6533b82ffe1ef96bd1295e41

RESEARCH PRODUCT

Bioactive Constituents of Juniperus turbinata Guss. from La Maddalena Archipelago.

Armandodoriano BiancoFilippo MaggiCinzia SannaLuana QuassintiGiulio LupidiAlessandro VendittiMauro BalleroMaurizio BrunoSergio RosselliLuigi OrnanoMassimo Bramucci

subject

CupressaceaeFree RadicalsDPPHMonoterpeneJuniperus turbinata; biological activity; essential oil; imbricataloic acid; polar compoundsPhytochemicalsMolecular ConformationBioengineeringbiological activityAmentoflavonePhytochemical01 natural sciencesBiochemistryessential oilimbricataloic acidAntioxidantslaw.inventionchemistry.chemical_compoundStructure-Activity RelationshiplawCell Line TumorOils VolatileHumanspolar compoundMolecular BiologyEssential oilCell ProliferationbiologyChemotypeTraditional medicineDose-Response Relationship Drug010405 organic chemistryCupressaceaeGeneral ChemistryGeneral Medicinebiology.organism_classificationAntineoplastic Agents Phytogenic0104 chemical sciences010404 medicinal & biomolecular chemistrychemistryPhytochemicalItalyMolecular MedicineTroloxAntioxidantDrug Screening Assays AntitumorFree RadicalJuniperus turbinataHuman

description

A comprehensive phytochemical study of Juniperus turbinata (Cupressaceae) collected from La Maddalena Archipelago (Sardinia, Italy) is reported. Both the essential oil and the ethanolic extract obtained from the aerial parts were analyzed. The essential oil appears to belong to a new chemotype compared to other Mediterranean juniper accessions, as it was favored by geographic isolation of the isles. It showed a low content of monoterpene hydrocarbons and -terpineol, ent-manoyl oxide, 1,10-di-epi-cubenol as the major constituents. The ethanolic fraction contained mainly diterpenoids. Among these, 15-formyloxyimbricatolic acid (7) is a new natural product since it has hitherto been obtained only by synthetic route. The phenolic fraction contained biflavonoids: cupressuflavone (9), followed by minor amounts of amentoflavone (10) and hinokiflavone (11). The essential oil and six purified compounds (1 - 4, 8 and 9) were assessed for biological activities, namely antioxidant (assessed by DPPH, ABTS(+) and FRAP methods) and cytotoxic effects towards selected human tumor cell lines (MDA-MB 231, A375 and HCT116 cells). Compound 3 exhibited higher radical scavenging activity against ABTS(+) radical than the reference Trolox. Noteworthy, compound 8 showed powerful effects towards tumor cell lines, with IC50 values in the range of 0.060 - 0.201 m, which make it a promising anticancer drug candidate.

10.1002/cbdv.201800148https://pubmed.ncbi.nlm.nih.gov/29790302