Kaemgalangol A: Unusual seco-isopimarane diterpenoid from aromatic ginger Kaempferia galanga
| Autor: | Takehiro Tominaga, Midori Suenaga, Masaaki Noji, Akemi Umeyama, Mahmoud A. A. Ibrahim, Abdelsamed I. Elshamy, Ningombam Swapana, Hiroshi Imagawa, Mohamed-Elamir F. Hegazy, Ch. Brajakishor Singh |
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| Rok vydání: | 2018 |
| Předmět: |
Circular dichroism
Stereochemistry 01 natural sciences HeLa Zingiberaceae Drug Discovery Kaempferia galanga Humans Pharmacology biology Molecular Structure 010405 organic chemistry Chemistry Absolute configuration General Medicine biology.organism_classification Antineoplastic Agents Phytogenic Terpenoid 0104 chemical sciences Rhizome 010404 medicinal & biomolecular chemistry Diterpenes Two-dimensional nuclear magnetic resonance spectroscopy HeLa Cells |
| Zdroj: | Fitoterapia. 129 |
| ISSN: | 1873-6971 |
| Popis: | A new unusual seco-isopimarane, kaemgalangol A (1) and 12 usual analogs (2−13) were isolated from the rhizomes of Kaempferia galanga (Family: Zingiberaceae). KaemgalangolA (1) represented a rarely isolated 9,10-seco-isopimarane skeleton. The chemical structures of the isolated compounds were mainlyinvestigated by spectroscopic techniques such as 1D, 2D NMR, and HRMS. The absolute configuration of 1–3 was studied by X-ray diffraction analysis as well as experimental and TDDFT-calculated electronic circular dichroism. Among the isolated diterpenoids, 5, 6 and 9 exhibited cytotoxic activity against HeLa (IC50 75.1, 74.2 and 76.5 μM, respectively) and HSC-2 (IC50 69.9, 53.3 and 58.2 μM, respectively) cancer cells. |
| Databáze: | OpenAIRE |
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