In vitro and in silico studies of antibacterial activities of secofriedelane derivatives from Senna alata (L) Roxb

References

• Aicha DN, Chimi FS, Awantofusi A, Korokoro F, Toze FAA, Wansi JD, Dzeufiet DP, Dimo T. 2020. Phytochemical analysis and in vitro antimicrobial screenings of the methanolic stem bark extract and constituents of Parkia bicolor A. Chev. (Leguminosae). Trends Phytochem. Res. 4(4):193–200.
   Google Scholar
• Álvarez-Martínez FJ, Barrajón-Catalán E, Micol V. 2020. Tackling antibiotic resistance with compounds of natural origin: a comprehensive review. Biomedicines. 8(10):405. doi:10.3390/biomedicines8100405.
   PubMed Web of Science ®Google Scholar
• Atangana JF, Messi LM, Haddad M, Ngo Mbing J, Begoude ADB, Pegnyemb DE, Choudhary MI, Noté OP. 2023. New acylated triterpenoid saponins from the roots of Acacia polyacantha Willd. (Fabaceae). Carbohydr Res. 523:108725. doi:10.1016/j.carres.2022.108725.
   PubMed Web of Science ®Google Scholar
• Aviello G, Rowland I, Gill CI, Acquaviva AM, Capasso F, McCann M, Capasso R, Izzo AA, Borrelli F. 2010. Anti-proliferative effect of rhein, an anthraquinone isolated from Cassia species, on Caco-2 human adenocarcinoma cells. J Cell Mol Med. 14(7):2006–2014. doi:10.1111/j.1582-4934.2009.00815.x.
   PubMed Web of Science ®Google Scholar
• Bandyopadhyay S, Romero JR, Chattopadhyay N. 2008. Kaempferol and quercetin stimulate granulocyte-macrophage colony-stimulating factor secretion in human prostate cancer cells. Mol Cell Endocrinol. 287(1–2):57–64. doi:10.1016/j.mce.2008.01.015.
   PubMed Web of Science ®Google Scholar
• Cassini A, Hogberg LD, Plachouras D, Quattrocchi A, Hoxha A, Simonsen GS, Colomb-Cotinat M, Kretzschmar EM, Devleesschauwer B, Cecchini M, et al. 2019. Attributable deaths and disability-adjusted life-years caused by infections with antibiotic-resistant bacteria in the EU and the European Economic Area in 2015: a population-level modelling analysis. Lancet Infect Dis. 19(1):56–66. doi:10.1016/S1473-3099(18)30605-4.
   PubMed Web of Science ®Google Scholar
• Charkra BK, Chawla H. 1983. Terpenoids and Phenolic compounds from Cassia species stem Bark. Indian J Chem. 22(B):1165–1166.
   Google Scholar
• Chew YL, Khor MA, Xu Z, Lee SK, Keng JW, Sang SH, Akowuah GA, Goh KW, Liew KB, Ming LC. 2022. Cassia alata, Coriandrum sativum, Curcuma longa and Azadirachta indica: food Ingredients as Complementary and Alternative Therapies for Atopic Dermatitis-A Comprehensive Review. Molecules. 27(17):5475. doi:10.3390/molecules27175475.
   PubMed Web of Science ®Google Scholar
• Chung PY, Navaratnam P, Chung LY. 2011. Synergistic antiicrobial activity between pentacyclic triterpenoids and antibiotics against Staphylococcus aureus strains. Ann Clin Microbiol Antimicrob. 10:25. doi:10.1186/1476-0711-10-25.
   PubMed Web of Science ®Google Scholar
• Cunha LCS, Silva MLA, Cardoso Furtado NAJ, Vinhólis AHC, Martins CH, Da Silva Filho AA, Cunha WR. 2007. Antibacterial activity of triterpene acids and semi-synthetic derivatives against oral pathogens. Z Naturforsch C J Biosci. 62(9–10):668–672. doi:10.1515/znc-2007-9-1007.
   PubMed Web of Science ®Google Scholar
• De Almeida CG, Garbois GD, Amaral LM, Diniz CC, Le Hyaric M. 2010. Relationship between structure and antibacterial activity of lipophilic N-acyldiamines. Biomed Pharmacother. 64(4):287–290. doi:10.1016/j.biopha.2009.09.013.
   PubMed Web of Science ®Google Scholar
• Deepa S. 2017. Medicinal plants of genus Ipomoea found in Uttar-Pradesh, India. Res J Recent Sci. 6(12):12–22.
   Google Scholar
• Ertl P, Rohde B, Selzer P. 2000. Fast calculation of molecular polar surface area as a sum of fragment-based contributions and its application to the prediction of drug transport properties. J Med Chem. 43(20):3714–3717. doi:10.1021/jm000942e.
   PubMed Web of Science ®Google Scholar
• Fatmawati, S, Purnomo, AS, Bakar, MFA. 2020. Chemical constituents, usage and pharmacological activity of Cassia alata. Heliyon 6 (7), e04396. doi:10.1016/j.heliyon.2020.e04396.
   PubMed Web of Science ®Google Scholar
• Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Scalmani G, Barone V, Mennucci B, Petersson GA. 2016. Gaussian 16, Revision A. 03. Wallingford, CT: Gaussian Inc.
   Google Scholar
• Gasser M, Zingg W, Cassini A, Kronenberg A. 2019. Attributable deaths and disability-adjusted life-years caused by infections with antibiotic-resistant bacteria in Switzerland. Lancet Infect Dis. 19(1):17–18. doi:10.1016/S1473-3099(18)30708-4.
   PubMed Web of Science ®Google Scholar
• Inc AS. 2013. Discovery studio modeling environment, release 4.0.
   Google Scholar
• Kamso KVF, Fotso SCC, Mbekou KIM, Tousssie TB, Lenta NB, Boyom FF, Sewald N, Frese M, Ngadjui TB, Fotso WG. 2022. Chemical constituents of Macaranga occidentalis, antimicrobial and chemophenetic studies. Molecules. 27(24):8820. doi:10.3390/molecules27248820.
   PubMed Web of Science ®Google Scholar
• Kundu S, Roy S, Lyndem LM. 2012. Cassia alata (L): potential role as anthelmintic agent against Hymenolepis diminuta. Parasitol Res. 111(3):1187–1192. doi:10.1007/s00436-012-2950-6.
   PubMed Web of Science ®Google Scholar
• Leong YW, Harrison LJ. 1999. Chemical constituents from leaves of Pileostegia viburnoides Hook. f. et Thoms. Phytochemistry. 50(5):849–857. doi:10.1016/S0031-9422(98)00565-2.
   Web of Science ®Google Scholar
• Liu J, Lian C, Chen H, Li Z, Ma J, Wu S. 2019. Extraction of triterpenoid compound from Phyllanthus emblica useful as anticancer drug. Patent N° CN110183507. China: Huaqiao University.
   Google Scholar
• Montanari F, Ecker GF. 2015. Prediction of drug-ABC-transporter interaction–recent advances and future challenges. Adv Drug Deliv Rev. 86:17–26. doi:10.1016/j.addr.2015.03.001.
   PubMed Web of Science ®Google Scholar
• Muhammad SL, Wada Y, Mohammed M, Ibrahim S, Musa KY, Olonitola OS, Ahmad MH, Mustapha S, Rahman ZA, Sha’aban A. 2021. Bioassay-guided identification of bioactive compounds from Senna alata (L.) against methicillin-resistant Staphylococcus aureus. Appl. Microbiol. 1(3):520–536. doi:10.3390/applmicrobiol1030034.
   Google Scholar
• Ndombera FT, Maiyoh GKK, Vivian CT. 2019. Pharmacokinetic, physicochemical and medicinal properties of N-glycoside page 2 of 8 anti-cancer agent more potent than 2-deoxy-D glucose in lung cancer cells. Cancer Sci Res Open Access. 6(1):1–8.
   Google Scholar
• Oladeji OS, Adelowo FE, Oluyori AP, Bankole DT. 2020. Ethnobotanical description and biological activities of Senna alata. Evid Based Complement Alternat Med. 2020:2580259. doi:10.1155/2020/2580259.
   PubMed Web of Science ®Google Scholar
• Pirintsos S, Panagiotopoulos A, Bariotakis M, Daskalakis V, Lionis C, Sourvinos G, Karakasiliotis I, Kampa M, Castanas E. 2022. From traditional ethnopharmacology to modern natural drug discovery: a methodology discussion and specific examples. Molecules. 27:4060. doi:10.3390/molecules27134060.
   PubMed Web of Science ®Google Scholar
• Porras G, Chassagne F, Lyles JT, Marquez L, Dettweiler M, Salam AM, Samarakoon T, Shabih S, Farrokhi DR, Quave CL. 2021. Ethnobotany and the role of plant natural products in antibiotic drug discovery. Chem Rev. 121(6):3495–3560. doi:10.1021/acs.chemrev.0c00922.
   PubMed Web of Science ®Google Scholar
• Rahmawati F, Prihantini NN, Hady BC. 2022. In vitro bioactivity test of Senna alata (L.) Roxb leaves extract. Int J Health Sci Res. 12(2):304–317. doi:10.52403/ijhsr.20220241.
   Google Scholar
• Ranjith D, Viswanath S. 2019. In silico antidiabetic activity of bioactive compounds in Ipomoea mauritiana Jacq. Pharma Innovation J. 8(10):05–11.
   Google Scholar
• Riaz A, Rasul A, Hussain G, Zahoor MK, Jabeen F, Subhani Z, Younis T, Ali M, Sarfraz I, Selamoglu Z. 2018. Astragalin: a bioactive phytochemical with potential therapeutic activities. Adv Pharmacol Sci. 2018:9794625. doi:10.1155/2018/9794625.
   PubMed Web of Science ®Google Scholar
• Rossiter SE, Fletcher MH, Wuest WM. 2017. Natural products as platforms to overcome antibiotic resistance. Chem Rev. 117(19):12415–12474. doi:10.1021/acs.chemrev.7b00283.
   PubMed Web of Science ®Google Scholar
• Tatsimo NSJ, Tamokou JD, Tsague TV, Lamshoft M, Sarkar P, Bag PK, Spiteller M. 2017. Antibacterial-guided isolation of constituents from Senna alata leaves with a particular reference against Multi-Drug-Resistant Vibrio cholerae and Shigella flexneri. Int J Bio Chem Sci. 11(1):46–53. doi:10.4314/ijbcs.v11i1.4.
   Google Scholar
• Testa B, Kraemer SD. 2007. The biochemistry of drug metabolism–an introduction-Testa-2007-chemistry & biodiversity- wiley online library. Chem Biodivers. 4(3):257–405.
   PubMed Web of Science ®Google Scholar
• Uwazie NJ, Yakubu MT, Ashafa AOT, Ajiboye TO. 2020. Identification and characterization of anti-diabetic principle in Senna alata (Linn.) flower using alloxan-induced diabetic male Wistar rats. J Ethnopharmacol. 261:112997. doi:10.1016/j.jep.2020.112997.
   PubMed Web of Science ®Google Scholar
• van de Waterbeemd H, Smith DA, Jones BC. 2001. Lipophilicity in PK design: methyl, ethyl, futile H. J Comput Aided Mol Des. 15(3):273–286. doi:10.1023/a:1008192010023.
   PubMed Web of Science ®Google Scholar
• Varghese GK, Bose LV, Habtemariam S. 2013. Antidiabetic components of Cassia alata leaves: identification through α-glucosidase inhibition studies. Pharm Biol. 51(3):345–349. doi:10.3109/13880209.2012.729066.
   PubMed Web of Science ®Google Scholar
• Veith H, Southall N, Huang R, James T, Fayne D, Artemenko N, Shen M, Inglese J, Austin CP, Lloyd DG, et al. 2009. Comprehensive characterization of cytochrome P450 isozyme selectivity across chemical libraries. Nat Biotechnol. 27(11):1050–1055. doi:10.1038/nbt.1581.
   PubMed Web of Science ®Google Scholar
• Viera FSA, Duarte LP, Silva GDF, Lula IS, dos Santos MH. 2001. Total assignment of 1H and 13C NMR spectra of two 3,4-secofriedelanes from Austroplenckia populnea. Magn. Reson. Chem. 39:716.
   Web of Science ®Google Scholar
• WHO. 2014. Antimicrobial Resistance. Bull World Health Organ. 61:383–394.
   Google Scholar
• Wrońska N, Szlaur M, Zawadzka K, Lisowska K. 2022. The synergistic effect of triterpenoids and flavonoids-new approaches for treating bacterial infections. Molecules. 27:847. doi:10.3390/molecules27030847.
   PubMed Web of Science ®Google Scholar