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Antituberculosis activity of alkylated mulinane diterpenoids
Natural azorellane and mulinane diterpenoids show antituberculosis activity, which is increased by methylation of their free carboxyl group. We have systematically investigated the effect of alkylation in this class of diterpenoids and found that the profile of bioactivity is relatively unaffected b...
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| Published in: | Fitoterapia 2010-04, Vol.81 (3), p.219-222 |
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| Main Authors: | , , , , , , , |
| Format: | Article |
| Language: | English |
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| cited_by | cdi_FETCH-LOGICAL-c393t-bd7b70bf4ff970f0c97eeae3315284e03a33138889793e7272ddc14da92487703 |
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| cites | cdi_FETCH-LOGICAL-c393t-bd7b70bf4ff970f0c97eeae3315284e03a33138889793e7272ddc14da92487703 |
| container_end_page | 222 |
| container_issue | 3 |
| container_start_page | 219 |
| container_title | Fitoterapia |
| container_volume | 81 |
| creator | Molina-Salinas, Gloria María Bórquez, Jorge Said-Fernández, Salvador Loyola, Luis Alberto Yam-Puc, Alejandro Becerril-Montes, Pola Escalante-Erosa, Fabiola Peña-Rodríguez, Luis Manuel |
| description | Natural azorellane and mulinane diterpenoids show antituberculosis activity, which is increased by methylation of their free carboxyl group. We have systematically investigated the effect of alkylation in this class of diterpenoids and found that the profile of bioactivity is relatively unaffected by the introduction of short alkyl groups, both linear and branched. In this investigation, three semisynthetic diterpenoids, 13 hydroxy-mulin-11-en-20-oic acid
n-propyl ester (
3) and the
n-propyl (
19) and
n-butyl (
20) esters of isomulinic acid, showed the strongest antituberculosis activity (MIC
=
6.25
μg/mL) against a drug-resistant strain of
Mycobacterium tuberculosis.
Eighteen linear and branched alkylated mulinane diterpenoids were assayed for antituberculosis activity. The esters (
3), (
19) and (
20) displayed the strongest activity against a drug-resistant strain of
Mycobacterium tuberculosis.
[Display omitted] |
| doi_str_mv | 10.1016/j.fitote.2009.09.006 |
| format | article |
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n-propyl ester (
3) and the
n-propyl (
19) and
n-butyl (
20) esters of isomulinic acid, showed the strongest antituberculosis activity (MIC
=
6.25
μg/mL) against a drug-resistant strain of
Mycobacterium tuberculosis.
Eighteen linear and branched alkylated mulinane diterpenoids were assayed for antituberculosis activity. The esters (
3), (
19) and (
20) displayed the strongest activity against a drug-resistant strain of
Mycobacterium tuberculosis.
[Display omitted]</description><identifier>ISSN: 0367-326X</identifier><identifier>DOI: 10.1016/j.fitote.2009.09.006</identifier><language>eng</language><publisher>Elsevier B.V</publisher><subject>Alkyl esters ; Antituberculosis activity ; Azorella ; Mulinane ; Mulinum ; Mycobacterium tuberculosis</subject><ispartof>Fitoterapia, 2010-04, Vol.81 (3), p.219-222</ispartof><rights>2009 Elsevier B.V.</rights><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c393t-bd7b70bf4ff970f0c97eeae3315284e03a33138889793e7272ddc14da92487703</citedby><cites>FETCH-LOGICAL-c393t-bd7b70bf4ff970f0c97eeae3315284e03a33138889793e7272ddc14da92487703</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Molina-Salinas, Gloria María</creatorcontrib><creatorcontrib>Bórquez, Jorge</creatorcontrib><creatorcontrib>Said-Fernández, Salvador</creatorcontrib><creatorcontrib>Loyola, Luis Alberto</creatorcontrib><creatorcontrib>Yam-Puc, Alejandro</creatorcontrib><creatorcontrib>Becerril-Montes, Pola</creatorcontrib><creatorcontrib>Escalante-Erosa, Fabiola</creatorcontrib><creatorcontrib>Peña-Rodríguez, Luis Manuel</creatorcontrib><title>Antituberculosis activity of alkylated mulinane diterpenoids</title><title>Fitoterapia</title><description>Natural azorellane and mulinane diterpenoids show antituberculosis activity, which is increased by methylation of their free carboxyl group. We have systematically investigated the effect of alkylation in this class of diterpenoids and found that the profile of bioactivity is relatively unaffected by the introduction of short alkyl groups, both linear and branched. In this investigation, three semisynthetic diterpenoids, 13 hydroxy-mulin-11-en-20-oic acid
n-propyl ester (
3) and the
n-propyl (
19) and
n-butyl (
20) esters of isomulinic acid, showed the strongest antituberculosis activity (MIC
=
6.25
μg/mL) against a drug-resistant strain of
Mycobacterium tuberculosis.
Eighteen linear and branched alkylated mulinane diterpenoids were assayed for antituberculosis activity. The esters (
3), (
19) and (
20) displayed the strongest activity against a drug-resistant strain of
Mycobacterium tuberculosis.
[Display omitted]</description><subject>Alkyl esters</subject><subject>Antituberculosis activity</subject><subject>Azorella</subject><subject>Mulinane</subject><subject>Mulinum</subject><subject>Mycobacterium tuberculosis</subject><issn>0367-326X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><recordid>eNp9kEFLxDAQhXNQcF39Bx5689Q6abpNAyIsi67CghcFbyFNJpC126xJurD_3pZ6Fh7MHN57zHyE3FEoKND6YV9Yl3zCogQQxSSoL8gCWM1zVtZfV-Q6xj0AXbGKLsjjuk8uDS0GPXQ-upgpndzJpXPmbaa673OnEprsMHSuVz1mxiUMR-y9M_GGXFrVRbz9m0vy-fL8sXnNd-_bt816l2smWMpbw1sOra2sFRwsaMERFTJGV2VTITA1rqxpGsEFQ17y0hhNK6NEWTWcA1uS-7n3GPzPgDHJg4sau248yA9R8mrFQQhej85qdurgYwxo5TG4gwpnSUFOfOReznzkxEdOgin2NMdw_OLkMMioHfYajQuokzTe_V_wC9E6czA</recordid><startdate>20100401</startdate><enddate>20100401</enddate><creator>Molina-Salinas, Gloria María</creator><creator>Bórquez, Jorge</creator><creator>Said-Fernández, Salvador</creator><creator>Loyola, Luis Alberto</creator><creator>Yam-Puc, Alejandro</creator><creator>Becerril-Montes, Pola</creator><creator>Escalante-Erosa, Fabiola</creator><creator>Peña-Rodríguez, Luis Manuel</creator><general>Elsevier B.V</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7QL</scope><scope>C1K</scope></search><sort><creationdate>20100401</creationdate><title>Antituberculosis activity of alkylated mulinane diterpenoids</title><author>Molina-Salinas, Gloria María ; Bórquez, Jorge ; Said-Fernández, Salvador ; Loyola, Luis Alberto ; Yam-Puc, Alejandro ; Becerril-Montes, Pola ; Escalante-Erosa, Fabiola ; Peña-Rodríguez, Luis Manuel</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c393t-bd7b70bf4ff970f0c97eeae3315284e03a33138889793e7272ddc14da92487703</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>Alkyl esters</topic><topic>Antituberculosis activity</topic><topic>Azorella</topic><topic>Mulinane</topic><topic>Mulinum</topic><topic>Mycobacterium tuberculosis</topic><toplevel>online_resources</toplevel><creatorcontrib>Molina-Salinas, Gloria María</creatorcontrib><creatorcontrib>Bórquez, Jorge</creatorcontrib><creatorcontrib>Said-Fernández, Salvador</creatorcontrib><creatorcontrib>Loyola, Luis Alberto</creatorcontrib><creatorcontrib>Yam-Puc, Alejandro</creatorcontrib><creatorcontrib>Becerril-Montes, Pola</creatorcontrib><creatorcontrib>Escalante-Erosa, Fabiola</creatorcontrib><creatorcontrib>Peña-Rodríguez, Luis Manuel</creatorcontrib><collection>CrossRef</collection><collection>Bacteriology Abstracts (Microbiology B)</collection><collection>Environmental Sciences and Pollution Management</collection><jtitle>Fitoterapia</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Molina-Salinas, Gloria María</au><au>Bórquez, Jorge</au><au>Said-Fernández, Salvador</au><au>Loyola, Luis Alberto</au><au>Yam-Puc, Alejandro</au><au>Becerril-Montes, Pola</au><au>Escalante-Erosa, Fabiola</au><au>Peña-Rodríguez, Luis Manuel</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Antituberculosis activity of alkylated mulinane diterpenoids</atitle><jtitle>Fitoterapia</jtitle><date>2010-04-01</date><risdate>2010</risdate><volume>81</volume><issue>3</issue><spage>219</spage><epage>222</epage><pages>219-222</pages><issn>0367-326X</issn><abstract>Natural azorellane and mulinane diterpenoids show antituberculosis activity, which is increased by methylation of their free carboxyl group. We have systematically investigated the effect of alkylation in this class of diterpenoids and found that the profile of bioactivity is relatively unaffected by the introduction of short alkyl groups, both linear and branched. In this investigation, three semisynthetic diterpenoids, 13 hydroxy-mulin-11-en-20-oic acid
n-propyl ester (
3) and the
n-propyl (
19) and
n-butyl (
20) esters of isomulinic acid, showed the strongest antituberculosis activity (MIC
=
6.25
μg/mL) against a drug-resistant strain of
Mycobacterium tuberculosis.
Eighteen linear and branched alkylated mulinane diterpenoids were assayed for antituberculosis activity. The esters (
3), (
19) and (
20) displayed the strongest activity against a drug-resistant strain of
Mycobacterium tuberculosis.
[Display omitted]</abstract><pub>Elsevier B.V</pub><doi>10.1016/j.fitote.2009.09.006</doi><tpages>4</tpages></addata></record> |
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| ispartof | Fitoterapia, 2010-04, Vol.81 (3), p.219-222 |
| issn | 0367-326X |
| language | eng |
| recordid | cdi_proquest_miscellaneous_745709976 |
| source | Elsevier:Jisc Collections:Elsevier Read and Publish Agreement 2022-2024:Freedom Collection (Reading list) |
| subjects | Alkyl esters Antituberculosis activity Azorella Mulinane Mulinum Mycobacterium tuberculosis |
| title | Antituberculosis activity of alkylated mulinane diterpenoids |
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