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Journals / Turkish Journal of Chemistry / 2005 / Cilt: 29 - Sayı: 4

O-Galloyl Flavonoids from Geranium pyrenaicum and Their in vitro Antileishmanial Activity

Dilek ERCİL
Maeki KALOGA
Oliver A. RADTKE
M. Koray SAKAR
Albrecht F. KIDERLEN
Herbert KOLODZIEJ
Pages
437–443
Publication Date
2005-04-01
DOI
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⚡ TL;DR(Too Long; Didn't Read)

Compounds 1-7 were evaluated for antileishmanial activity against a panel of Leishmania species (L. major, L. donovani and L. amazonensis), indicating appreciable in vitro activities (IC50 4-27 nM) when compared with Pentostam (IC50 10-11 nM).

📌 3 Key Takeaways

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Objective & Hypothesis:From the aerial parts of Geranium pyrenaicum Burm., a new flavonol glycoside, kaempferol 3-O-(2'',3''-di-O-galloyl)-{\ss}-D-glucopyranoside (7), along with 6 known related glycosides [kaempferol 3-O-b-D-glucopyranoside (1), quercetin 3-O-b-D-glucopyranoside (2), quercetin 3-O-b-D-galactopyranoside (3), kaempferol 3-O-(2''-O-galloyl)-b-D-glucopyranoside (4), quercetin 3-O-(2''-O-galloyl)-b-D-glucopyranoside (5) and quercetin 3-O-(2'',3''-di-O-galloyl)-{\ss}-D-glucopyranoside (6)] and the ellagitannins corilagin (8) and tellimagrandin I (9) were isolated.
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Key Findings & Data:Their structures were established from spectroscopic studies (UV, FAB-MS, 1H and 13C-NMR, 1H-1H COSY, HETCOR, HMBC).
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Conclusion & Impact:Compounds 1-7 were evaluated for antileishmanial activity against a panel of Leishmania species (L. major, L. donovani and L. amazonensis), indicating appreciable in vitro activities (IC50 4-27 nM) when compared with Pentostam (IC50 10-11 nM).
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Geranium pyrenaicum · Geraniaceae · Flavonoids

Abstract

From the aerial parts of Geranium pyrenaicum Burm., a new flavonol glycoside, kaempferol 3-O-(2'',3''-di-O-galloyl)-{\ss}-D-glucopyranoside (7), along with 6 known related glycosides [kaempferol 3-O-b-D-glucopyranoside (1), quercetin 3-O-b-D-glucopyranoside (2), quercetin 3-O-b-D-galactopyranoside (3), kaempferol 3-O-(2''-O-galloyl)-b-D-glucopyranoside (4), quercetin 3-O-(2''-O-galloyl)-b-D-glucopyranoside (5) and quercetin 3-O-(2'',3''-di-O-galloyl)-{\ss}-D-glucopyranoside (6)] and the ellagitannins corilagin (8) and tellimagrandin I (9) were isolated. Their structures were established from spectroscopic studies (UV, FAB-MS, 1H and 13C-NMR, 1H-1H COSY, HETCOR, HMBC). Compounds 1-7 were evaluated for antileishmanial activity against a panel of Leishmania species (L. major, L. donovani and L. amazonensis), indicating appreciable in vitro activities (IC50 4-27 nM) when compared with Pentostam (IC50 10-11 nM).

Özet

From the aerial parts of Geranium pyrenaicum Burm., a new flavonol glycoside, kaempferol 3-O-(2'',3''-di-O-galloyl)-{\ss}-D-glucopyranoside (7), along with 6 known related glycosides [kaempferol 3-O-b-D-glucopyranoside (1), quercetin 3-O-b-D-glucopyranoside (2), quercetin 3-O-b-D-galactopyranoside (3), kaempferol 3-O-(2''-O-galloyl)-b-D-glucopyranoside (4), quercetin 3-O-(2''-O-galloyl)-b-D-glucopyranoside (5) and quercetin 3-O-(2'',3''-di-O-galloyl)-{\ss}-D-glucopyranoside (6)] and the ellagitannins corilagin (8) and tellimagrandin I (9) were isolated. Their structures were established from spectroscopic studies (UV, FAB-MS, 1H and 13C-NMR, 1H-1H COSY, HETCOR, HMBC). Compounds 1-7 were evaluated for antileishmanial activity against a panel of Leishmania species (L. major, L. donovani and L. amazonensis), indicating appreciable in vitro activities (IC50 4-27 nM) when compared with Pentostam (IC50 10-11 nM).

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Cite This Article

ERCİL, D., KALOGA, M., RADTKE, O. A., SAKAR, M. K., KIDERLEN, A. F., KOLODZIEJ, H. (2005). O-Galloyl Flavonoids from Geranium pyrenaicum and Their in vitro Antileishmanial Activity. Turkish Journal of Chemistry, Cilt: 29 - Sayı: 4, 437–443. https://ajindex.com/articles/382195

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