Cytotoxic and Antimalarial Alkaloids from the Bulbs of Crinum amabile

Abstract

From the bulbs of Crinum amabile (Amaryllidaceae), a new alkaloid (-)-amabiline [1], together with the known alkaloids (-)-lycorine [2], (-)-buphanisine [3], (-)-augustine [4], and (+)-crinamine [5], were isolated. The structural characterization of 1 and the revised 1H- and 13C-nmr assignments of 2 are discussed. Alkaloids 2, 4, and 5 were found to be the principal cytotoxic and antimalarial constituents.

Revised NMR data for Incartine: an Alkaloid from Galanthus elwesii

“…Alkaloids with the lycorine type skeleton possess significant antiviral and cytotoxic activities. Compound 3 is the most studied alkaloid of this group as it possesses one of the strongest inhibitory properties such as antiviral and cytotoxic among others [6,9,10]. However, incartine showed no remarkable activity against human immunodeficiency virus (HIV) in a human cell culture system or was cytotoxic at the concentrations tested (CC 50 42.9 μM/mL).…”

Alkaloids from Eucharis amazonica (Amaryllidaceae).

“…Fraction II by PTLC using n-hexane-AcOEt (70 : 30) saturated with NH 3 atmosphere, yielded 3-epimacronine (24 mg) and haemanthamine (16 mg). Fraction III subjected to PTLC, eluting with n-hexane-AcOEt 7) Lycorine, 9) ismine, 10) trisphaeridine, 10) tazettine, 11) 3-epimacronine, 3) galanthamine, 3) 3-O-methylgalanthamine, 12) haemanthamine, 3) vittatine, 13) and 8-O-demethylmaritidine, 3) were identified by comparing their chromatographic and spectroscopic properties (TLC, [a] D , circular dichroism (CD), IR, MS, 1 H-and 13 C-NMR) with those of authentic samples obtained from other plant sources.…”

Ethnobotanical, phytochemical and pharmacological properties of <i>Crinum bulbispermum</i> (Burm f) Milne-Redh and Schweick (Amaryllidaceae)

“…The most promising extract was the ethyl acetate bulb extract of C. bulbispermum with an IC 50 value of 0.08 µg/mL and a security index of 2203.13. Likhitwitaywuid et al [52] reported an IC 50 value of 0.3 μg/mL for lycorine 1 isolated from C. amabile against the chloroquine-resistant strain (W-2).…”

“…Other researchers like Campbell et al [56] evaluated cytotoxicity activities of alkaloids associated with C. bulbispermum reporting IC 50 values of 0.6 and 0.7 μg/mL for lycorine 1 against the strains D-10 and FAC8, respectively. Likhitwitaywuid et al [52] reported IC 50 values for ranging from 0.3 to 1.6 μg/mL against a series of human cancer cells. The anti-cancer activity of lycorine 1 was also reported by Li et al [57] as an effect due to the apoptosis inducing effect of lycorine 1 and it has been found to inhibit protein synthesis.…”