Publication Cover
Natural Product Research
Formerly Natural Product Letters
Volume 38, 2024 - Issue 5
292
Views
8
CrossRef citations to date
0
Altmetric
Short Communications

Exploration of limonoids for their broad spectrum antiviral potential via DFT, molecular docking and molecular dynamics simulation approach

ORCID Icon, ORCID Icon, ORCID Icon, ORCID Icon & ORCID Icon
Pages 891-896 | Received 11 Feb 2023, Accepted 07 Apr 2023, Published online: 19 Apr 2023

References

  • Alazmi M, Motwalli O. 2021. In silico virtual screening, characterization, docking and molecular dynamics studies of crucial SARS-CoV-2 proteins. J Biomol Struct Dyn. 39(17):6761–6771.
  • Balestrieri E, Pizzimenti F, Ferlazzo A, Giofr S v, Iannazzo D, Piperno A, Romeo R, Chiacchio MA, Mastino A, MacChi B. 2011. Antiviral activity of seed extract from Citrus bergamia towards human retroviruses. Bioorg Med Chem. 19(6):2084–2089.
  • Chan YY, Li CH, Shen YC, Wu TS. 2010. Anti-inflammatory principles from the stem and root Barks of Citrus medica. Chem Pharm Bull (Tokyo). 58(1):61–65.
  • Drijfhout FP, Morgan ED. 2010. Terrestrial natural products as antifeedants. Comprehensive natural products II. Amsterdam, Netherlands: 457–501.
  • Elkaeed EB, Yousef RG, Elkady H, Gobaara IMM, Alsfouk BA, Husein DZ, Ibrahim IM, Metwaly AM, Eissa IH. 2022. Design, synthesis, docking, DFT, MD simulation studies of a new nicotinamide-based derivative: in vitro anticancer and VEGFR-2 inhibitory effects. Molecules. 27(14):4606.
  • Gualdani R, Cavalluzzi MM, Lentini G, Habtemariam S. 2016. The chemistry and pharmacology of citrus limonoids. Molecules. 21(11):1530.
  • Hillier SG, Lathe R. 2019. Terpenes, hormones and life: isoprene rule revisited. J Endocrinol. 242(2):R9–R22.
  • Kimira Y, Taniuchi Y, Nakatani S, Sekiguchi Y, Kim HJ, Shimizu J, Ebata M, Wada M, Matsumoto A, Mano H. 2015. Citrus limonoid nomilin inhibits osteoclastogenesis in vitro by suppression of NFATc1 and MAPK signaling pathways. Phytomedicine. 22(12):1120–1124.
  • Kim J, Jayaprakasha GK, Patil BS. 2013. Limonoids and their anti-proliferative and anti-aromatase properties in human breast cancer cells. Food Funct. 4(2):258–265.
  • Lipinski CA, Lombardo F, Dominy BW, Feeney PJ. 1997. Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings. Adv Drug Deliv Rev. 23(1–3):3–25.
  • Magurano F, Sucameli M, Picone P, Micucci M, Baggieri M, Marchi A, Bucci P, Gioacchini S, Catinella G, Borgonovo G, et al. 2021. Antioxidant activity of citrus limonoids and investigation of their virucidal potential against SARS-CoV-2 in cellular models. Antioxidants. 10(11):1794.
  • Manners GD. 2007. Citrus limonoids: analysis, bioactivity, and biomedical prospects. J Agric Food Chem. 55(21):8285–8294.
  • Mu JX, Shi YX, Yang MY, Sun ZH, Liu XH, Li BJ, Sun NB. 2016. Design, Synthesis, DFT study and antifungal activity of pyrazolecarboxamide derivatives. Molecules. 21(1):68.
  • Mumit MA, Pal TK, Alam MA, Islam M, Paul S, Sheikh MC. 2020. DFT studies on vibrational and electronic spectra, HOMO–LUMO, MEP, HOMA, NBO and molecular docking analysis of benzyl-3-N-(2,4,5-trimethoxyphenylmethylene)hydrazinecarbodithioate. J Mol Struct. 1220:128715.
  • Ono E, Inoue J, Hashidume T, Shimizu M, Sato R. 2011. Anti-obesity and anti-hyperglycemic effects of the dietary citrus limonoid nomilin in mice fed a high-fat diet. Biochem Biophys Res Commun. 410(3):677–681.
  • Patial PK, Cannoo DS. 2021. Phytochemical profile, antioxidant potential and DFT study of Araucaria columnaris (G. Forst.) Hook. Branch extracts. Nat Prod Res. 35(22):4611–4615.
  • Pichaiyongvongdee S, Haruenkit R. 2009. Investigation of limonoids, flavanones, total polyphenol content and antioxidant activity in seven Thai pummelo cultivars. Nat Sci. 43:458–466.
  • Rathod S, Shinde K, Porlekar J, Choudhari P, Dhavale R, Mahuli D, Tamboli Y, Bhatia M, Haval KP, Al-Sehemi AG, et al. 2023. Computational exploration of anti-cancer potential of flavonoids against cyclin-dependent kinase 8: an in silico molecular docking and dynamic approach. ACS Omega. 8(1):391–409.
  • Sato R. 2013. Nomilin as an anti-obesity and anti-hyperglycemic agent. Vitam Horm. 91:425–439.
  • Shi YS, Zhang Y, Li HT, Wu CH, El-Seedi HR, Ye WK, Wang ZW, Li C, Bin Zhang XF, Kai GY, et al. 2020. Limonoids from Citrus: chemistry, anti-tumor potential, and other bioactivities. J Funct Foods. 75:104213.
  • Vardhan S, Sahoo SK. 2020. In silico ADMET and molecular docking study on searching potential inhibitors from limonoids and triterpenoids for COVID-19. Comput Biol Med. 124:103936.
  • Vikram A, Jayaprakasha GK, Jesudhasan PR, Pillai SD, Patil BS. 2012. Limonin 7-methoxime interferes with Escherichia coli biofilm formation and attachment in type 1 pili and antigen 43 dependent manner. Food Control. 26(2):427–438.
  • Vikram A, Jesudhasan PR, Jayaprakasha GK, Pillai BS, Patil BS. 2010. Grapefruit bioactive limonoids modulate E. coli O157: h 7 TTSS and biofilm. Int J Food Microbiol. 140(2–3):109–116.
  • Yang Y, Wang X, Zhu Q, Gong G, Luo D, Jiang A, Yang L, Xu Y. 2014. Synthesis and pharmacological evaluation of novel limonin derivatives as anti-inflammatory and analgesic agents with high water solubility. Bioorg Med Chem Lett. 24(7):1851–1855.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.