A New Benzopyranyl Cadenane Sesquiterpene and Other Antiplasmodial and Cytotoxic Metabolites from Cleistochlamys kirkii
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
Julkaistu sarjassa
MoleculesTekijät
Päivämäärä
2019Tekijänoikeudet
© 2019 by the authors
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.
...
Julkaisija
MDPIISSN Hae Julkaisufoorumista
1420-3049Asiasanat
Julkaisu tutkimustietojärjestelmässä
https://converis.jyu.fi/converis/portal/detail/Publication/32496231
Metadata
Näytä kaikki kuvailutiedotKokoelmat
Lisätietoja rahoituksesta
The Swedish Research Council (Swedish Research Links, 2016-05857), the Australian Research Council (VMA, grant LP120200557) and the University of Jyväskylä are gratefully acknowledged for financial support. G.M. is especially thankful for SRC grant for supporting his research to Gothenburg University. S.S.N.is appreciative to the Swedish Institute for a postdoctoral research award (00045/2014).Lisenssi
Samankaltainen aineisto
Näytetään aineistoja, joilla on samankaltainen nimeke tai asiasanat.
-
Crystal Structures and Cytotoxicity of ent-Kaurane-Type Diterpenoids from Two Aspilia Species
Yaouba, Souaibou; Valkonen, Arto; Coghi, Paolo; Gao, Jiaying; Guantai, Eric M.; Derese, Solomon; Wong, Vincent K. W.; Erdélyi, Máté; Yenesew, Abiy (MDPI, 2018)A phytochemical investigation of the roots of Aspilia plurisetaled to the isolation of ent-kaurane-type diterpenoids and additional phytochemicals (1⁻23). The structures of the isolated compounds were elucidated based on ... -
Can foliar-applied nutrients improve caraway (Carum carvi L.) seed oil composition?
Lizarazo, Clara I.; Lampi, Anna-Maija; Mäkelä, Pirjo S. A. (Elsevier BV, 2021)Caraway seeds contain between 0.5–7% essential oil, rich in monoterpenes that have a characteristic aroma and chemical properties. Caraway oil has several bioactive compounds that are of industrial importance, particularly ... -
Crotofolane Diterpenoids and Other Constituents Isolated from Croton kilwae
Mahambo, Emanuel T.; Uwamariya, Colores; Miah, Masum; Clementino, Leandro da Costa; Alvarez, Luis Carlos Salazar; Di Santo Meztler, Gabriela Paula; Trybala, Edward; Said, Joanna; Wieske, Lianne H. E.; Ward, Jas S.; Rissanen, Kari; Munissi, Joan J. E.; Costa, Fabio T. M.; Sunnerhagen, Per; Bergström, Tomas; Nyandoro, Stephen S.; Erdelyi, Mate (American Chemical Society (ACS), 2023)Six new crotofolane diterpenoids (1–6) and 13 known compounds (7–19) were isolated from the MeOH–CH2Cl2 (1:1, v/v) extracts of the leaves and stem bark of Croton kilwae. The structures of the new compounds were elucidated ... -
Modified ent-Abietane Diterpenoids from the Leaves of Suregada zanzibariensis
Kalenga, Thobias M.; Mollel, Jackson T.; Said, Joanna; Orthaber, Andreas; Ward, Jas S.; Atilaw, Yoseph; Umereweneza, Daniel; Ndoile, Monica M.; Munissi, Joan J. E.; Rissanen, Kari; Trybala, Edward; Bergström, Tomas; Nyandoro, Stephen S.; Erdelyi, Mate (American Chemical Society (ACS), 2022)The leaf extract of Suregada zanzibariensis gave two new modified ent-abietane diterpenoids, zanzibariolides A (1) and B (2), and two known triterpenoids, simiarenol (3) and β-amyrin (4). The structures of the isolated ... -
Characterization of the interaction of the antifungal and cytotoxic cyclic glycolipopeptide hassallidin with sterol-containing lipid membranes
Humisto, Anu; Jokela, Jouni; Teigen, Knut; Wahlsten, Matti; Permi, Perttu; Sivonen, Kaarina; Herfindal, Lars (Elsevier BV, 2019)Hassallidins are cyclic glycolipopeptides produced by cyanobacteria and other prokaryotes. The hassallidin structure consists of a peptide ring of eight amino acids where a fatty acid chain, additional amino acids, and ...
Ellei toisin mainittu, julkisesti saatavilla olevia JYX-metatietoja (poislukien tiivistelmät) saa vapaasti uudelleenkäyttää CC0-lisenssillä.