Identification and characterization of potential bioactive compounds from the leaves of Leucosidea sericea

Pendota, S.C.; Aremu, Adeyemi O.; Slavětínská, Lenka Poštová; Rárová, Lucie; Grúz, Jiří; Doležal, Karel; Staden, J. Van

doi:10.1016/j.jep.2018.03.035

Cited by 22 publications

(32 citation statements)

References 32 publications

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“…Leucosidea sericea was previously identified as a plant with good activity against P. acnes at 15.62 µg mL −1 and the isolated active compound α-kosin with an MIC value of 1.95 µg mL −1 (Sharma et al, 2014). Additionally 3,5,7,3 ,4 -pentahydroxyflavone was recently isolated from the methanol leaf extract of L. sericea with significant broad-spectrum antibacterial activity at 1.95-125 µg mL −1 (Pendota et al, 2018). This study investigated the effect of seasonal changes on the anti-acne activity of the leaf extracts using untargeted NMR-based metabolomics and subsequent LC-MS analysis.…”

Section: Discussionmentioning

confidence: 99%

“…Fragmentation spectra were also submitted to the NIST mass spectral library (Stein, 2014, Version 2.2 build Jun 2014 as well as the mass spectral libraries developed on the Synapt G1 system for identification of the compounds (Figure 6). The list of compounds includes compounds that were previously identified from the plant such as α-kosin (15) (Sharma et al, 2014), 3,5,7,3 ,4 -pentahydroxyflavone, tiliroside (10), 1-hydroxy-2-oxopomolic acid, 5,7-dihydroxychromone (Pendota et al, 2018), aspidinol (12), and desaspidinol (Bosman et al, 2004). Compounds not previously identified from L. sericea includes-(4-ethoxyphenyl)-5,6,7,8-tetramethoxy-4H-1-benzopyran-4-one (9), tangeritin (3), rutin, quercetin glucoside and kaempferol glucosides (8) (Figure 7).…”

Section: Discussionmentioning

confidence: 99%

“…Compounds not previously identified from L. sericea includes-(4-ethoxyphenyl)-5,6,7,8-tetramethoxy-4H-1-benzopyran-4-one (9), tangeritin (3), rutin, quercetin glucoside and kaempferol glucosides (8) (Figure 7). Phloroglucinol derivatives aspidinol and aspidin BB have also shown antibacterial (Pendota et al, 2018) as well as potent anti-acne activity (Gao et al, 2016).…”

Section: Discussionmentioning

confidence: 99%

“…Information on the compound 2-(4-ethoxyphenyl)-5,6,7,8tetramethoxy-4H-1-benzopyran-4-one (both on structure elucidation and biological activity) is very limited and therefore information on the possible biological activity of the compound was derived from similar polymethoxylated flavones found in citrus, supported by the isolation of 3,5,7,3 ,4pentahydroxyflavone from L. sericea (Pendota et al, 2018).…”

Section: Discussionmentioning

confidence: 99%

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1H-NMR Metabolomics and LC-MS Analysis to Determine Seasonal Variation in a Cosmeceutical Plant Leucosidea sericea

2020

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Leucosidea sericea is an evergreen shrub belonging to the Rosaceae family with previous studies that indicated that L. sericea extracts exhibited strong anti-bacterial properties against Propionibacterium acnes, showing potential as a cosmeceutical. The plant is traditionally used as a vermifuge, as an astringent and to treat conjunctivitis. Commercial production is, however, not possible as no information is available on cultivation and the effect of external environmental factors such as seasonal variation on the medicinal properties of the plant. Seasonal variation was investigated and it was found that significant differences were observed between the anti-acne (P. acnes) activity of plant material collected in different seasons. The best activity was found in winter with a mean minimum inhibitory concentration (MIC) of 5.20 µg mL −1 compared to spring at 26.04 µg mL −1. A 1 H NMR-based untargeted metabolomic analysis was used to determine the differences in the chemical profiles of plant samples collected in different seasons. Principal component analysis (PCA) showed clear separation of the seasons and a supervised orthogonal partial least square discriminant analysis (OPLS-DA) was used to determine the compounds that differentiated the spring from the winter samples. The contribution plot indicated a strong positive association with the NMR regions from δ 1.2-1.6, 3.3-4.1, and 6.8-8.0 ppm indicative of a compound with an aromatic ring. Different LC-MS analyses were used in conjunction with a compound database, MAGMa and CSIFingerID, which led to the identification of the compound 2-(4-ethoxyphenyl)-5,6,7,8-tetramethoxy-4H-1-benzopyran-4-one and also confirmed the presence of tangeritin, rutin, quercetin glucoside, and kaempferol glucosides as well as several other compounds previously identified from the plant. This compound similar in structure to the anti-microbial flavonoid tangeritin, was only present in the winter samples. It is therefore recommended that seasonal variation be closely monitored during cultivation and commercial harvesting, and that winter is the preferred harvesting season to obtain the best anti-acne activity.

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Section: Discussionmentioning

confidence: 99%

Section: Discussionmentioning

confidence: 99%

Section: Discussionmentioning

confidence: 99%

Section: Discussionmentioning

confidence: 99%

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1H-NMR Metabolomics and LC-MS Analysis to Determine Seasonal Variation in a Cosmeceutical Plant Leucosidea sericea

2020

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“…Family Rosaceae consists of approximately 300 species out of which only nine are native to Southern African countries like Zimbabwe, Lesotho and South Africa. It is a very popular plant among the South Africans with names like 'Ouhout' by the Afrikaans and 'umTshitshi' according to the Zulu people [65]. Traditionally, it is used as protection against charm, vermifuge, astringent, for expelling parasitic worms and as a treatment for ophthalmia [66,67].…”

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confidence: 99%

Green Synthesis of Gold Nanoparticles Capped with Procyanidins from Leucosidea sericea as Potential Antidiabetic and Antioxidant Agents

et al. 2020

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In this study, procyanidins fractions of dimers and trimers (F1-F2) from the Leucosidea sericea total extract (LSTE) were investigated for their chemical constituents. The total extract and the procyanidins were employed in the synthesis of gold nanoparticles (Au NPs) and fully characterized. Au NPs of 6, 24 and 21 nm were obtained using LSTE, F1 and F2 respectively. Zeta potential and in vitro stability studies confirmed the stability of the particles. The enzymatic activity of LSTE, F1, F2 and their corresponding Au NPs showed strong inhibitory alpha-amylase activity where F1 Au NPs demonstrated the highest with IC 50 of 1.88 µg/mL. On the other hand, F2 Au NPs displayed the strongest alpha-glucosidase activity at 4.5 µg/mL. F2 and F2 Au NPs also demonstrated the highest antioxidant activity, 1834.0 ± 4.7 µM AAE/g and 1521.9 ± 3.0 µM TE/g respectively. The study revealed not only the ability of procyanidins dimers (F1 and F2) in forming biostable and bioactive Au NPs but also, a significant enhancement of the natural products activities, which could improve the smart delivery in future biomedical applications.Biomolecules 2020, 10, 452 2 of 24 applying nanoparticles through the green route is their biocompatibility [5]. Many green synthesized nanoparticles have demonstrated interesting biological activities [5,10] including antimicrobial and antidiabetic properties.Diabetes mellitus has undoubtedly become a serious health challenge. More worrisome is type II diabetes mellitus (T2DM), which accounts for 90% of diabetes mellitus. It occurs as a result of the inefficient processing of insulin [11]. As of 2017, the population of adults between the ages of 20 and 79 that suffered from diabetes was 425 million [12]. This is equivalent to 9.9% of the world's population [12]. By estimation, this disease would have drastically increased by 48% in 28 years if not properly managed [13]. Although drugs like miglitol, vigliobose as well as acarbose are available in the market, they are costly and their continuous use is associated with side effects like diarrhea, dropsy, heart failure, damage to the liver, weight gain, abdominal pain, hyperglycemia, and flatulence, necessitating the need for more potent and newer remedies [14][15][16].It is well established that bioactive compounds in various plants possess significant effects in delaying and management of T2DM [17]. Extracts from different plants have been reported as alpha-glucosidase and alpha-amylase inhibitors [18][19][20][21][22][23][24][25][26][27]. Additionally, biologically synthesized Au NPs using plant extracts showed interesting antidiabetic activity. The extracts of Chamalcostus cuspidatus [28], Gymnema sylvestre [29], Cassia fistula stem bark [30], Hericium erinaceus [31], Turbinaria conoides [32], Sambucus nigra [33] and Sargassum swartzi [34] displayed antidiabetic activities in various investigations. Silver/gold NPs of Ocimum basilicum [35] and cinnamon extract [36] also lowers glucose levels. The use of single molecules as reducing/stabilizing agents for ...

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Antifungal Compounds from the Leaves of Rhynchosia minima

Adewole

Famuyide

McGaw

et al. 2022

Chemistry & Biodiversity

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Rhynchosia minima, commonly known as jumby bean, is used as a remedy for respiratory ailments in various parts of the world. It is also used by South African traditional healers to treat heart or chest pain. This study aimed to investigate the bioactive constituents of the leaf extracts of R. minima against selected fungal isolates that have been identified as risk factors in respiratory illness. Rhynchosia minima leaves were extracted sequentially using hexane, dichloromethane, ethyl acetate and methanol in increasing order of polarity. The extracts were subjected to repeated chromatographic techniques, for phytochemical isolation. The extracts and isolated compounds were screened against Candida albicans and Cryptococcus neoformans by determining the minimum concentration that inhibited fungal growth. Six flavonoids, one norisoprenoid and one cyclitol were isolated and characterized by 1D and 2D NMR and HR‐ESI‐MS. The extracts obtained in the study had moderate to weak antifungal activities, with MICs ranging from 312.5 to 1250.0 μg/mL against both fungi. Four isolated compounds were also screened, with two of them exhibiting activity against C. albicans (MIC=6.25 μg/mL) that was comparable to amphotericin B, the positive control. These two compounds also had better antifungal potential against C. neoformans with an MIC=6.25 μg/mL, compared to the MIC of 12.5 μg/mL of amphotericin B. Seven of the eight isolated compounds were obtained from the extracts of Rhynchosia minima for the first time. Two of the isolated compounds demonstrated activity comparable or superior to amphotericin B activity. The notable potency displayed by these compounds warrants further investigation on their development as antifungal agents.

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Identification and characterization of potential bioactive compounds from the leaves of Leucosidea sericea

Cited by 22 publications

References 32 publications

1H-NMR Metabolomics and LC-MS Analysis to Determine Seasonal Variation in a Cosmeceutical Plant Leucosidea sericea

1H-NMR Metabolomics and LC-MS Analysis to Determine Seasonal Variation in a Cosmeceutical Plant Leucosidea sericea

Green Synthesis of Gold Nanoparticles Capped with Procyanidins from Leucosidea sericea as Potential Antidiabetic and Antioxidant Agents

Antifungal Compounds from the Leaves of Rhynchosia minima

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