Cytotoxic Plumbagin-5-O-α-l-Rhamnopyranoside from Plumbago indica

Abstract

The chemical investigation of Plumbago indica L., Plumbaginaceae, has led to isolation and identification of one new naphthoquinone glycoside identified as plumbagin-5-O-α-l-rhamnopyranoside and seven known compounds identified as plumbagin, stigmasterol, β-sitosterol, quercetin-3-O-α-l-rhamnopyranoside, quercetin-3-O-β-d-glucopyranoside, quercetin, and kaempferol. Their structures were determined by chemical and spectral analysis. Plumbagin-5-O-α-l-rhamnopyranoside was evaluated for its cytotoxic activities against various human cancer cell lines using the sulforhodamine B assay. The results showed that the new glycoside exhibited variable inhibitory activities for all tested cancer cell lines, especially against hepatocellular carcinoma (HepG-2) and breast cancer (MCF-7) cell lines with IC 50 values equal to 7.93 ± 0.15 μM and 9.03 ± 0.5 μM, respectively.

Phytochemical profiling and anti-fibrotic activities of Plumbago indica L. and Plumbago auriculata Lam. in thioacetamide-induced liver fibrosis in rats

“…LC–MS/MS analysis revealed the presence of numerous compounds that was tentatively identified for the first time in both plants such as genistein 8-C-glucoside, 3-hydroxy-3',4',5'-trimethoxyflavone, 6-ethoxy-3(4'-hydroxyphenyl)-4-methylcoumarin and luteolin. The findings of LC–MS/MS analyses also in parallel with previous reports that revealed the presence of plumbagin in both plants 6 .…”

“…Out of them , three species are commonly studied ( P. indica L . , P. auriculata Lam., and P. zeylanica L.) due to their ornamental and medicinal values 4 – 6 .…”

“…Various bioactive compounds were reported from the plant. These include ampelopsin-3',4',5',7-tetramethyl ether, ayanin and azaleatin, plumbaginol, plumbagin, 6-hydroxyplumbagin roseanone, droserone, zeylanone and elliptinone, myricetin-3,3',5',7-tetra methyl ether, roseanoic acid and plumbagic acid 5 , 6 , 8 .…”

Novel Flavonol Derivatives Containing 1,3,4-Thiadiazole as Potential Antifungal Agents: Design, Synthesis, and Biological Evaluation

“…Flavonols, 3-hydroxyl flavones, are a unique flavonoid mainly found in dicotyledonous plants, especially in the flowers and leaves of some woody plants, such as the ginkgo biloba, sea buckthorn, and sophora flowers. , Flavonoids, as important products of plant secondary metabolism, have various excellent physiological activities, extensive sources, minimal side effects, and exceptional safety . Moreover, flavonols and their derivatives have good antiviral, , antibacterial, , insecticidal, , antioxidant, anticancer, , and other biological activities, and are widely used in the fields of pesticides and pharmaceuticals.…”

Antiviral Activity of Zinc Oxide Nanoparticles Mediated by Plumbago indica L. Extract Against Herpes Simplex Virus Type 1 (HSV-1)

“…16 P. indica contains various types of constituent, such as apigenin, kaempferol, luteolin, plumbaginol, myricetin tetra methyl ether, ampelopsin tetramethylether, Plumbagin-5- O -α-L-Rhamnopyranoside, campesterol, β-sitosterol and stigmasterol. 17 , 18 Among numerous Plumbago species, P. indica contains a high amount of plumbagin. 19 Numerous pharmacological activities for plumbagin were reported, such as antioxidant, 20 antimicrobial, 21 and anticancer 22 activities.…”