Two New Dolabrane Diterpenes from the Chinese Mangrove <i>Ceriops tagal</i>

Ni, Shu-Jun; Li, Jun; Li, Minyi

doi:10.1002/cbdv.201700563

Cited by 13 publications

(9 citation statements)

References 23 publications

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“…Table 1 1 H NMR (600 MHz) and 13 C NMR (125 MHz) data for compounds 1～4 The 2D structure of compound 1 was thus constructed as shown with a dolabrane framework, which is similar to that of ent-5α,2,15-dioxodolabr-3-ene-3,16-di-ol. [8,14] Figure 1 Key 2D NMR correlations of compound 1…”

Section: Resultsmentioning

confidence: 99%

“…[7] Terpenoids, widely distributed in nature and exhibiting various biological activities, are important sources of lead compounds in drug discovery. In the continuation of our ongoing project for the discovery of novel diterpenoids from medicinal plants, [8][9][10][11][12][13] an initial chemical study on the twigs and leaves of M. casearifolia was carried out for the first time, which afforded four new diterpenoids, casearoids A～D (1～4), representing four different types.…”

Section: Introductionmentioning

confidence: 99%

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Diverse Diterpenoids from Microdesmis casearifolia

Han¹,

Ren²,

Fan³

et al. 2020

Chin. J. Org. Chem.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Diverse Diterpenoids from Microdesmis casearifolia

Han¹,

Ren²,

Fan³

et al. 2020

Chin. J. Org. Chem.

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“…[9] Diterpenoids and triterpenoids are the major chemical constituents of this plant. [5][6][7] The isolated compounds and extracts from C. tagal possessed diverse biological activities, such as, cytotoxic, [5][6][7]15,[17][18][19][20][21] antitumor, [22][23][24][25] antidiabetic, [5,7,8,28] antifungal, [14,29] antibacterial, [6,7,29,30] antioxidant, [15,[31][32][33][34] and antiviral [35,36] effects. Antifeedant and antifouling activities of the extracts and pure compounds of the plant have also been determined.…”

Section: Introductionmentioning

confidence: 99%

Bioassay Directed Fractionation of Petroleum Ether Extract of Aerial Parts of Ceriops tagal: Isolation of Lupeol as the Nematicidal Agent against Cyst Nematode Heterodera zeae

Ahmad

Faizi

Siddiqui

et al. 2022

Chemistry & Biodiversity

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Plant parasitic cyst nematode Heterodera zeae is a pest, causing substantial economic losses in agriculture. Organic pesticides, based on plant products have emerged as eco-benign nematicidal agents. Ceriops tagal is a well-known marine medicinal plant which has not been evaluated against any nematode. Petroleum ether extract of the aerial parts of the plant (CTP), exhibited promising activity against infective stage larvae of H. zeae. On subjecting to classical solvent-solvent separation, it afforded petroleum ether soluble (CTP-S), methanol soluble (CTPMS-1, CTPMS-2) and insoluble (CTPM-IN-2) fractions, which exhibited activity against the cyst nematode within 24 h exposure. GC, GC/MS and HR-ESI-MS analyses of CTPMS-1 and CTPMS-2 fractions resulted in the identification of a number of compounds, including pentacyclic triterpenoids, lupeol (1), betunal (2), betulin (3), lupenone (4), betulonaldehyde (5), betulonic acid (7), methyl 3-acetoxy-27-O-(3,4-dihydroxy-Ecinnamoyl)-20(29)-lupen-28-oate (8) and β-amyrin, along with phenylpropanoid esters, fatty acids and their derivatives, benzamide, and indole derivatives. CTPM-IN-2 which mainly contained lupeol (1) exhibited maximum nematicidal activity, with 91 % and 93 % mortality of the larvae of H. zeae, after exposure for 72 h at the concentration of 0.5 % and 1 %, respectively. Its fractionation and purification through column chromatography resulted in the isolation and identification of four lupane-type triterpenoids 1, 3, 4 and betulinic acid (6). One of its most abundant column fractions CC-9-18 (145 mg) which exhibited substantial activity, with 81 % mortality at the lowest concentration of 0.125 % after 48 h of incubation mainly contained lupeol. It seems lupeol, a wide spread bio-privileged triterpenoid is the nematicidal principle of the plant as its authentic sample showed LC 50 value of 0.061 after 72 h exposure. It is for the first time that nematicidal activity is reported for any part of C. tagal and that of lupeol against H. zeae. Pentacyclic triterpenoids 1-8 are biosynthetically related. Of the twenty-four compounds isolated or identified in the present investigation only five constituents 1, 3, 6, 7 and palmitic acid have been isolated previously from C. tagal.

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“…Therefore, in this study, efforts were made to identify the capability of Ceriops tagal (C. tagal), a salt-tolerant mangrove tree, for its antioxidant and anticorrosion properties. C. tagal belongs to the family of Rhizophoraceae and is predominant in tropical or subtropical areas [16]; α-amyrin, lupeol, triterpenoids, tannins, triterpenes, phenylproponoids, dolabranes, and several other constituents isolated from C. decandra and C. tagal are widely accepted as antifungal, antitumor, anti-larval, antimalarial, antifeedant, antidiabetic, anti-hemorrhage, antifouling, and antifeedant compounds [17][18][19]. In 2018, various new components, such as shown in Figure 1 (tagalphenylpropanoidins A, tagalphenylpropanoidins B, and 2,3,6-trimethoxy-5-(1-propenyl) phenol), from stems and twigs of C. tagal were identified [20].…”

Section: Introductionmentioning

confidence: 99%

Evaluation of Antioxidant and Anticorrosive Activities of Ceriops tagal Plant Extract

Shamsuzzaman

Kalaiselvi²,

Prabakaran

2021

Applied Sciences

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Mangroves are plants known for their various medicinal and economical values, and therefore are widely investigated for their phytochemical, antioxidant, antidiarrheal, and antimicrobial activities. In the present study, we analyze the antioxidant and anticorrosive properties of Ceriops tagal (C. tagal), a tropical and subtropical mangrove plant of the Rhizophoraceae family. The total phenolic content (TPC) and total flavonoid content (TFC) were found to be 101.52 and 35.71 mg/g, respectively. The extract (100 µg/mL) exhibited 83.88, 85, and 87% antioxidant property against 1,1-diphenyl-2-picrylhydrazyl (DPPH), nitric oxide, and hydrogen peroxide free radicals. In addition, 600 ppm of C. tagal extract showed 95% corrosion inhibition against 1 M HCl attack on mild steel at 303 ± 1 K, which declined over other concentrations and temperatures, where AAS produced 82% inhibition at 600 ppm. UV-visible spectroscopy analysis revealed the formation of an inhibitor metal complex. The elemental analysis provided the presence of 84.21, 9.01, and 6.37% of Fe, O, and C, respectively, in inhibited mild steel, whereas the same were 71.54, 22.1, and 4.34%, respectively, in uninhibited specimen, stressing the presence of protective film on the metal surface. Scanning electron microscopy (SEM) also showed some noteworthy changes in both uninhibited and inhibited mild steel, making C. tagal plant a better alternative than any other synthetic inhibitors. Further, the atomic force microscopy (AFM) surface topography analysis showed that 600 ppm of C. tagal extract significantly diminished corrosion on the surface of mild steel.

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Two New Dolabrane Diterpenes from the Chinese Mangrove Ceriops tagal

Cited by 13 publications

References 23 publications

Diverse Diterpenoids from Microdesmis casearifolia

Diverse Diterpenoids from Microdesmis casearifolia

Bioassay Directed Fractionation of Petroleum Ether Extract of Aerial Parts of Ceriops tagal: Isolation of Lupeol as the Nematicidal Agent against Cyst Nematode Heterodera zeae

Evaluation of Antioxidant and Anticorrosive Activities of Ceriops tagal Plant Extract

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