Gualamycin, a Novel Acaricide Produced by Streptomyces sp. NK11687: II. Structural Elucidation
A novel acaricide, gualamycin was isolated from the culture broth of Streptomyces sp. NK11687. The structure of gualamycin was determined to be (2R, 3S, 4S)-2-O-[4-O-(2-amino-2-deoxy-β-D-gulopyranosyl)-a-D-galactopyranosyl]-2, 3, 4-trihydroxy-4-[(2S, 3S, 4S, 5S)-3, 4-dihydroxy-5-hydroxymethylpyrroli...
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Veröffentlicht in: | Journal of antibiotics 1995/07/25, Vol.48(7), pp.630-634 |
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container_title | Journal of antibiotics |
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creator | TSUCHIYA, KOUICHI KOBAYASHI, SFFINICHI KUROKAWA, TAKASHI NAKAGAWA, TAIZO SHIMADA, NOBUYOSHI NAKAMURA, HIKARU IITAKA, YOICHI KITAGAWA, MASAYUKI TATSUTA, KUNIAKI |
description | A novel acaricide, gualamycin was isolated from the culture broth of Streptomyces sp. NK11687. The structure of gualamycin was determined to be (2R, 3S, 4S)-2-O-[4-O-(2-amino-2-deoxy-β-D-gulopyranosyl)-a-D-galactopyranosyl]-2, 3, 4-trihydroxy-4-[(2S, 3S, 4S, 5S)-3, 4-dihydroxy-5-hydroxymethylpyrrolidin-2-yl] butanoic acid by FAB-MS, 1H and 13C NMR, COSY, HMQC, HMBC, IR, X-ray crystallographic analyses and synthetic studies. |
doi_str_mv | 10.7164/antibiotics.48.630 |
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The structure of gualamycin was determined to be (2R, 3S, 4S)-2-O-[4-O-(2-amino-2-deoxy-β-D-gulopyranosyl)-a-D-galactopyranosyl]-2, 3, 4-trihydroxy-4-[(2S, 3S, 4S, 5S)-3, 4-dihydroxy-5-hydroxymethylpyrrolidin-2-yl] butanoic acid by FAB-MS, 1H and 13C NMR, COSY, HMQC, HMBC, IR, X-ray crystallographic analyses and synthetic studies.</description><identifier>ISSN: 0021-8820</identifier><identifier>EISSN: 1881-1469</identifier><identifier>DOI: 10.7164/antibiotics.48.630</identifier><identifier>PMID: 7649860</identifier><identifier>CODEN: JANTAJ</identifier><language>eng</language><publisher>Tokyo: JAPAN ANTIBIOTICS RESEARCH ASSOCIATION</publisher><subject>Antibiotics. Antiinfectious agents. 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NK11687: II. Structural Elucidation</title><title>Journal of antibiotics</title><addtitle>J. Antibiot.</addtitle><description>A novel acaricide, gualamycin was isolated from the culture broth of Streptomyces sp. NK11687. The structure of gualamycin was determined to be (2R, 3S, 4S)-2-O-[4-O-(2-amino-2-deoxy-β-D-gulopyranosyl)-a-D-galactopyranosyl]-2, 3, 4-trihydroxy-4-[(2S, 3S, 4S, 5S)-3, 4-dihydroxy-5-hydroxymethylpyrrolidin-2-yl] butanoic acid by FAB-MS, 1H and 13C NMR, COSY, HMQC, HMBC, IR, X-ray crystallographic analyses and synthetic studies.</description><subject>Antibiotics. Antiinfectious agents. Antiparasitic agents</subject><subject>Antiparasitic agents</subject><subject>Biological and medical sciences</subject><subject>Disaccharides - chemistry</subject><subject>Disaccharides - isolation & purification</subject><subject>Insecticides - chemistry</subject><subject>Insecticides - isolation & purification</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Medical sciences</subject><subject>Molecular Structure</subject><subject>Pharmacology. 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NK11687</title><author>TSUCHIYA, KOUICHI ; KOBAYASHI, SFFINICHI ; KUROKAWA, TAKASHI ; NAKAGAWA, TAIZO ; SHIMADA, NOBUYOSHI ; NAKAMURA, HIKARU ; IITAKA, YOICHI ; KITAGAWA, MASAYUKI ; TATSUTA, KUNIAKI</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4510-f885fc3bb8c9825ac0310e7ced7702b5eb3a93d2f7cda64333409c09499cc61e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1995</creationdate><topic>Antibiotics. Antiinfectious agents. Antiparasitic agents</topic><topic>Antiparasitic agents</topic><topic>Biological and medical sciences</topic><topic>Disaccharides - chemistry</topic><topic>Disaccharides - isolation & purification</topic><topic>Insecticides - chemistry</topic><topic>Insecticides - isolation & purification</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Medical sciences</topic><topic>Molecular Structure</topic><topic>Pharmacology. 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NK11687: II. Structural Elucidation</atitle><jtitle>Journal of antibiotics</jtitle><addtitle>J. Antibiot.</addtitle><date>1995</date><risdate>1995</risdate><volume>48</volume><issue>7</issue><spage>630</spage><epage>634</epage><pages>630-634</pages><issn>0021-8820</issn><eissn>1881-1469</eissn><coden>JANTAJ</coden><abstract>A novel acaricide, gualamycin was isolated from the culture broth of Streptomyces sp. NK11687. The structure of gualamycin was determined to be (2R, 3S, 4S)-2-O-[4-O-(2-amino-2-deoxy-β-D-gulopyranosyl)-a-D-galactopyranosyl]-2, 3, 4-trihydroxy-4-[(2S, 3S, 4S, 5S)-3, 4-dihydroxy-5-hydroxymethylpyrrolidin-2-yl] butanoic acid by FAB-MS, 1H and 13C NMR, COSY, HMQC, HMBC, IR, X-ray crystallographic analyses and synthetic studies.</abstract><cop>Tokyo</cop><pub>JAPAN ANTIBIOTICS RESEARCH ASSOCIATION</pub><pmid>7649860</pmid><doi>10.7164/antibiotics.48.630</doi><tpages>5</tpages><oa>free_for_read</oa></addata></record> |
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subjects | Antibiotics. Antiinfectious agents. Antiparasitic agents Antiparasitic agents Biological and medical sciences Disaccharides - chemistry Disaccharides - isolation & purification Insecticides - chemistry Insecticides - isolation & purification Magnetic Resonance Spectroscopy Medical sciences Molecular Structure Pharmacology. Drug treatments Pyrrolidines - chemistry Pyrrolidines - isolation & purification Streptomyces |
title | Gualamycin, a Novel Acaricide Produced by Streptomyces sp. NK11687: II. Structural Elucidation |
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