Granuloma-Forming Activity and Antitumor Activity of Newly Isolated Mycoloyl Glycolipid from Rhodococcus terrae 70012 (Rt. GM-2)
A newly isolated mycoloyl glycolipid (Rt. GM-2) from Rhodococcus terrae 70012 was identified and the granulomagenic and antitumor activities were studied as compared with trehalose-6, 6'-dimycolate (cord factor) also from R. terrae (Rt. TDM). The alkaline hydrolysis products of Rt. GM-2 contain...
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Veröffentlicht in: | MICROBIOLOGY and IMMUNOLOGY 1990, Vol.34(1), pp.45-53 |
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creator | Natsuhara, Yayoi Yoshinaga, Junji Shogaki, Takeshi Sumi-Nishikawa, Yukie Kurano, Satoko Kato, Yoshiko Kaneda, Kenji Oka, Shiro Yano, Ikuya |
description | A newly isolated mycoloyl glycolipid (Rt. GM-2) from Rhodococcus terrae 70012 was identified and the granulomagenic and antitumor activities were studied as compared with trehalose-6, 6'-dimycolate (cord factor) also from R. terrae (Rt. TDM). The alkaline hydrolysis products of Rt. GM-2 contained trehalose, methyl-α-mycolate and a less-polar ester than the usual methyl-α-mycolate, possibly β-keto mycolate (1:1:1, by mol. ratios). On the other hand, analysis of alditol acetate obtained after the mild permethylation, NaBH4 reduction, and acetylation showed the occurrence of 2, 3, 4-tri-O-methyl-6-O-acetylglucitol. Therefore, the original glycolipid (Rt. GM-2) was identified tentatively as 6-O-α-mycoloyl 6'-O-β-ketomycoloyl trehalose. Intravenous injection of Rt. GM-2 in the form of water-in-oil-in-water emulsion caused prominent granulomas in lungs and spleen of ICR and BALB/c mice. The granulomagenic effects were as strong as those caused by Rt. TDM. The lung and spleen weights reached peaks one week after an injection of Rt. GM-2 in mice and then gradually decreased. Multiple intravenous injections of Rt. GM-2 and Rt. TDM showed antitumor activity against subcutaneously implanted Sarcoma-180, and caused prominent granulomatous changes and growthsuppression of mice. |
doi_str_mv | 10.1111/j.1348-0421.1990.tb00990.x |
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GM-2)</title><source>J-STAGE Free</source><source>MEDLINE</source><source>Open Access Titles of Japan</source><source>Alma/SFX Local Collection</source><creator>Natsuhara, Yayoi ; Yoshinaga, Junji ; Shogaki, Takeshi ; Sumi-Nishikawa, Yukie ; Kurano, Satoko ; Kato, Yoshiko ; Kaneda, Kenji ; Oka, Shiro ; Yano, Ikuya</creator><creatorcontrib>Natsuhara, Yayoi ; Yoshinaga, Junji ; Shogaki, Takeshi ; Sumi-Nishikawa, Yukie ; Kurano, Satoko ; Kato, Yoshiko ; Kaneda, Kenji ; Oka, Shiro ; Yano, Ikuya</creatorcontrib><description>A newly isolated mycoloyl glycolipid (Rt. GM-2) from Rhodococcus terrae 70012 was identified and the granulomagenic and antitumor activities were studied as compared with trehalose-6, 6'-dimycolate (cord factor) also from R. terrae (Rt. TDM). The alkaline hydrolysis products of Rt. GM-2 contained trehalose, methyl-α-mycolate and a less-polar ester than the usual methyl-α-mycolate, possibly β-keto mycolate (1:1:1, by mol. ratios). On the other hand, analysis of alditol acetate obtained after the mild permethylation, NaBH4 reduction, and acetylation showed the occurrence of 2, 3, 4-tri-O-methyl-6-O-acetylglucitol. Therefore, the original glycolipid (Rt. GM-2) was identified tentatively as 6-O-α-mycoloyl 6'-O-β-ketomycoloyl trehalose. Intravenous injection of Rt. GM-2 in the form of water-in-oil-in-water emulsion caused prominent granulomas in lungs and spleen of ICR and BALB/c mice. The granulomagenic effects were as strong as those caused by Rt. TDM. The lung and spleen weights reached peaks one week after an injection of Rt. GM-2 in mice and then gradually decreased. Multiple intravenous injections of Rt. GM-2 and Rt. TDM showed antitumor activity against subcutaneously implanted Sarcoma-180, and caused prominent granulomatous changes and growthsuppression of mice.</description><identifier>ISSN: 0385-5600</identifier><identifier>EISSN: 1348-0421</identifier><identifier>DOI: 10.1111/j.1348-0421.1990.tb00990.x</identifier><identifier>PMID: 2325578</identifier><language>eng</language><publisher>Australia: Blackwell Publishing Ltd</publisher><subject>6-O- alpha -mycoloyl 6'-O- beta -ketomycoloyl trehalose ; Adjuvants, Immunologic ; Animals ; Antineoplastic Agents - therapeutic use ; Cord Factors - therapeutic use ; Glycolipids - isolation & purification ; Glycolipids - therapeutic use ; granuloma ; Granuloma - immunology ; Male ; Mice ; Mice, Inbred BALB C ; Mycolic Acids - isolation & purification ; Mycolic Acids - therapeutic use ; mycoloyl glycolipids ; Organ Specificity ; Rhodococcus ; Rhodococcus - metabolism ; Sarcoma - drug therapy ; sarcoma 180 ; trehalose 6,6'-dimycolate ; Tumor Cells, Cultured</subject><ispartof>MICROBIOLOGY and IMMUNOLOGY, 1990, Vol.34(1), pp.45-53</ispartof><rights>Center for Academic Publications Japan</rights><rights>owned by Center for Academic Publications Japan (Publisher)</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c6590-1d95011b2f83c9574340e10f7e0c3a205965ed1f873a679905ebe4dc35da23783</citedby><cites>FETCH-LOGICAL-c6590-1d95011b2f83c9574340e10f7e0c3a205965ed1f873a679905ebe4dc35da23783</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,1876,4009,27902,27903,27904</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/2325578$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Natsuhara, Yayoi</creatorcontrib><creatorcontrib>Yoshinaga, Junji</creatorcontrib><creatorcontrib>Shogaki, Takeshi</creatorcontrib><creatorcontrib>Sumi-Nishikawa, Yukie</creatorcontrib><creatorcontrib>Kurano, Satoko</creatorcontrib><creatorcontrib>Kato, Yoshiko</creatorcontrib><creatorcontrib>Kaneda, Kenji</creatorcontrib><creatorcontrib>Oka, Shiro</creatorcontrib><creatorcontrib>Yano, Ikuya</creatorcontrib><title>Granuloma-Forming Activity and Antitumor Activity of Newly Isolated Mycoloyl Glycolipid from Rhodococcus terrae 70012 (Rt. GM-2)</title><title>MICROBIOLOGY and IMMUNOLOGY</title><addtitle>Microbiology and Immunology</addtitle><description>A newly isolated mycoloyl glycolipid (Rt. GM-2) from Rhodococcus terrae 70012 was identified and the granulomagenic and antitumor activities were studied as compared with trehalose-6, 6'-dimycolate (cord factor) also from R. terrae (Rt. TDM). The alkaline hydrolysis products of Rt. GM-2 contained trehalose, methyl-α-mycolate and a less-polar ester than the usual methyl-α-mycolate, possibly β-keto mycolate (1:1:1, by mol. ratios). On the other hand, analysis of alditol acetate obtained after the mild permethylation, NaBH4 reduction, and acetylation showed the occurrence of 2, 3, 4-tri-O-methyl-6-O-acetylglucitol. Therefore, the original glycolipid (Rt. GM-2) was identified tentatively as 6-O-α-mycoloyl 6'-O-β-ketomycoloyl trehalose. Intravenous injection of Rt. GM-2 in the form of water-in-oil-in-water emulsion caused prominent granulomas in lungs and spleen of ICR and BALB/c mice. The granulomagenic effects were as strong as those caused by Rt. TDM. The lung and spleen weights reached peaks one week after an injection of Rt. GM-2 in mice and then gradually decreased. Multiple intravenous injections of Rt. GM-2 and Rt. TDM showed antitumor activity against subcutaneously implanted Sarcoma-180, and caused prominent granulomatous changes and growthsuppression of mice.</description><subject>6-O- alpha -mycoloyl 6'-O- beta -ketomycoloyl trehalose</subject><subject>Adjuvants, Immunologic</subject><subject>Animals</subject><subject>Antineoplastic Agents - therapeutic use</subject><subject>Cord Factors - therapeutic use</subject><subject>Glycolipids - isolation & purification</subject><subject>Glycolipids - therapeutic use</subject><subject>granuloma</subject><subject>Granuloma - immunology</subject><subject>Male</subject><subject>Mice</subject><subject>Mice, Inbred BALB C</subject><subject>Mycolic Acids - isolation & purification</subject><subject>Mycolic Acids - therapeutic use</subject><subject>mycoloyl glycolipids</subject><subject>Organ Specificity</subject><subject>Rhodococcus</subject><subject>Rhodococcus - metabolism</subject><subject>Sarcoma - drug therapy</subject><subject>sarcoma 180</subject><subject>trehalose 6,6'-dimycolate</subject><subject>Tumor Cells, Cultured</subject><issn>0385-5600</issn><issn>1348-0421</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1990</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqVkkFv0zAYhiMEGmXwE5AsDmgcUj7bcZxwotpYqbSOaRriaLmOs7k48bAd1tz46SSkKpxA-GB_8vt-jy2_TpJXGOZ4GG-3c0yzIoWM4DkuS5jHDcC47h4ls4P0OJkBLVjKcoCnybMQtgCEkyI7So4IJYzxYpb8WHrZdtY1Mj13vjHtLVqoaL6b2CPZVmjRRhO7xvnf265Gl_rB9mgVnJVRV2jdK2ddb9HSjpW5NxWqvWvQ9Z2rnHJKdQFF7b3UiANggk6u4xwt1yl58zx5Uksb9Iv9epx8Pv9wc_oxvfi0XJ0uLlKVsxJSXJUMMN6QuqCqZDyjGWgMNdegqCTAypzpCtcFpzLnw1swvdFZpSirJKG8oMfJ64l77923TocoGhOUtla22nVB8JJjTBn9pxGznEFe5oPx5O_GrCQ5Bo75YH03WZV3IXhdi3tvGul7gUGMkYqtGHMTY25ijFTsIxW7ofnl_pxu0-jq0LrPcNDfT_qDsbr_D7JYr9a_ygFxNiG2IcpbfWBIH42yWjTDVzC45FzQTOBpythBVnfSC90OmHTCmBD17g_KV5Fzypn4crkUV_zsBq4KNlzrJ-m-1tk</recordid><startdate>199001</startdate><enddate>199001</enddate><creator>Natsuhara, Yayoi</creator><creator>Yoshinaga, Junji</creator><creator>Shogaki, Takeshi</creator><creator>Sumi-Nishikawa, Yukie</creator><creator>Kurano, Satoko</creator><creator>Kato, Yoshiko</creator><creator>Kaneda, Kenji</creator><creator>Oka, Shiro</creator><creator>Yano, Ikuya</creator><general>Blackwell Publishing Ltd</general><general>Center For Academic Publications Japan</general><scope>BSCLL</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>7QL</scope><scope>7T5</scope><scope>C1K</scope><scope>H94</scope><scope>7QO</scope><scope>7T7</scope><scope>8FD</scope><scope>FR3</scope><scope>P64</scope><scope>7X8</scope></search><sort><creationdate>199001</creationdate><title>Granuloma-Forming Activity and Antitumor Activity of Newly Isolated Mycoloyl Glycolipid from Rhodococcus terrae 70012 (Rt. GM-2)</title><author>Natsuhara, Yayoi ; Yoshinaga, Junji ; Shogaki, Takeshi ; Sumi-Nishikawa, Yukie ; Kurano, Satoko ; Kato, Yoshiko ; Kaneda, Kenji ; Oka, Shiro ; Yano, Ikuya</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c6590-1d95011b2f83c9574340e10f7e0c3a205965ed1f873a679905ebe4dc35da23783</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1990</creationdate><topic>6-O- alpha -mycoloyl 6'-O- beta -ketomycoloyl trehalose</topic><topic>Adjuvants, Immunologic</topic><topic>Animals</topic><topic>Antineoplastic Agents - therapeutic use</topic><topic>Cord Factors - therapeutic use</topic><topic>Glycolipids - isolation & purification</topic><topic>Glycolipids - therapeutic use</topic><topic>granuloma</topic><topic>Granuloma - immunology</topic><topic>Male</topic><topic>Mice</topic><topic>Mice, Inbred BALB C</topic><topic>Mycolic Acids - isolation & purification</topic><topic>Mycolic Acids - therapeutic use</topic><topic>mycoloyl glycolipids</topic><topic>Organ Specificity</topic><topic>Rhodococcus</topic><topic>Rhodococcus - metabolism</topic><topic>Sarcoma - drug therapy</topic><topic>sarcoma 180</topic><topic>trehalose 6,6'-dimycolate</topic><topic>Tumor Cells, Cultured</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Natsuhara, Yayoi</creatorcontrib><creatorcontrib>Yoshinaga, Junji</creatorcontrib><creatorcontrib>Shogaki, Takeshi</creatorcontrib><creatorcontrib>Sumi-Nishikawa, Yukie</creatorcontrib><creatorcontrib>Kurano, Satoko</creatorcontrib><creatorcontrib>Kato, Yoshiko</creatorcontrib><creatorcontrib>Kaneda, Kenji</creatorcontrib><creatorcontrib>Oka, Shiro</creatorcontrib><creatorcontrib>Yano, Ikuya</creatorcontrib><collection>Istex</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Bacteriology Abstracts (Microbiology B)</collection><collection>Immunology Abstracts</collection><collection>Environmental Sciences and Pollution Management</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>Biotechnology Research Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>MICROBIOLOGY and IMMUNOLOGY</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Natsuhara, Yayoi</au><au>Yoshinaga, Junji</au><au>Shogaki, Takeshi</au><au>Sumi-Nishikawa, Yukie</au><au>Kurano, Satoko</au><au>Kato, Yoshiko</au><au>Kaneda, Kenji</au><au>Oka, Shiro</au><au>Yano, Ikuya</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Granuloma-Forming Activity and Antitumor Activity of Newly Isolated Mycoloyl Glycolipid from Rhodococcus terrae 70012 (Rt. GM-2)</atitle><jtitle>MICROBIOLOGY and IMMUNOLOGY</jtitle><addtitle>Microbiology and Immunology</addtitle><date>1990-01</date><risdate>1990</risdate><volume>34</volume><issue>1</issue><spage>45</spage><epage>53</epage><pages>45-53</pages><issn>0385-5600</issn><eissn>1348-0421</eissn><abstract>A newly isolated mycoloyl glycolipid (Rt. GM-2) from Rhodococcus terrae 70012 was identified and the granulomagenic and antitumor activities were studied as compared with trehalose-6, 6'-dimycolate (cord factor) also from R. terrae (Rt. TDM). The alkaline hydrolysis products of Rt. GM-2 contained trehalose, methyl-α-mycolate and a less-polar ester than the usual methyl-α-mycolate, possibly β-keto mycolate (1:1:1, by mol. ratios). On the other hand, analysis of alditol acetate obtained after the mild permethylation, NaBH4 reduction, and acetylation showed the occurrence of 2, 3, 4-tri-O-methyl-6-O-acetylglucitol. Therefore, the original glycolipid (Rt. GM-2) was identified tentatively as 6-O-α-mycoloyl 6'-O-β-ketomycoloyl trehalose. Intravenous injection of Rt. GM-2 in the form of water-in-oil-in-water emulsion caused prominent granulomas in lungs and spleen of ICR and BALB/c mice. The granulomagenic effects were as strong as those caused by Rt. TDM. The lung and spleen weights reached peaks one week after an injection of Rt. GM-2 in mice and then gradually decreased. Multiple intravenous injections of Rt. GM-2 and Rt. TDM showed antitumor activity against subcutaneously implanted Sarcoma-180, and caused prominent granulomatous changes and growthsuppression of mice.</abstract><cop>Australia</cop><pub>Blackwell Publishing Ltd</pub><pmid>2325578</pmid><doi>10.1111/j.1348-0421.1990.tb00990.x</doi><tpages>9</tpages><oa>free_for_read</oa></addata></record> |
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subjects | 6-O- alpha -mycoloyl 6'-O- beta -ketomycoloyl trehalose Adjuvants, Immunologic Animals Antineoplastic Agents - therapeutic use Cord Factors - therapeutic use Glycolipids - isolation & purification Glycolipids - therapeutic use granuloma Granuloma - immunology Male Mice Mice, Inbred BALB C Mycolic Acids - isolation & purification Mycolic Acids - therapeutic use mycoloyl glycolipids Organ Specificity Rhodococcus Rhodococcus - metabolism Sarcoma - drug therapy sarcoma 180 trehalose 6,6'-dimycolate Tumor Cells, Cultured |
title | Granuloma-Forming Activity and Antitumor Activity of Newly Isolated Mycoloyl Glycolipid from Rhodococcus terrae 70012 (Rt. GM-2) |
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