Active sesquiterpene lactones against Leishmania amazonensis and Leishmania braziliensis

Andrea M. Sosa; Susana Amaya; Efrain Salamanca Capusiri; Miguel Gilabert; Alicia Bardón; Alberto Giménez; Nancy R. Vera; Susana A. Borkosky

doi:10.1080/14786419.2015.1126260

Active sesquiterpene lactones against Leishmania amazonensis and Leishmania braziliensis

Andrea M. Sosa, Susana Amaya, Efrain Salamanca Capusiri, Miguel Gilabert, Alicia Bardón, Alberto Giménez, Nancy R. Vera, Susana A. Borkosky

Research output: Contribution to journal › Article › peer-review

25 Scopus citations

Abstract

Seventeen sesquiterpene lactones (SLs) isolated from five species of the tribe Vernonieae were evaluated for their in vitro activity against promastigotes of Leishmania amazonensis and Leishmania braziliensis. Additionally, a quantitative structure activity relationship has been made, since all these natural compounds were found to have potent to mild antileishmanial properties. The most active compounds against L. braziliensis were 16 and 17 (IC₅₀ values 1.45 and 1.34 μM, respectively), followed by compound 15 with IC₅₀ value of 1.60 μM against L. amazonensis. The three glaucolide-type SLs (4−6) were the least active against both parasites. The computational study allowed us to establish that lipophilicity and polarisability play an important role in the antiparasitic activity. This is the first report of the known germacradiendiolides 16 and 17 from Elephantopus mollis. The activity data of the compounds 1−17 assayed against Leishmania parasites are reported here for the first time.

Original language	English
Pages (from-to)	2611-2615
Number of pages	5
Journal	Natural Product Research
Volume	30
Issue number	22
DOIs	https://doi.org/10.1080/14786419.2015.1126260
State	Published - 16 Nov 2016

Bibliographical note

Publisher Copyright:
© 2016 Informa UK Limited, trading as Taylor & Francis Group.

Keywords

Leishmania amazonensis
Leishmania braziliensis
Vernonieae
antileishmanial activity
sesquiterpene lactones

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10.1080/14786419.2015.1126260

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title = "Active sesquiterpene lactones against Leishmania amazonensis and Leishmania braziliensis",

abstract = "Seventeen sesquiterpene lactones (SLs) isolated from five species of the tribe Vernonieae were evaluated for their in vitro activity against promastigotes of Leishmania amazonensis and Leishmania braziliensis. Additionally, a quantitative structure activity relationship has been made, since all these natural compounds were found to have potent to mild antileishmanial properties. The most active compounds against L. braziliensis were 16 and 17 (IC50 values 1.45 and 1.34 μM, respectively), followed by compound 15 with IC50 value of 1.60 μM against L. amazonensis. The three glaucolide-type SLs (4−6) were the least active against both parasites. The computational study allowed us to establish that lipophilicity and polarisability play an important role in the antiparasitic activity. This is the first report of the known germacradiendiolides 16 and 17 from Elephantopus mollis. The activity data of the compounds 1−17 assayed against Leishmania parasites are reported here for the first time.",

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author = "Sosa, {Andrea M.} and Susana Amaya and {Salamanca Capusiri}, Efrain and Miguel Gilabert and Alicia Bard{\'o}n and Alberto Gim{\'e}nez and Vera, {Nancy R.} and Borkosky, {Susana A.}",

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doi = "10.1080/14786419.2015.1126260",

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AU - Amaya, Susana

AU - Salamanca Capusiri, Efrain

AU - Gilabert, Miguel

AU - Bardón, Alicia

AU - Giménez, Alberto

AU - Vera, Nancy R.

AU - Borkosky, Susana A.

PY - 2016/11/16

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N2 - Seventeen sesquiterpene lactones (SLs) isolated from five species of the tribe Vernonieae were evaluated for their in vitro activity against promastigotes of Leishmania amazonensis and Leishmania braziliensis. Additionally, a quantitative structure activity relationship has been made, since all these natural compounds were found to have potent to mild antileishmanial properties. The most active compounds against L. braziliensis were 16 and 17 (IC50 values 1.45 and 1.34 μM, respectively), followed by compound 15 with IC50 value of 1.60 μM against L. amazonensis. The three glaucolide-type SLs (4−6) were the least active against both parasites. The computational study allowed us to establish that lipophilicity and polarisability play an important role in the antiparasitic activity. This is the first report of the known germacradiendiolides 16 and 17 from Elephantopus mollis. The activity data of the compounds 1−17 assayed against Leishmania parasites are reported here for the first time.

AB - Seventeen sesquiterpene lactones (SLs) isolated from five species of the tribe Vernonieae were evaluated for their in vitro activity against promastigotes of Leishmania amazonensis and Leishmania braziliensis. Additionally, a quantitative structure activity relationship has been made, since all these natural compounds were found to have potent to mild antileishmanial properties. The most active compounds against L. braziliensis were 16 and 17 (IC50 values 1.45 and 1.34 μM, respectively), followed by compound 15 with IC50 value of 1.60 μM against L. amazonensis. The three glaucolide-type SLs (4−6) were the least active against both parasites. The computational study allowed us to establish that lipophilicity and polarisability play an important role in the antiparasitic activity. This is the first report of the known germacradiendiolides 16 and 17 from Elephantopus mollis. The activity data of the compounds 1−17 assayed against Leishmania parasites are reported here for the first time.

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ER -

Active sesquiterpene lactones against Leishmania amazonensis and Leishmania braziliensis

Abstract

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Keywords

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