Academic Journal
Antiparasitic and Anticancer Carvotacetone Derivatives of Sphaeranthus bullatus
| العنوان: | Antiparasitic and Anticancer Carvotacetone Derivatives of Sphaeranthus bullatus |
|---|---|
| المؤلفون: | Machumi, Francis, Yenesew, Abiy, Midiwo, Jacob O., Heydenreich, Matthias, Kleinpeter, Erich, Tekwani, Babu L., Khan, Shabana I., Walker, Larry A., Muhammad, Ilias |
| المصدر: | Natural Product Communications ; volume 7, issue 9 ; ISSN 1934-578X 1555-9475 |
| بيانات النشر: | SAGE Publications |
| سنة النشر: | 2012 |
| الوصف: | The CH 2 Cl 2 -MeOH (1:1) extract of the aerial parts of Sphaeranthus bullatus, an annual herb native to tropical East Africa, showed activity against chloroquine sensitive D6 (IC 50 9.7 μg/mL) and chloroquine resistant W2 (IC 50 15.0 μg/mL) strains of Plasmodium falciparum. Seventeen secondary metabolites were isolated from the extract through conventional chromatographic techniques and identified using various spectroscopic methods. The compounds were evaluated for their in vitro antiplasmodial, antileishmanial and anticancer activities revealing activity of four carvotacetone derivatives, namely 3-acetoxy-7-hydroxy-5-tigloyloxycarvotacetone (1), 3,7-dihydroxy-5-tigloyloxycarvotacetone (2), 3-acetoxy-5,7-dihydroxycarvotacetone (3) and 3,5,7-trihydroxy-carvotacetone (4); with antiplasmodial IC 50 values of 1.40, 0.79, 0.60 and 3.40 μg/mL, respectively, against chloroquine sensitive D6 strains of P. falciparum; antiplasmodial activity of IC 50 2.00, 0.90, 0.68 and 2.80 μg/mL, respectively, against chloroquine resistant W2 strains of P. falciparum; antileishmanial IC 50 values of 0.70, 3.00, 0.70 and 17.00 μg/mL, respectively, against the parasite L. donovanii promastigotes, and anticancer activity against human SK-MEL, KB, BT-549 and SK-OV-3 tumor cells, with IC 50 values between <1.1 - 5.3 μg/mL for 1-3. In addition, cytotoxic effects of the active compounds were evaluated against monkey kidney fibroblasts (VERO) and pig kidney epithelial cells (LLC-PK 11 ). The structures of carvotacetone derivatives were determined by 1D and 2D NMR spectroscopy; the absolute stereochemical configuration of 3-acetoxy-7-hydroxy-5-tigloyloxycarvotacetone (1) was determined as 3 R, 4 R, 5 S by circular dichroism, specific rotation, 1 H NMR and 2D NMR ROESY and NOESY experiments. |
| نوع الوثيقة: | article in journal/newspaper |
| اللغة: | English |
| DOI: | 10.1177/1934578x1200700902 |
| DOI: | 10.1177/1934578X1200700902 |
| الاتاحة: | https://doi.org/10.1177/1934578x1200700902 https://journals.sagepub.com/doi/pdf/10.1177/1934578X1200700902 |
| Rights: | https://journals.sagepub.com/page/policies/text-and-data-mining-license |
| رقم الانضمام: | edsbas.5E9A48A9 |
| قاعدة البيانات: | BASE |
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