stage mouse skin carcinogenesis induced by 7,12-dimethylbenz(a)anthracene and promoted by TPA.</description><identifier>ISSN: 0918-6158</identifier><identifier>EISSN: 1347-5215</identifier><identifier>DOI: 10.1248/bpb.26.1351</identifier><identifier>PMID: 12951486</identifier><language>eng</language><publisher>Tokyo: The Pharmaceutical Society of Japan</publisher><subject>9,10-Dimethyl-1,2-benzanthracene - antagonists & inhibitors ; 9,10-Dimethyl-1,2-benzanthracene - toxicity ; Analytical, structural and metabolic biochemistry ; Animals ; Anticarcinogenic Agents ; Biological and medical sciences ; cancer chemoprevention ; Carcinogens - antagonists & inhibitors ; Carcinogens - toxicity ; Epstein-Barr virus early antigen (EBV-EA) ; Epstein-Barr Virus Nuclear Antigens - drug effects ; Female ; Fundamental and applied biological sciences. Psychology ; Fundulidae - physiology ; ichthyotoxic activity ; koetjapic acid ; Medical sciences ; Meliaceae - chemistry ; Mice ; Mice, Inbred ICR ; Pharmacology. Drug treatments ; Plant Bark - chemistry ; Plant Extracts - chemistry ; Plant Extracts - pharmacology ; Sandoricum koetjape ; Tetradecanoylphorbol Acetate - antagonists & inhibitors ; Tetradecanoylphorbol Acetate - toxicity ; Triterpenes - isolation & purification ; Triterpenes - pharmacology ; Triterpenes - toxicity</subject><ispartof>Biological and Pharmaceutical Bulletin, 2003, Vol.26(9), pp.1351-1353</ispartof><rights>2003 The Pharmaceutical Society of Japan</rights><rights>2004 INIST-CNRS</rights><rights>Copyright Japan Science and Technology Agency 2003</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c717t-bc3c45495bf012e1c08baab7859066474a758e737644c52a4694ce01c923604c3</citedby><cites>FETCH-LOGICAL-c717t-bc3c45495bf012e1c08baab7859066474a758e737644c52a4694ce01c923604c3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,1877,4010,27900,27901,27902</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=15192952$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/12951486$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Ismail, Intan Safinar</creatorcontrib><creatorcontrib>Ito, Hideyuki</creatorcontrib><creatorcontrib>Mukainaka, Teruo</creatorcontrib><creatorcontrib>Higashihara, Hiroshi</creatorcontrib><creatorcontrib>Enjo, Fumio</creatorcontrib><creatorcontrib>Tokuda, Harukuni</creatorcontrib><creatorcontrib>Nishino, Hoyoku</creatorcontrib><creatorcontrib>Yoshida, Takashi</creatorcontrib><creatorcontrib>aFaculty of Pharmaceutical Sciences</creatorcontrib><creatorcontrib>bKyoto Prefectural University of Medicine</creatorcontrib><creatorcontrib>Okayama University</creatorcontrib><title>Ichthyotoxic and Anticarcinogenic Effects of Triterpenoids from Sandoricum koetjape Bark</title><title>Biological & Pharmaceutical Bulletin</title><addtitle>Biol Pharm Bull</addtitle><description>After bioassay-guided fractionation of the extract from Sandoricum koetjape bark, which exhibited significant toxicity to killifish (Oryzias latipes), two ichthyotoxic triterpenoids were isolated and characterized as koetjapic acid and 3-oxo-olean-12-en-29-oic acid. These constituents, along with non-toxic katonic acid, had a remarkable inhibitory effect on Epstein-Barr virus early antigen (EBV-EA) activation induced by 12-O-tetradecanoylphorbol 13-acetate (TPA), which is a preliminary in vitro screening method for possible anti-tumor-promoting agents. Of the triterpenoids active in vitro, koetjapic acid appears to be a promising cancer chemopreventive agent, since it significantly delayed tumor promotion in two-stage mouse skin carcinogenesis induced by 7,12-dimethylbenz(a)anthracene and promoted by TPA.</description><subject>9,10-Dimethyl-1,2-benzanthracene - antagonists & inhibitors</subject><subject>9,10-Dimethyl-1,2-benzanthracene - toxicity</subject><subject>Analytical, structural and metabolic biochemistry</subject><subject>Animals</subject><subject>Anticarcinogenic Agents</subject><subject>Biological and medical sciences</subject><subject>cancer chemoprevention</subject><subject>Carcinogens - antagonists & inhibitors</subject><subject>Carcinogens - toxicity</subject><subject>Epstein-Barr virus early antigen (EBV-EA)</subject><subject>Epstein-Barr Virus Nuclear Antigens - drug effects</subject><subject>Female</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Fundulidae - physiology</subject><subject>ichthyotoxic activity</subject><subject>koetjapic acid</subject><subject>Medical sciences</subject><subject>Meliaceae - chemistry</subject><subject>Mice</subject><subject>Mice, Inbred ICR</subject><subject>Pharmacology. Drug treatments</subject><subject>Plant Bark - chemistry</subject><subject>Plant Extracts - chemistry</subject><subject>Plant Extracts - pharmacology</subject><subject>Sandoricum koetjape</subject><subject>Tetradecanoylphorbol Acetate - antagonists & inhibitors</subject><subject>Tetradecanoylphorbol Acetate - toxicity</subject><subject>Triterpenes - isolation & purification</subject><subject>Triterpenes - pharmacology</subject><subject>Triterpenes - toxicity</subject><issn>0918-6158</issn><issn>1347-5215</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2003</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpFkc1vEzEQxS0EomnhxB2thDihDf72-kZbtaVSJQ4UiZvlnXgbpxt7sR2J_vc43ZRcZqTxb948PSP0geAlobz72k_9ksolYYK8QgvCuGoFJeI1WmBNulYS0Z2g05w3GGOFKXuLTgjVgvBOLtDvW1iX9VMs8a-HxoZVcx6KB5vAh_jgQh1eDYODkps4NPfJF5cmF6Jf5WZIcdv8rDsxedhtm8foysZOrrmw6fEdejPYMbv3h36Gfl1f3V9-b-9-3Nxent-1oIgqbQ8MuOBa9AMm1BHAXW9trzqhsZRccatE5xRTknMQ1HKpOThMQFMmMQd2hj7NulOKf3YuF7OJuxTqSUM414xqzkSlvswUpJhzcoOZkt_a9GQINvsUTU3RUGn2KVb640Fz12_d6sgeYqvA5wNgM9hxSDaAz0dOEF1RWrmbmasqNdQxhtEHd3QIWfU-jtFQjJnBmEqsDab82ca-MIJVRzmrSt9mpU0u9sH9P2VT_a3RvdjXc3lef3mCtU3GBfYPbbumzg</recordid><startdate>2003</startdate><enddate>2003</enddate><creator>Ismail, Intan Safinar</creator><creator>Ito, Hideyuki</creator><creator>Mukainaka, Teruo</creator><creator>Higashihara, Hiroshi</creator><creator>Enjo, Fumio</creator><creator>Tokuda, Harukuni</creator><creator>Nishino, Hoyoku</creator><creator>Yoshida, Takashi</creator><general>The Pharmaceutical Society of Japan</general><general>Pharmaceutical Society of Japan</general><general>Maruzen</general><general>Japan Science and Technology Agency</general><scope>IQODW</scope><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>7QP</scope><scope>7QR</scope><scope>7TK</scope><scope>7U9</scope><scope>8FD</scope><scope>FR3</scope><scope>H94</scope><scope>P64</scope></search><sort><creationdate>2003</creationdate><title>Ichthyotoxic and Anticarcinogenic Effects of Triterpenoids from Sandoricum koetjape Bark</title><author>Ismail, Intan Safinar ; Ito, Hideyuki ; Mukainaka, Teruo ; Higashihara, Hiroshi ; Enjo, Fumio ; Tokuda, Harukuni ; Nishino, Hoyoku ; Yoshida, Takashi</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c717t-bc3c45495bf012e1c08baab7859066474a758e737644c52a4694ce01c923604c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2003</creationdate><topic>9,10-Dimethyl-1,2-benzanthracene - antagonists & inhibitors</topic><topic>9,10-Dimethyl-1,2-benzanthracene - toxicity</topic><topic>Analytical, structural and metabolic biochemistry</topic><topic>Animals</topic><topic>Anticarcinogenic Agents</topic><topic>Biological and medical sciences</topic><topic>cancer chemoprevention</topic><topic>Carcinogens - antagonists & inhibitors</topic><topic>Carcinogens - toxicity</topic><topic>Epstein-Barr virus early antigen (EBV-EA)</topic><topic>Epstein-Barr Virus Nuclear Antigens - drug effects</topic><topic>Female</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Fundulidae - physiology</topic><topic>ichthyotoxic activity</topic><topic>koetjapic acid</topic><topic>Medical sciences</topic><topic>Meliaceae - chemistry</topic><topic>Mice</topic><topic>Mice, Inbred ICR</topic><topic>Pharmacology. Drug treatments</topic><topic>Plant Bark - chemistry</topic><topic>Plant Extracts - chemistry</topic><topic>Plant Extracts - pharmacology</topic><topic>Sandoricum koetjape</topic><topic>Tetradecanoylphorbol Acetate - antagonists & inhibitors</topic><topic>Tetradecanoylphorbol Acetate - toxicity</topic><topic>Triterpenes - isolation & purification</topic><topic>Triterpenes - pharmacology</topic><topic>Triterpenes - toxicity</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ismail, Intan Safinar</creatorcontrib><creatorcontrib>Ito, Hideyuki</creatorcontrib><creatorcontrib>Mukainaka, Teruo</creatorcontrib><creatorcontrib>Higashihara, Hiroshi</creatorcontrib><creatorcontrib>Enjo, Fumio</creatorcontrib><creatorcontrib>Tokuda, Harukuni</creatorcontrib><creatorcontrib>Nishino, Hoyoku</creatorcontrib><creatorcontrib>Yoshida, Takashi</creatorcontrib><creatorcontrib>aFaculty of Pharmaceutical Sciences</creatorcontrib><creatorcontrib>bKyoto Prefectural University of Medicine</creatorcontrib><creatorcontrib>Okayama University</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Calcium & Calcified Tissue Abstracts</collection><collection>Chemoreception Abstracts</collection><collection>Neurosciences Abstracts</collection><collection>Virology and AIDS Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Biological & Pharmaceutical Bulletin</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Ismail, Intan Safinar</au><au>Ito, Hideyuki</au><au>Mukainaka, Teruo</au><au>Higashihara, Hiroshi</au><au>Enjo, Fumio</au><au>Tokuda, Harukuni</au><au>Nishino, Hoyoku</au><au>Yoshida, Takashi</au><aucorp>aFaculty of Pharmaceutical Sciences</aucorp><aucorp>bKyoto Prefectural University of Medicine</aucorp><aucorp>Okayama University</aucorp><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Ichthyotoxic and Anticarcinogenic Effects of Triterpenoids from Sandoricum koetjape Bark</atitle><jtitle>Biological & Pharmaceutical Bulletin</jtitle><addtitle>Biol Pharm Bull</addtitle><date>2003</date><risdate>2003</risdate><volume>26</volume><issue>9</issue><spage>1351</spage><epage>1353</epage><pages>1351-1353</pages><issn>0918-6158</issn><eissn>1347-5215</eissn><abstract>After bioassay-guided fractionation of the extract from Sandoricum koetjape bark, which exhibited significant toxicity to killifish (Oryzias latipes), two ichthyotoxic triterpenoids were isolated and characterized as koetjapic acid and 3-oxo-olean-12-en-29-oic acid. These constituents, along with non-toxic katonic acid, had a remarkable inhibitory effect on Epstein-Barr virus early antigen (EBV-EA) activation induced by 12-O-tetradecanoylphorbol 13-acetate (TPA), which is a preliminary in vitro screening method for possible anti-tumor-promoting agents. Of the triterpenoids active in vitro, koetjapic acid appears to be a promising cancer chemopreventive agent, since it significantly delayed tumor promotion in two-stage mouse skin carcinogenesis induced by 7,12-dimethylbenz(a)anthracene and promoted by TPA.</abstract><cop>Tokyo</cop><pub>The Pharmaceutical Society of Japan</pub><pmid>12951486</pmid><doi>10.1248/bpb.26.1351</doi><tpages>3</tpages><oa>free_for_read</oa></addata></record> |
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| subjects | 9,10-Dimethyl-1,2-benzanthracene - antagonists & inhibitors 9,10-Dimethyl-1,2-benzanthracene - toxicity Analytical, structural and metabolic biochemistry Animals Anticarcinogenic Agents Biological and medical sciences cancer chemoprevention Carcinogens - antagonists & inhibitors Carcinogens - toxicity Epstein-Barr virus early antigen (EBV-EA) Epstein-Barr Virus Nuclear Antigens - drug effects Female Fundamental and applied biological sciences. Psychology Fundulidae - physiology ichthyotoxic activity koetjapic acid Medical sciences Meliaceae - chemistry Mice Mice, Inbred ICR Pharmacology. Drug treatments Plant Bark - chemistry Plant Extracts - chemistry Plant Extracts - pharmacology Sandoricum koetjape Tetradecanoylphorbol Acetate - antagonists & inhibitors Tetradecanoylphorbol Acetate - toxicity Triterpenes - isolation & purification Triterpenes - pharmacology Triterpenes - toxicity |
| title | Ichthyotoxic and Anticarcinogenic Effects of Triterpenoids from Sandoricum koetjape Bark |
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