A1 Alkuperäisartikkeli tieteellisessä aikakauslehdessä
A New Benzopyranyl Cadenane Sesquiterpene and Other Antiplasmodial and Cytotoxic Metabolites from Cleistochlamys kirkii (2019)

Nyandoro, S. S., Maeda, G., Munissi, J. J., Gruhonjic, A., Fitzpatrick, P. A., Lindblad, S., Duffy, S., Pelletier, J., Pan, F., Puttreddy, R., Avery, V. M., & Erdélyi, M. (2019). A New Benzopyranyl Cadenane Sesquiterpene and Other Antiplasmodial and Cytotoxic Metabolites from Cleistochlamys kirkii. Molecules, 24(15), Article 2746. https://doi.org/10.3390/molecules24152746

JYU-tekijät tai -toimittajat

Julkaisun tiedot

Julkaisun kaikki tekijät tai toimittajat: Nyandoro, Stephen S.; Maeda, Gasper; Munissi, Joan J.E.; Gruhonjic, Amra; Fitzpatrick, Paul A.; Lindblad, Sofia; Duffy, Sandra; Pelletier, Jerry; Pan, Fangfang; Puttreddy, Rakesh; et al.

Lehti tai sarja: Molecules

eISSN: 1420-3049

Julkaisuvuosi: 2019

Volyymi: 24

Lehden numero: 15

Artikkelinumero: 2746

Kustantaja: MDPI

Julkaisumaa: Sveitsi

Julkaisun kieli: englanti

DOI: https://doi.org/10.3390/molecules24152746

Julkaisun avoin saatavuus: Avoimesti saatavilla

Julkaisukanavan avoin saatavuus: Kokonaan avoin julkaisukanava

Julkaisu on rinnakkaistallennettu (JYX): https://jyx.jyu.fi/handle/123456789/65307

Tiivistelmä

Phytochemical investigations of ethanol root bark and stem bark extracts of Cleistochlamys kirkii (Benth.) Oliv. (Annonaceae) yielded a new benzopyranyl cadinane-type sesquiterpene (cleistonol, 1) alongside 12 known compounds (2–13). The structures of the isolated compounds were established from NMR spectroscopic and mass spectrometric analyses. Structures of compounds 5 and 10 were further confirmed by single crystal X-ray crystallographic analyses, which also established their absolute stereochemical configuration. The ethanolic crude extract of C. kirkii root bark gave 72% inhibition against the chloroquine-sensitive 3D7-strain malaria parasite Plasmodium falciparum at 0.01 μg/mL. The isolated metabolites dichamanetin, (E)-acetylmelodorinol, and cleistenolide showed IC50 = 9.3, 7.6 and 15.2 μM, respectively, against P. falciparum 3D7. Both the crude extract and the isolated compounds exhibited cytotoxicity against the triple-negative, aggressive breast cancer cell line, MDA-MB-231, with IC50 = 42.0 μg/mL (crude extract) and 9.6–30.7 μM (isolated compounds). Our findings demonstrate the potential applicability of C. kirkii as a source of antimalarial and anticancer agents.

YSO-asiasanat: luonnonaineet; terpeenit; lääkekemia; malaria; syöpähoidot

Vapaat asiasanat: Cleistochlamys kirkii; Annonaceae; benzopyranyl sesquiterpene; cleistonol; antiplasmodial activity; malaria; cytotoxicity

Liittyvät organisaatiot

OKM-raportointi: Kyllä

Raportointivuosi: 2019

JUFO-taso: 1