A New Indole Alkaloid from Cleome droserifolia

Abstract

The phytochemical investigations on Cleome droserifolia resulted in the isolation and characterization of a new indole alkaloid, 5‐hydroxy‐2‐methoxy‐1‐methyl‐1H‐indole‐3‐carbaldehyde (1). The structure elucidation was carried out on the basis of 1D‐ and 2D‐NMR techniques. In addition to 1, two known aromatic derivatives, veratrol (2) and 2‐methoxy‐4‐methylacetophenone (3), were also obtained. All these compounds were purified by repeated column chromatography of the CH2Cl2 fraction obtained from MeOH extract of Cleome droserifolia. The structure of the new compound 1 was finally confirmed by the combined 1D (1H‐ and 13C‐) and 2D (HC correlations; HMBC and HSQC) NMR and IR spectroscopy, mass spectrometry (MS), and UV absorption spectroscopy techniques. The comparison of the physical and spectroscopic data with those in the literature provided evidence for the structure confirmation of known compounds. All the purified compounds were subjected to urease and α‐glucosidase enzymes inhibition. The results showed that compound 1 was more potent with an IC50 value 11.97±2.067 μg/ml towards urease inhibition, while the activity of α‐glucosidase enzyme was marginal.

Wild Egyptian medicinal plants show in vitro and in vivo cytotoxicity and antimalarial activities

“…Regarding its medicinal uses, it has an immediate effect on abdominal and rheumatic pain, is anti-inflammatory, and is also effective for improving wound healing and treating snake bites and scorpion stings [43][44][45][46]. These effects are attributed to the rubefacient, antimicrobial, analgesic, antipyretic, antioxidant, and anti-inflammatory activities of its components [45][46][47][48][49], which include flavonoids, glycosides, carbohydrates, buchariol, teucladiol, daucosterol, cardenolides, saponins, sterols, tannins, catechins, triterpenes and sesquiterpenes as well as a newly described alkaloid found in its aerial parts [50][51][52][53]. C. droserifolia was previously reported to have an antibacterial effect [54], but little is known about its antiprotozoal efficacy.…”

Making natural products from renewable feedstocks: back to the roots?

“…145 Three of ve overall steps can be performed in a one-pot procedure and no chromatographic purication was required, which is in accordance with "green" principles of pollution prevention. 24 Starting materials veratrole (29) and diacetyl (30) can be obtained from biomass 146,147 and were subjected to an acid catalyzed reaction furnishing phenanthrene derivative 31, which was brominated under free radical conditions. Reaction with a-amino nitrile 33 afforded spirocyclic compound 34, which underwent a Stevens rearrangement to furnish natural (AE)-tylophorine ((AE)-36) aer reduction with NaCNBH 3 .…”

Molecular identification and in vitro propagation of the endangered medicinal Cleome droserifolia plant of Saint Katherine

“…Various studies on Cleome droserifolia highlight the presence of phytochemicals like tannins, alkaloids, coumarins, amino acids, and terpenoids [3,[14][15][16][17]. The plant extract has bioactive compounds including terpenoids, flavonoids, glycosides, carbohydrates, sterols, and sesquiterpenes like daucosterol, teucladiol, and buchariol, contributing to its anticancer and antibacterial effects [16,[18][19][20]. It has anti-hyperglycemic properties, making it used by herbalists and Bedouins in Sinai for diabetes treatment [21].…”