title: Spiranthenones A and B, tetraprenylated phloroglucinol derivatives from the leaves of Spiranthera odoratissima.
abstract: Two new polyprenylated acylphloroglucinols, spiranthenones A (1) and B (2), a sesquiterpenoid, 6 α-acetoxy,1 β-hydroxyeudesm-4(15)-ene (3), along with sesamin and β-sitosterol, were isolated from the EtOAc extract of the leaves of Spiranthera odoratissima, and shown to display antiprotozoal activity. Their structures and relative stereochemistry were elucidated by NMR and mass spectrometry. These compounds exhibited moderate antiprotozoal activity, but without significant cytotoxicity against fibroblasts cell line NIH-3T3. Compound 3 was the most selective towards parasites.
authors.affiliation: UMR 7245 CNRS-MNHN Molécules de Communication et Adaptation des Micro-organismes, Muséum National d'Histoire Naturelle, Paris, France.
authors.forename: Lorena
authors.initials: L
authors.lastname: Carneiro Albernaz
authors.forename: Alexandre
authors.initials: A
authors.lastname: Deville
authors.forename: Lionel
authors.initials: L
authors.lastname: Dubost
authors.forename: José Elias
authors.initials: JE
authors.lastname: de Paula
authors.forename: Bernard
authors.initials: B
authors.lastname: Bodo
authors.forename: Philippe
authors.initials: P
authors.lastname: Grellier
authors.forename: Laila
authors.initials: L
authors.lastname: Salmen Espindola
authors.forename: Lengo
authors.initials: L
authors.lastname: Mambu
mesh_terms: D000818:Animals; D000981:Antiprotozoal Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001938:Brazil; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D007891:Leishmania / Q000187:drug effects; D051379:Mice; D015394:Molecular Structure; D010696:Phloroglucinol / Q000031:analogs & derivatives / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D010936:Plant Extracts / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D018515:Plant Leaves / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry; D010963:Plasmodium falciparum / Q000187:drug effects; D027821:Rutaceae / Q000737:chemistry*; D014349:Trypanosoma cruzi / Q000187:drug effects
chemical_list: D000981:Antiprotozoal Agents; D010936:Plant Extracts; C579696:spiranthenone A; C579697:spiranthenone B; D010696:Phloroglucinol