Sundarbanxylogranins A–E, five new limonoids from the Sundarban Mangrove, Xylocarpus granatum

Dai, Yi-Guo; Wu, Jun; Padmakumar, K.; Shen, Li

doi:10.1016/j.fitote.2017.08.013

Cited by 27 publications

(17 citation statements)

References 16 publications

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“…Mangroves or their associates were the sources of benzaldehyde 1492 (Rhizophora mangle), 719 sesquiterpenes 1493, 1494 (Rhizophora annamalayana), 720 terpenoids 1495, 1496 (Rhizophora mucronata), 721 diterpenes 1497-1499 (Ceriops tagal), 722 1500 (Wedelia prostrata), 723 triterpenes paracaseolins A-E 1501-1505 (Sonneratia paracaseolaris), 724 1506, 1507 (Rhizophora mucronata), 725 limonoids granaxylocartin A 1508, 726 xylomexicanins I and J 1509, 1510, 727 sundarbanxylogranins A-E 1511-1515, 728 and thaixylogranins A-H 1516-1523 (all from seeds of Xylocarpus granatum) 729 and krishnolides A-D 1524-1527 (from seeds of X. moluccensis) 730 and krishnadimer A 1528, an unusual C 2 -symmetric limonoid dimer (also from seeds of X. moluccensis). 731 The structure of the latter is notable for being the rst example of a dimeric limonoid.…”

Section: Mangrovesmentioning

confidence: 99%

Marine natural products

et al. 2019

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Section: Mangrovesmentioning

confidence: 99%

Marine natural products

et al. 2019

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“…Xylocarpus granatum, X. moluccensis, X. mekongensis, X. rumphii growing around littoral of the tropical Indian Ocean and distributed widely in the coastal areas of South-East Asia, Australia and East Africa (Banerjee and Rao 1990). The genus Xylocarpus has been reported to possess several secondary metabolites of ethnomedicinal importance such as alkaloids (N-methyl flindersine, chelerythrine, dihydrochelerythrine, acetonyl dihydrochelerythrine), flavonoids (catechin, epicatechin, kaempferol, 3-O-β-D-glucoside), monoterpenes, triterpenoids, tetratriterpenoids, limonoids (Xyloccensin A-I, Xylocarpin, Humulin B, Hainangranatumins A-J, Sundarbanxylogranins A-E), proanthocyanidins (procyanidin B1, procyanidin B3, procyanidin trimer, procyanidin pentamer, procyanidin hexamer, procyanidin decamer and procyanidin 198 Page 2 of 9 undecamer), phenolic acids, steroids (Wangensteen et al 2009;Pan et al 2010;Dai et al 2017).…”

Section: Introductionmentioning

confidence: 99%

Bioactivity guided isolation of antidiabetic and antioxidant compound from Xylocarpus granatum J. Koenig bark

et al. 2019

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The present study was designed to identify antidiabetic and antioxidant constituents from ethanol bark extract of a medicinally important mangrove plant Xylocarpus granatum J. Koenig, using in vitro bioactivity-guided fractionation. The repeated fractionation of X. granatum ethanol bark extract (XGEB) by silica gel column chromatography yielded a compound with strong antidiabetic and antioxidant potential. The bioactive compounds likely to be present in the XGEB fraction were identified by FT-IR, 1 H & 13 C NMR and MS analysis and determined as a limonoid derivative Xyloccensin-I, by comparing spectral data with the literature reports. The isolated compound demonstrated excellent in vitro antidiabetic potential IC 50 values of 0.25 and 0.16 mg/ml, respectively for α-amylase and α-glucosidase inhibition study. The antioxidant potential assayed by DPPH, ABTS, superoxide and hydrogen peroxide scavenging studies exhibited that the isolated compound could scavenge these free radicals with IC 50 values of 0.041, 0.039, 0.096 and 0.235 mg/ml, respectively. Further, in silico study was performed to find the antidiabetic activity of Xyloccensin-I by docking it against α-glucosidase enzyme. The study demonstrated that Xyloccensin-I have satisfactory interactions and binding energies when docked into target which further confirms the possible mode of antidiabetic action of the isolated compound. The bioactivity assays further asserts the antidiabetic and antioxidant efficacy of the isolated compound which strongly suggests that Xyloccensin-I holds promise in the pharmaceutical industry. The results from this study provide new mechanistic evidence justifying, at least in part, the traditional use of X. granatum extract for antidiabetic and antioxidants activities.

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“…Limonoids are the most vital chemical component that are isolated from the different parts of the X. granatum plant [ 8 ]. Moreover, X. granatum's seeds consist of sundarbanxylogranins A–E [ 27 ]; krishnagranatins A–I [ 28 ]; thaixylogranins A–H [ 29 ]; granaxylocarpins A–E [ 30 ]; xylocarpanoids A and B [ 31 ]; xylomexicanins A–D, I, and J [ 32 – 34 ]; xyloccensins I, K, L, O–S, V, W, and Y [ 10 , 12 , 35 , 36 ]; hainangranatumins A–J [ 37 ]; xylogranatins F–R [ 38 ]; thaigranatins A–E [ 39 ]; xylocartin C [ 40 ]; andhraxylocarpins A–E [ 41 ]; protoxylogranatin A-B [ 42 , 43 ]; protoxylocarpins F–H [ 25 ].…”

Section: Resultsmentioning

confidence: 99%

Ethnomedicinal Use, Phytochemistry, and Pharmacology of Xylocarpus granatum J. Koenig

Dey

Quispe

Hossain

et al. 2021

Evidence-Based Complementary and Alternative Medicine

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The mangrove plants are the potential sources of foods and remedies for people living in the forests and nearby communities. Xylocarpus granatum J. Koenig is traditionally used to treat various diseases including diarrhea, cholera, dysentery, fever, malaria, and viral infections, among others. To summarize critically the taxonomy, ethnomedicinal, phytochemistry, and pharmacological activities of X. granatum, information was collected from different databases. An up-to-date search (till June 2020) was carried out with the help of various scientific web resources from databases such as PubMed, Science Direct, Google Scholar, and various patent offices (e.g., WIPO, CIPO, and USPTO) using the keywords “Xylocarpus granatum” and then paired with ethnomedicinal use and phytochemical, phytochemistry, and pharmacological activity (in vitro, ex vivo, and in vivo studies). Findings revealed that seeds, fruits, stem bark, leaf, and twigs of X. granatum exhibited a wide range of key phytochemicals including limonoids, phragmalin, limonoid-based alkaloids, mexicanolides, protolimonoids, flavonols, and lactones. The plant possessed potent antioxidant, anticancer, antidiabetic, antimicrobial, antimalarial, antifeedant, and neuroprotective activities. No clinical studies have been reported in the databases. Ethnomedicinal assessment indicated the application of X. granatum in various fields of medical science specially to treat various human ailments, and this was attributed to the presence of enormous alkaloids as confirmed by pharmacological studies. However, to understand the mechanism of action in-depth studies are required. In view of these findings, more research is necessary to explore and characterize the chemical compounds and toxicological aspects of this medicinal mangrove plant. Overall, it can be stated that X. granatum may be one of the hopeful medicinal herbs for the treatment of various diseases in human beings.

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Sundarbanxylogranins A–E, five new limonoids from the Sundarban Mangrove, Xylocarpus granatum

Cited by 27 publications

References 16 publications

Marine natural products

Marine natural products

Bioactivity guided isolation of antidiabetic and antioxidant compound from Xylocarpus granatum J. Koenig bark

Ethnomedicinal Use, Phytochemistry, and Pharmacology of Xylocarpus granatum J. Koenig

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