Secoiridoids and Iridoids from Morinda asteroscepa

• Published in: Journal of natural products (Washington, D.C.) Vol. 83; no. 9; pp. 2641 - 2646
• Main Authors: Zandi, Linda, Makungu, Marco, Munissi, Joan J. E, Duffy, Sandra, Puttreddy, Rakesh, von der Heiden, Daniel, Rissanen, Kari, Avery, Vicky M, Nyandoro, Stephen S, Erdélyi, Máté
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society and American Society of Pharmacognosy 25.09.2020; Amer Chemical Soc
• Subjects: Chemistry, Medicinal; Life Sciences & Biomedicine; Organic Chemistry; Organisk kemi; Pharmacology & Pharmacy; Plant Sciences; Science & Technology; ANTHRAQUINONES; LEAVES; GLUCOSIDES; ROOTS; FLAVONOIDS; DERIVATIVES; CONSTITUENTS
• ISSN: 0163-3864; 1520-6025; 1520-6025
• DOI: 10.1021/acs.jnatprod.0c00447

The new 2,3-secoiridoids morisecoiridoic acids A (1) and B (2), the new iridoid 8-acetoxyepishanzilactone (3), and four additional known iridoids (4–7) were isolated from the leaf and stem bark methanol extracts of Morinda asteroscepa using chromatographic methods. The structure of shanzilactone (4) was revised. The purified metabolites were identified using NMR spectroscopic and mass spectrometric techniques, with the absolute configuration of 1 having been established by single-crystal X-ray diffraction analysis. The crude leaf extract (10 μg/mL) and compounds 1–3 and 5 (10 μM) showed mild antiplasmodial activities against the chloroquine-sensitive malaria parasite Plasmodium falciparum (3D7).