6533b860fe1ef96bd12c3928

RESEARCH PRODUCT

Kaemgalangol A: Unusual seco-isopimarane diterpenoid from aromatic ginger Kaempferia galanga.

Takehiro TominagaMidori SuenagaMasaaki NojiAkemi UmeyamaMahmoud A. A. IbrahimAbdelsamed I. ElshamyNingombam SwapanaHiroshi ImagawaMohamed-elamir F. HegazyCh. Brajakishor Singh

subject

Circular dichroismStereochemistry01 natural sciencesHeLaZingiberaceaeDrug DiscoveryKaempferia galangaHumansPharmacologybiologyMolecular Structure010405 organic chemistryChemistryAbsolute configurationGeneral Medicinebiology.organism_classificationAntineoplastic Agents PhytogenicTerpenoid0104 chemical sciencesRhizome010404 medicinal & biomolecular chemistryZingiberaceaeDiterpenesTwo-dimensional nuclear magnetic resonance spectroscopyRhizomeHeLa Cells

description

Abstract 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.

yearjournalcountryeditionlanguage
2018-09-01Fitoterapia
10.1016/j.fitote.2018.06.010https://pubmed.ncbi.nlm.nih.gov/29913194