Abstract
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).
Highlights
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
Previous reports of phytochemical investigations of Morinda species have revealed the genus to accumulate iridoids, glycosides, flavonoids, and anthraquinones, some of which are known for antidiabetic,3 antioxidant,4,5 antimicrobial,6−8 antiviral,7 antitumor,6,9−11 antiinflammatory,6,12 immune-enhancing,6 antiosteoporotic,13 antimalarial,14 antihistamine, antihelmintic, and analgesic6 activities
Owing to the previously reported bioactive secondary metabolites of the genus and the medicinal uses of its species, it was included in our ongoing phytochemical investigation of rare and endemic Tanzanian medicinal plants.18−23 we report the isolation, identification, and determination of the antiplasmodial activities of the new 2,3-secoiridoids 1 and 2, the new iridoid 3, and four additional known iridoids, 4−7
Summary
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 new natural product 1, along with two additional new compounds, 2 and 3, were isolated from the CH3OH extract of the leaves.
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