Klaivanolide, an antiprotozoal lactone from Uvaria klaineana
Bioguided-fractionation of a CH 2Cl 2 extract of the stems of Uvaria klaineana (Annonaceae) led to isolation of klaivanolide, a novel bisunsaturated 7-membered lactone (5-acetoxy-7-benzoyloxymethyl-7 H-oxepin-2-one), together with benzyl benzoate. Klaivanolide showed potent in vitro antileishmanial...
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| Veröffentlicht in: | Phytochemistry (Oxford) 2002-04, Vol.59 (8), p.885-888 |
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| container_title | Phytochemistry (Oxford) |
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| creator | Akendengue, Blandine Roblot, François Loiseau, Philippe M Bories, Christian Ngou-Milama, Edouard Laurens, Alain Hocquemiller, Reynald |
| description | Bioguided-fractionation of a CH
2Cl
2 extract of the stems of
Uvaria klaineana (Annonaceae) led to isolation of klaivanolide, a novel bisunsaturated 7-membered lactone (5-acetoxy-7-benzoyloxymethyl-7
H-oxepin-2-one), together with benzyl benzoate. Klaivanolide showed potent in vitro antileishmanial activity against both sensitive and amphotericin B-resistant promastigote forms of
Leishmania donovani with IC
50 values of 1.75 and 3.12 μM, respectively. The compound also showed in vitro trypanocidal activity against trypomastigote forms of
Trypanosoma brucei brucei GVR 35. Its structure was established by 1D and 2D NMR and other spectroscopic techniques.
The antiprotozoal activities of klaivanolide, an unsaturated lactone are reported. It exhibited promising activity against
Leishmania donovani. |
| doi_str_mv | 10.1016/S0031-9422(02)00027-4 |
| format | Article |
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2Cl
2 extract of the stems of
Uvaria klaineana (Annonaceae) led to isolation of klaivanolide, a novel bisunsaturated 7-membered lactone (5-acetoxy-7-benzoyloxymethyl-7
H-oxepin-2-one), together with benzyl benzoate. Klaivanolide showed potent in vitro antileishmanial activity against both sensitive and amphotericin B-resistant promastigote forms of
Leishmania donovani with IC
50 values of 1.75 and 3.12 μM, respectively. The compound also showed in vitro trypanocidal activity against trypomastigote forms of
Trypanosoma brucei brucei GVR 35. Its structure was established by 1D and 2D NMR and other spectroscopic techniques.
The antiprotozoal activities of klaivanolide, an unsaturated lactone are reported. It exhibited promising activity against
Leishmania donovani.</description><identifier>ISSN: 0031-9422</identifier><identifier>EISSN: 1873-3700</identifier><identifier>DOI: 10.1016/S0031-9422(02)00027-4</identifier><identifier>PMID: 11937171</identifier><language>eng</language><publisher>Amsterdam: Elsevier Ltd</publisher><subject>Animals ; Annonaceae - chemistry ; Antileishmanial ; Antiprotozoal Agents - chemistry ; Antiprotozoal Agents - isolation & purification ; Antiprotozoal Agents - pharmacology ; Biological and medical sciences ; Chemical constitution ; Fundamental and applied biological sciences. Psychology ; General pharmacology ; Klaivanolide ; Lactone ; Lactones - chemistry ; Lactones - isolation & purification ; Lactones - pharmacology ; Leishmania donovani ; Leishmania donovani - drug effects ; Magnetic Resonance Spectroscopy ; Medical sciences ; Parasitic Sensitivity Tests ; Pharmacognosy. Homeopathy. Health food ; Pharmacology. Drug treatments ; Plant physiology and development ; Trypanocidal ; Trypanocidal Agents - chemistry ; Trypanocidal Agents - isolation & purification ; Trypanocidal Agents - pharmacology ; Trypanosoma brucei brucei ; Trypanosoma brucei brucei - drug effects ; Uvaria klaineana</subject><ispartof>Phytochemistry (Oxford), 2002-04, Vol.59 (8), p.885-888</ispartof><rights>2002 Elsevier Science Ltd</rights><rights>2002 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c422t-7508f57b98c0dd80264ac61aaffe771a0739ec093df4d5c283d241a82f99645c3</citedby><cites>FETCH-LOGICAL-c422t-7508f57b98c0dd80264ac61aaffe771a0739ec093df4d5c283d241a82f99645c3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/S0031-9422(02)00027-4$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,27924,27925,45995</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=13597311$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/11937171$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Akendengue, Blandine</creatorcontrib><creatorcontrib>Roblot, François</creatorcontrib><creatorcontrib>Loiseau, Philippe M</creatorcontrib><creatorcontrib>Bories, Christian</creatorcontrib><creatorcontrib>Ngou-Milama, Edouard</creatorcontrib><creatorcontrib>Laurens, Alain</creatorcontrib><creatorcontrib>Hocquemiller, Reynald</creatorcontrib><title>Klaivanolide, an antiprotozoal lactone from Uvaria klaineana</title><title>Phytochemistry (Oxford)</title><addtitle>Phytochemistry</addtitle><description>Bioguided-fractionation of a CH
2Cl
2 extract of the stems of
Uvaria klaineana (Annonaceae) led to isolation of klaivanolide, a novel bisunsaturated 7-membered lactone (5-acetoxy-7-benzoyloxymethyl-7
H-oxepin-2-one), together with benzyl benzoate. Klaivanolide showed potent in vitro antileishmanial activity against both sensitive and amphotericin B-resistant promastigote forms of
Leishmania donovani with IC
50 values of 1.75 and 3.12 μM, respectively. The compound also showed in vitro trypanocidal activity against trypomastigote forms of
Trypanosoma brucei brucei GVR 35. Its structure was established by 1D and 2D NMR and other spectroscopic techniques.
The antiprotozoal activities of klaivanolide, an unsaturated lactone are reported. It exhibited promising activity against
Leishmania donovani.</description><subject>Animals</subject><subject>Annonaceae - chemistry</subject><subject>Antileishmanial</subject><subject>Antiprotozoal Agents - chemistry</subject><subject>Antiprotozoal Agents - isolation & purification</subject><subject>Antiprotozoal Agents - pharmacology</subject><subject>Biological and medical sciences</subject><subject>Chemical constitution</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>General pharmacology</subject><subject>Klaivanolide</subject><subject>Lactone</subject><subject>Lactones - chemistry</subject><subject>Lactones - isolation & purification</subject><subject>Lactones - pharmacology</subject><subject>Leishmania donovani</subject><subject>Leishmania donovani - drug effects</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Medical sciences</subject><subject>Parasitic Sensitivity Tests</subject><subject>Pharmacognosy. Homeopathy. Health food</subject><subject>Pharmacology. Drug treatments</subject><subject>Plant physiology and development</subject><subject>Trypanocidal</subject><subject>Trypanocidal Agents - chemistry</subject><subject>Trypanocidal Agents - isolation & purification</subject><subject>Trypanocidal Agents - pharmacology</subject><subject>Trypanosoma brucei brucei</subject><subject>Trypanosoma brucei brucei - drug effects</subject><subject>Uvaria klaineana</subject><issn>0031-9422</issn><issn>1873-3700</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2002</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkE1LHEEQhptgiKvJT0iYi6KQSaq6p6dnQAhh8QsFD8ZzU_YHtM5Oa_fsgvn16c0uehReqMvzVhUPY18RfiBg-_MWQGDdN5wfAT8GAK7q5gObYadELRTADpu9IrtsL-eHAknZtp_YLmIvFCqcsZOrgcKKxjgE675XNJZM4SnFKf6NNFQDmSmOrvIpLqq7FaVA1WOpjI5G-sw-ehqy-7Kd--zu7PTP_KK-vjm_nP--rk25PdVKQueluu87A9Z2wNuGTItE3julkECJ3hnohfWNlYZ3wvIGqeO-79tGGrHPDjd7y1_PS5cnvQjZuGGg0cVl1gqlUiDhXRC7BjkKVUC5AU2KOSfn9VMKC0ovGkGv_er_fvVanoaStV_dlN637YHl_cLZt9ZWaAEOtgBlQ4NPNJqQ3zgheyVwzf3acK54WwWXdDbBjcbZkJyZtI3hnVf-AaWjlaA</recordid><startdate>20020401</startdate><enddate>20020401</enddate><creator>Akendengue, Blandine</creator><creator>Roblot, François</creator><creator>Loiseau, Philippe M</creator><creator>Bories, Christian</creator><creator>Ngou-Milama, Edouard</creator><creator>Laurens, Alain</creator><creator>Hocquemiller, Reynald</creator><general>Elsevier Ltd</general><general>Elsevier</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>M7N</scope><scope>7X8</scope></search><sort><creationdate>20020401</creationdate><title>Klaivanolide, an antiprotozoal lactone from Uvaria klaineana</title><author>Akendengue, Blandine ; Roblot, François ; Loiseau, Philippe M ; Bories, Christian ; Ngou-Milama, Edouard ; Laurens, Alain ; Hocquemiller, Reynald</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c422t-7508f57b98c0dd80264ac61aaffe771a0739ec093df4d5c283d241a82f99645c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2002</creationdate><topic>Animals</topic><topic>Annonaceae - chemistry</topic><topic>Antileishmanial</topic><topic>Antiprotozoal Agents - chemistry</topic><topic>Antiprotozoal Agents - isolation & purification</topic><topic>Antiprotozoal Agents - pharmacology</topic><topic>Biological and medical sciences</topic><topic>Chemical constitution</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>General pharmacology</topic><topic>Klaivanolide</topic><topic>Lactone</topic><topic>Lactones - chemistry</topic><topic>Lactones - isolation & purification</topic><topic>Lactones - pharmacology</topic><topic>Leishmania donovani</topic><topic>Leishmania donovani - drug effects</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Medical sciences</topic><topic>Parasitic Sensitivity Tests</topic><topic>Pharmacognosy. Homeopathy. Health food</topic><topic>Pharmacology. Drug treatments</topic><topic>Plant physiology and development</topic><topic>Trypanocidal</topic><topic>Trypanocidal Agents - chemistry</topic><topic>Trypanocidal Agents - isolation & purification</topic><topic>Trypanocidal Agents - pharmacology</topic><topic>Trypanosoma brucei brucei</topic><topic>Trypanosoma brucei brucei - drug effects</topic><topic>Uvaria klaineana</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Akendengue, Blandine</creatorcontrib><creatorcontrib>Roblot, François</creatorcontrib><creatorcontrib>Loiseau, Philippe M</creatorcontrib><creatorcontrib>Bories, Christian</creatorcontrib><creatorcontrib>Ngou-Milama, Edouard</creatorcontrib><creatorcontrib>Laurens, Alain</creatorcontrib><creatorcontrib>Hocquemiller, Reynald</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>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>MEDLINE - Academic</collection><jtitle>Phytochemistry (Oxford)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Akendengue, Blandine</au><au>Roblot, François</au><au>Loiseau, Philippe M</au><au>Bories, Christian</au><au>Ngou-Milama, Edouard</au><au>Laurens, Alain</au><au>Hocquemiller, Reynald</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Klaivanolide, an antiprotozoal lactone from Uvaria klaineana</atitle><jtitle>Phytochemistry (Oxford)</jtitle><addtitle>Phytochemistry</addtitle><date>2002-04-01</date><risdate>2002</risdate><volume>59</volume><issue>8</issue><spage>885</spage><epage>888</epage><pages>885-888</pages><issn>0031-9422</issn><eissn>1873-3700</eissn><abstract>Bioguided-fractionation of a CH
2Cl
2 extract of the stems of
Uvaria klaineana (Annonaceae) led to isolation of klaivanolide, a novel bisunsaturated 7-membered lactone (5-acetoxy-7-benzoyloxymethyl-7
H-oxepin-2-one), together with benzyl benzoate. Klaivanolide showed potent in vitro antileishmanial activity against both sensitive and amphotericin B-resistant promastigote forms of
Leishmania donovani with IC
50 values of 1.75 and 3.12 μM, respectively. The compound also showed in vitro trypanocidal activity against trypomastigote forms of
Trypanosoma brucei brucei GVR 35. Its structure was established by 1D and 2D NMR and other spectroscopic techniques.
The antiprotozoal activities of klaivanolide, an unsaturated lactone are reported. It exhibited promising activity against
Leishmania donovani.</abstract><cop>Amsterdam</cop><pub>Elsevier Ltd</pub><pmid>11937171</pmid><doi>10.1016/S0031-9422(02)00027-4</doi><tpages>4</tpages></addata></record> |
| fulltext | fulltext |
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| ispartof | Phytochemistry (Oxford), 2002-04, Vol.59 (8), p.885-888 |
| issn | 0031-9422 1873-3700 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_71577050 |
| source | MEDLINE; ScienceDirect Journals (5 years ago - present) |
| subjects | Animals Annonaceae - chemistry Antileishmanial Antiprotozoal Agents - chemistry Antiprotozoal Agents - isolation & purification Antiprotozoal Agents - pharmacology Biological and medical sciences Chemical constitution Fundamental and applied biological sciences. Psychology General pharmacology Klaivanolide Lactone Lactones - chemistry Lactones - isolation & purification Lactones - pharmacology Leishmania donovani Leishmania donovani - drug effects Magnetic Resonance Spectroscopy Medical sciences Parasitic Sensitivity Tests Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments Plant physiology and development Trypanocidal Trypanocidal Agents - chemistry Trypanocidal Agents - isolation & purification Trypanocidal Agents - pharmacology Trypanosoma brucei brucei Trypanosoma brucei brucei - drug effects Uvaria klaineana |
| title | Klaivanolide, an antiprotozoal lactone from Uvaria klaineana |
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