Isolation of Betulinic Acid and 2,3-Dihydroxyolean-12-en-28-oic Acid from the Leaves of Callistemon linearis

Haque, Ayesha; Siddiqi, M Mahboob Ali; Rahman, Arifur; Hasan, Choudhury Mahmood; Chowdhury, AM Sarwaruddin

doi:10.3329/dujs.v61i2.17073

Cited by 12 publications

(10 citation statements)

References 2 publications

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“…The spectrum also displayed a multiplet at δ 3.25 which could be ascribed to the oxygenated proton of C-3 (H-3). On the basis of the spectral data, compound 3b was characterized as betulinic acid (Figure 1) which was further confirmed by comparing its 1 H NMR data with the published report (Haque et al, 2013).…”

Section: Resultssupporting

confidence: 75%

Phytochemical Investigation of Schleichera oleosa (Lour.) Oken Leaf

et al. 2021

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Schleichera oleosa (Lour.) Oken. is a medicinal plant of Bangladesh with enormous traditional applications in folk medicine. The current study was designed to isolate the secondary metabolites by successive chromatographic separation of n-hexane and dichloromethane soluble fractions of a methanol extract of leaves of S. oleosa. A total of four compounds were separated and identified as 5,7-dihydroxy-4'-methoxyflavone, stigmasterol, lupeol and betulinic acid. The structures of the isolated compounds were elucidated by analysis of their 1H NMR data and comparison with published values. Bangladesh Pharmaceutical Journal 24(1): 33-36, 2021

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Section: Resultssupporting

confidence: 75%

Phytochemical Investigation of Schleichera oleosa (Lour.) Oken Leaf

et al. 2021

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“…From bioassay-guided fractionation based on anti-HIV-1 IN activity using the MIA method, the bioactive water and chloroform fractions were purified by chromatographic techniques to afford five known pentacyclic triterpenoid compounds (Figure 1). They were identified as three lupane-type compounds: betulinic acid, 1 [16, 17]; betulin, 2 [18]; and lupeol, 3 [19], along with one oleanane-type compound, oleanolic acid, 4 [17], and one ursane-type compound, ursolic acid, 5 [20].…”

Section: Resultsmentioning

confidence: 99%

Evaluation of Anti-HIV-1 Integrase and Anti-Inflammatory Activities of Compounds from Betula alnoides Buch-Ham

Chaniad

Sudsai

Septama

et al. 2019

Advances in Pharmacological Sciences

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Betula alnoides is a medicinal plant in Thai traditional longevity preparations. The crude extracts of this plant possess various biological activities. However, the isolated compounds from this plant have no reports of anti-HIV-1 integrase (IN) activity. Therefore, the present study aims to investigate the anti-HIV-1 integrase and anti-inflammatory effects of isolated compounds from this plant and predict the interaction of compounds with integrase active sites. From the bioassay-guided fractionation of the ethanol extract of B. alnoides stems using chromatographic techniques, five pentacyclic triterpenoid compounds were obtained. They are betulinic acid (1), betulin (2), lupeol (3), oleanolic acid (4), and ursolic acid (5). Compound 2 exhibited the most potent inhibitory activity against HIV-1 IN, with an IC50 value of 17.7 μM. Potential interactions of compounds with IN active sites were investigated using computational docking. The results indicated that active compounds interacted with Asp64, a residue participating in 3′-processing, and Thr66, His67, and Lys159, residues participating in strand-transfer reactions of the integration process. Regarding anti-inflammatory activity, all compounds exerted significant inhibitory effects on LPS-induced nitric oxide production (IC50 < 68.7 μM). Thus, this research provides additional scientific support for the use of B. alnoides in traditional medicine for the treatment of HIV patients.

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“…Furthermore, a pair of oxymethylene doublets at δ H 3.70 and 3.19 ppm, instead of a seventh methyl singlet around δ H 0.8 ppm indicated the presence of a secondary hydroxyl proton in the molecule. The rest of the protons were overlapping aliphatic CH, CH 2 , and CH 3 groups [12].…”

Section: Characterisationmentioning

confidence: 97%

Isolation, Characterization and Antimicrobial Screening of Betulinic Acid from the Stem Extract of Fadogia erythrophloea

Joshua¹,

Oyewale²,

Ibrahim³

2020

JCSN

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The stem bark of Fadogia erythrophloea (Rubiaceae) was extracted exhaustively using methanol by cold maceration. The crude extract was then sequentially partitioned into n-hexane, chloroform and ethyl acetate fractions. Purification of the chloroform fraction by column and preparative thin layer chromatography lead to the isolation of the pure compound. Structural elucidation using FTIR, 1H and C NMR spectroscopic techniques confirmed that the isolated compound was betulinic acid (a lupane-type triterpene). The antimicrobial property of the compound against gram-positive and gram-negative microbes was evaluated using well diffusion method with commercial antibiotics; ciprofloxacin and fluconazole, as controls. The antimicrobial screening revealed sensitivity of S. aureus, S. faecalis, B. cereus, E. coli, K. pneumonia, S. typhi, S. dysenteriae, C. albicans, C. Krusei; with resistance of S. pyogenes, B. subtilis, C. ulceran, P. aeruginosa to the isolated compound. The zone of inhibition ranges from 25 – 30 mm with the highest against Escherichia coli and the lowest against Klebsiella pneumonia on which both control drugs were not sensitive. The MIC and MBC / MFC values ranges from 6.25 – 25 µg/ml and 25 – 50 µg/ml respectively. The in vitro anti-microbial screening of the isolated compound (betulinic acid) supports the ethno medicinal claim on the uses of Fadogia erythrophloea for the treatment of malaria, childhood fever, dysentery diarrhea, colic and constipation.

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Isolation of Betulinic Acid and 2,3-Dihydroxyolean-12-en-28-oic Acid from the Leaves of Callistemon linearis

Abstract: not available DOI: http://dx.doi.org/10.3329/dujs.v61i2.17073 Dhaka Univ. J. Sci. 61(2): 211-212, 2013 (July)

Cited by 12 publications

References 2 publications

Phytochemical Investigation of Schleichera oleosa (Lour.) Oken Leaf

Phytochemical Investigation of Schleichera oleosa (Lour.) Oken Leaf

Evaluation of Anti-HIV-1 Integrase and Anti-Inflammatory Activities of Compounds from Betula alnoides Buch-Ham

Isolation, Characterization and Antimicrobial Screening of Betulinic Acid from the Stem Extract of Fadogia erythrophloea

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