Characterization of Silkworm Chlorophyll Metabolites as an Active Photosensitizer for Photodynamic Therapy
Silkworm excreta containing chlorophyll metabolites have long been used for their medicinal activities in the Far East. The major chlorophyll derivative (CpD) fraction in the Me2CO extract from the silkworm excreta exhibits strong photodynamic action on mice and human tumor cells in vitro. The main...
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Veröffentlicht in: | Journal of natural products (Washington, D.C.) D.C.), 1992-09, Vol.55 (9), p.1241-1251 |
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creator | Dai, Renke Shoemaker, Richard Farrens, David Han, Man Jung Kim, Choong Sup Song, Pill-Soon |
description | Silkworm excreta containing chlorophyll metabolites have long been used for their medicinal activities in the Far East. The major chlorophyll derivative (CpD) fraction in the Me2CO extract from the silkworm excreta exhibits strong photodynamic action on mice and human tumor cells in vitro. The main CpD component was isolated, purified, and subjected to extensive structural and characterization studies to assess its photodynamic therapeutic activity. According to the spectral analyses, the structure of the major unknown CpD was determined to be 10-hydroxypheophytin a [1]. The CpD component possessed a high quantum efficiency (50%) for the photosensitized production of singlet molecular oxygen, thus providing a molecular basis for its photodynamic therapeutic efficiency. A further advantage is that the "photooxidation/degradation" product(s) from this CpD retains all the characteristics of a photodynamic sensitizer. |
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The major chlorophyll derivative (CpD) fraction in the Me2CO extract from the silkworm excreta exhibits strong photodynamic action on mice and human tumor cells in vitro. The main CpD component was isolated, purified, and subjected to extensive structural and characterization studies to assess its photodynamic therapeutic activity. According to the spectral analyses, the structure of the major unknown CpD was determined to be 10-hydroxypheophytin a [1]. The CpD component possessed a high quantum efficiency (50%) for the photosensitized production of singlet molecular oxygen, thus providing a molecular basis for its photodynamic therapeutic efficiency. A further advantage is that the "photooxidation/degradation" product(s) from this CpD retains all the characteristics of a photodynamic sensitizer.</description><identifier>ISSN: 0163-3864</identifier><identifier>EISSN: 1520-6025</identifier><identifier>DOI: 10.1021/np50087a010</identifier><identifier>PMID: 1431943</identifier><identifier>CODEN: JNPRDF</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>10-hydroxypheophytin a ; Animals ; Biological and medical sciences ; Bombyx - physiology ; BOMBYX MORI ; CELL CULTURE ; CELL LINES ; Chemical Phenomena ; Chemistry, Physical ; Chlorophyll - metabolism ; CHLOROPHYLLE ; CHLOROPHYLLS ; CLOROFILAS ; CULTIVO DE CELULAS ; CULTURE DE CELLULE ; FAECES ; FECES ; FOTOSENSIBILIDAD ; GENERO HUMANO ; GENRE HUMAIN ; HECES ; Humans ; LIGHT ; LUMIERE ; LUZ ; MAN ; MANKIND ; Medical sciences ; MEDICINAL PROPERTIES ; METABOLITE ; METABOLITES ; METABOLITOS ; MICE ; NEOPLASMAS ; NEOPLASME ; NEOPLASMS ; Oxidation-Reduction ; Photochemotherapy ; Photoradiation therapy and photosensitizing agent ; PHOTOSENSIBILITE ; PHOTOSENSITIVITY ; PHOTOSENSITIZATION ; Photosensitizing Agents - chemistry ; Photosensitizing Agents - pharmacology ; PHOTOTHERAPY ; PROPIEDADES MEDICINALES ; PROPRIETE PHARMACOLOGIQUE ; RATON ; SOURIS ; TERAPIA ; THERAPEUTIQUE ; THERAPY ; Tissue Extracts - chemistry ; Treatment with physical agents ; Treatment. General aspects ; Tumor Cells, Cultured ; Tumors</subject><ispartof>Journal of natural products (Washington, D.C.), 1992-09, Vol.55 (9), p.1241-1251</ispartof><rights>1992 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a402t-7cae99e8cec1bb76f6a6d130c99a9355e7e8d54808b7c31b0d1f7a65f0adde463</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/np50087a010$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/np50087a010$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,776,780,2752,27053,27901,27902,56713,56763</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=5534286$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/1431943$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Dai, Renke</creatorcontrib><creatorcontrib>Shoemaker, Richard</creatorcontrib><creatorcontrib>Farrens, David</creatorcontrib><creatorcontrib>Han, Man Jung</creatorcontrib><creatorcontrib>Kim, Choong Sup</creatorcontrib><creatorcontrib>Song, Pill-Soon</creatorcontrib><title>Characterization of Silkworm Chlorophyll Metabolites as an Active Photosensitizer for Photodynamic Therapy</title><title>Journal of natural products (Washington, D.C.)</title><addtitle>J. Nat. Prod</addtitle><description>Silkworm excreta containing chlorophyll metabolites have long been used for their medicinal activities in the Far East. The major chlorophyll derivative (CpD) fraction in the Me2CO extract from the silkworm excreta exhibits strong photodynamic action on mice and human tumor cells in vitro. The main CpD component was isolated, purified, and subjected to extensive structural and characterization studies to assess its photodynamic therapeutic activity. According to the spectral analyses, the structure of the major unknown CpD was determined to be 10-hydroxypheophytin a [1]. The CpD component possessed a high quantum efficiency (50%) for the photosensitized production of singlet molecular oxygen, thus providing a molecular basis for its photodynamic therapeutic efficiency. A further advantage is that the "photooxidation/degradation" product(s) from this CpD retains all the characteristics of a photodynamic sensitizer.</description><subject>10-hydroxypheophytin a</subject><subject>Animals</subject><subject>Biological and medical sciences</subject><subject>Bombyx - physiology</subject><subject>BOMBYX MORI</subject><subject>CELL CULTURE</subject><subject>CELL LINES</subject><subject>Chemical Phenomena</subject><subject>Chemistry, Physical</subject><subject>Chlorophyll - metabolism</subject><subject>CHLOROPHYLLE</subject><subject>CHLOROPHYLLS</subject><subject>CLOROFILAS</subject><subject>CULTIVO DE CELULAS</subject><subject>CULTURE DE CELLULE</subject><subject>FAECES</subject><subject>FECES</subject><subject>FOTOSENSIBILIDAD</subject><subject>GENERO HUMANO</subject><subject>GENRE HUMAIN</subject><subject>HECES</subject><subject>Humans</subject><subject>LIGHT</subject><subject>LUMIERE</subject><subject>LUZ</subject><subject>MAN</subject><subject>MANKIND</subject><subject>Medical sciences</subject><subject>MEDICINAL PROPERTIES</subject><subject>METABOLITE</subject><subject>METABOLITES</subject><subject>METABOLITOS</subject><subject>MICE</subject><subject>NEOPLASMAS</subject><subject>NEOPLASME</subject><subject>NEOPLASMS</subject><subject>Oxidation-Reduction</subject><subject>Photochemotherapy</subject><subject>Photoradiation therapy and photosensitizing agent</subject><subject>PHOTOSENSIBILITE</subject><subject>PHOTOSENSITIVITY</subject><subject>PHOTOSENSITIZATION</subject><subject>Photosensitizing Agents - chemistry</subject><subject>Photosensitizing Agents - pharmacology</subject><subject>PHOTOTHERAPY</subject><subject>PROPIEDADES MEDICINALES</subject><subject>PROPRIETE PHARMACOLOGIQUE</subject><subject>RATON</subject><subject>SOURIS</subject><subject>TERAPIA</subject><subject>THERAPEUTIQUE</subject><subject>THERAPY</subject><subject>Tissue Extracts - chemistry</subject><subject>Treatment with physical agents</subject><subject>Treatment. General aspects</subject><subject>Tumor Cells, Cultured</subject><subject>Tumors</subject><issn>0163-3864</issn><issn>1520-6025</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1992</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkEFrFDEYhoModa2evAnCHEQPMppMJpnJsa7WChULu_Uavsl842Q7O5km2dbtrzdllupBCATyPLy8eQl5yegHRgv2cZwEpXUFlNFHZMFEQXNJC_GYLCiTPOe1LJ-SZyFsKKWcKnFEjljJmSr5gmyWPXgwEb29g2jdmLkuW9nh6tb5bbbsB-fd1O-HIfuOERo32Ighg3TG7MREe4PZRe-iCzgGG-0d-qxzfn5r9yNsrcnWPXqY9s_Jkw6GgC8O9zG5PP2yXp7l5z--fluenOdQ0iLmlQFUCmuDhjVNJTsJsmWcGqVAcSGwwroVZU3rpjKcNbRlXQVSdBTaFkvJj8nbOXfy7nqHIeqtDQaHAUZ0u6ArXtSVklUS38-i8S4Ej52evN2C32tG9f2y-p9lk_36ELtrttj-decpE39z4BAMDJ2H0djwoAnBy6K-b5fPmg0Rfz9g8Fc6VaqEXl-s9NnpT_n5U2ohkv9q9jtwGn75FHm5UpynT6gE380QTNAbt_NjGva_7f8AJLGmNQ</recordid><startdate>19920901</startdate><enddate>19920901</enddate><creator>Dai, Renke</creator><creator>Shoemaker, Richard</creator><creator>Farrens, David</creator><creator>Han, Man Jung</creator><creator>Kim, Choong Sup</creator><creator>Song, Pill-Soon</creator><general>American Chemical Society</general><general>American Society of Pharmacognosy</general><scope>FBQ</scope><scope>BSCLL</scope><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>7X8</scope></search><sort><creationdate>19920901</creationdate><title>Characterization of Silkworm Chlorophyll Metabolites as an Active Photosensitizer for Photodynamic Therapy</title><author>Dai, Renke ; Shoemaker, Richard ; Farrens, David ; Han, Man Jung ; Kim, Choong Sup ; Song, Pill-Soon</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a402t-7cae99e8cec1bb76f6a6d130c99a9355e7e8d54808b7c31b0d1f7a65f0adde463</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1992</creationdate><topic>10-hydroxypheophytin a</topic><topic>Animals</topic><topic>Biological and medical sciences</topic><topic>Bombyx - physiology</topic><topic>BOMBYX MORI</topic><topic>CELL CULTURE</topic><topic>CELL LINES</topic><topic>Chemical Phenomena</topic><topic>Chemistry, Physical</topic><topic>Chlorophyll - metabolism</topic><topic>CHLOROPHYLLE</topic><topic>CHLOROPHYLLS</topic><topic>CLOROFILAS</topic><topic>CULTIVO DE CELULAS</topic><topic>CULTURE DE CELLULE</topic><topic>FAECES</topic><topic>FECES</topic><topic>FOTOSENSIBILIDAD</topic><topic>GENERO HUMANO</topic><topic>GENRE HUMAIN</topic><topic>HECES</topic><topic>Humans</topic><topic>LIGHT</topic><topic>LUMIERE</topic><topic>LUZ</topic><topic>MAN</topic><topic>MANKIND</topic><topic>Medical sciences</topic><topic>MEDICINAL PROPERTIES</topic><topic>METABOLITE</topic><topic>METABOLITES</topic><topic>METABOLITOS</topic><topic>MICE</topic><topic>NEOPLASMAS</topic><topic>NEOPLASME</topic><topic>NEOPLASMS</topic><topic>Oxidation-Reduction</topic><topic>Photochemotherapy</topic><topic>Photoradiation therapy and photosensitizing agent</topic><topic>PHOTOSENSIBILITE</topic><topic>PHOTOSENSITIVITY</topic><topic>PHOTOSENSITIZATION</topic><topic>Photosensitizing Agents - chemistry</topic><topic>Photosensitizing Agents - pharmacology</topic><topic>PHOTOTHERAPY</topic><topic>PROPIEDADES MEDICINALES</topic><topic>PROPRIETE PHARMACOLOGIQUE</topic><topic>RATON</topic><topic>SOURIS</topic><topic>TERAPIA</topic><topic>THERAPEUTIQUE</topic><topic>THERAPY</topic><topic>Tissue Extracts - chemistry</topic><topic>Treatment with physical agents</topic><topic>Treatment. General aspects</topic><topic>Tumor Cells, Cultured</topic><topic>Tumors</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Dai, Renke</creatorcontrib><creatorcontrib>Shoemaker, Richard</creatorcontrib><creatorcontrib>Farrens, David</creatorcontrib><creatorcontrib>Han, Man Jung</creatorcontrib><creatorcontrib>Kim, Choong Sup</creatorcontrib><creatorcontrib>Song, Pill-Soon</creatorcontrib><collection>AGRIS</collection><collection>Istex</collection><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>MEDLINE - Academic</collection><jtitle>Journal of natural products (Washington, D.C.)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Dai, Renke</au><au>Shoemaker, Richard</au><au>Farrens, David</au><au>Han, Man Jung</au><au>Kim, Choong Sup</au><au>Song, Pill-Soon</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Characterization of Silkworm Chlorophyll Metabolites as an Active Photosensitizer for Photodynamic Therapy</atitle><jtitle>Journal of natural products (Washington, D.C.)</jtitle><addtitle>J. Nat. Prod</addtitle><date>1992-09-01</date><risdate>1992</risdate><volume>55</volume><issue>9</issue><spage>1241</spage><epage>1251</epage><pages>1241-1251</pages><issn>0163-3864</issn><eissn>1520-6025</eissn><coden>JNPRDF</coden><abstract>Silkworm excreta containing chlorophyll metabolites have long been used for their medicinal activities in the Far East. The major chlorophyll derivative (CpD) fraction in the Me2CO extract from the silkworm excreta exhibits strong photodynamic action on mice and human tumor cells in vitro. The main CpD component was isolated, purified, and subjected to extensive structural and characterization studies to assess its photodynamic therapeutic activity. According to the spectral analyses, the structure of the major unknown CpD was determined to be 10-hydroxypheophytin a [1]. The CpD component possessed a high quantum efficiency (50%) for the photosensitized production of singlet molecular oxygen, thus providing a molecular basis for its photodynamic therapeutic efficiency. A further advantage is that the "photooxidation/degradation" product(s) from this CpD retains all the characteristics of a photodynamic sensitizer.</abstract><cop>Washington, DC</cop><cop>Glendale, AZ</cop><pub>American Chemical Society</pub><pmid>1431943</pmid><doi>10.1021/np50087a010</doi><tpages>11</tpages></addata></record> |
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subjects | 10-hydroxypheophytin a Animals Biological and medical sciences Bombyx - physiology BOMBYX MORI CELL CULTURE CELL LINES Chemical Phenomena Chemistry, Physical Chlorophyll - metabolism CHLOROPHYLLE CHLOROPHYLLS CLOROFILAS CULTIVO DE CELULAS CULTURE DE CELLULE FAECES FECES FOTOSENSIBILIDAD GENERO HUMANO GENRE HUMAIN HECES Humans LIGHT LUMIERE LUZ MAN MANKIND Medical sciences MEDICINAL PROPERTIES METABOLITE METABOLITES METABOLITOS MICE NEOPLASMAS NEOPLASME NEOPLASMS Oxidation-Reduction Photochemotherapy Photoradiation therapy and photosensitizing agent PHOTOSENSIBILITE PHOTOSENSITIVITY PHOTOSENSITIZATION Photosensitizing Agents - chemistry Photosensitizing Agents - pharmacology PHOTOTHERAPY PROPIEDADES MEDICINALES PROPRIETE PHARMACOLOGIQUE RATON SOURIS TERAPIA THERAPEUTIQUE THERAPY Tissue Extracts - chemistry Treatment with physical agents Treatment. General aspects Tumor Cells, Cultured Tumors |
title | Characterization of Silkworm Chlorophyll Metabolites as an Active Photosensitizer for Photodynamic Therapy |
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