Echinograciolide, a new antibacterial nor-triterpenoid and other constituents from Echinops gracilis O. Hoffm. (Asteraceae)

References

• Abegaz BM, Tadesse M, Majinda R. 1991. Distribution of sesquiterpene lactones and polyacetylenic thiophenes in Echinops. Biochem Syst Ecol. 19(4):323–328.
   Web of Science ®Google Scholar
• Adjanohoun JE, Aboubacar N, Dramane K, Ebot ME, Ekpere JA, Enow-Orock EG, Focho D, Gbile ZO, Kamanyi A, Kamsu-Kom J, et al. 1996. Traditional medicine and pharmacopoeia: contribution to ethnobotanical and floristic studies in Cameroon. 1st ed., Book ID 56051; Porto-Novo, Benin: STRC/OAU; 641 pp.
   Google Scholar
• Begum S, Hassan SI, Ali SN, Siddiqui BS. 2004. Chemical constituents from the leaves of Psidium guajava. Nat Prod Res. 18(2):135–140.
   PubMed Web of Science ®Google Scholar
• Bennejma A, Besbes M, Guérineau V, Touboul D, Ben jannet H, Hamza MA. 2017. Isolation and structure elucidation of acetylcholinesterase lipophilic lupeol derivatives inhibitors from the latex of the Tunisian Periploca laevigata. Arab J Chem. 10(2):S2767–S2772.
   Google Scholar
• Bisoli E, Garcez WS, Hamerski L, Tieppo C, Garcez FR. 2008. Bioactive pentacyclic triterpenes from the stems of Combretum laxum. Molecules. 13(11):2717–2728.
   PubMed Web of Science ®Google Scholar
• Bitew H, Hymete A. 2019. The genus Echinops: phytochemistry and biological activities: a review. Front Pharmacol. 10:1234.
   PubMed Web of Science ®Google Scholar
• Bulama JS, Dangoggo SM, Halilu ME, Tsafe AI, Hassan SW. 2014. Isolation and characterization of palmitic acid from ethyl acetate extract of root bark of Terminalia glaucescens. Chem Mater Res. 6(12):140–143.
   Google Scholar
• Chaudhuri PK. 1992. 7-Hydroxyechinozolinone, a new alkaloid from the flowers of Echinops echinatus. J Nat Prod. 55(2):249–250.
   Web of Science ®Google Scholar
• Cowan MM. 1999. Plant products as antimicrobial agents. Clin Microbiol Rev. 12(4):564–582.
   PubMed Web of Science ®Google Scholar
• Fischbach MA, Walsh CT. 2009. Antibiotics for emerging pathogens. Science. 325(5944):1089–1093.
   PubMed Web of Science ®Google Scholar
• Giner RM, Gray AI, Gibbons S, Waterman PG. 1993. Friedelane triterpenes from the stem bark of Caloncoba glauca. Phytochemistry. 33(1):237–239.
   Web of Science ®Google Scholar
• Giner-Pons RM, Gray AI, Lavaud C, Massiot G, Gibbons S, Waterman PG. 1992. 30- Norfriedelane triterpenes from the stem bark of Caloncoba glauca. Phytochemistry. 31(1):223–225.
   Web of Science ®Google Scholar
• Hedberg I, Friis I, Edwards S. 2004. The genus Echinops. In: Hedberg I, Friis I, Edwards S., editors. Flora of Ethiopia and Eritrea. Vol. 4, part 2, Addis Ababa: Addis Ababa University; p. 15–23.
   Google Scholar
• Hymete A, Rohloff J, Kjøsen H, Iversen T-H. 2005. Acetylenic thiophenes from the roots of Echinops ellenbeckii from Ethiopia. Nat Prod Res. 19(8):755–761.
   PubMed Web of Science ®Google Scholar
• Iwu MM, Duncan AR, Okunji CO. 1999. New antimicrobials of plant origin. In: Janick J, editor. Perspectives on new crops and new uses. Alexandria: ASHS Press; p. 457–462.
   Google Scholar
• Jaiswal R, Kiprotich J, Kuhnert N. 2011. Determination of the hydroxycinnamate profile of 12 members of the Asteraceae family. Phytochemistry. 72(8):781–790.
   PubMed Web of Science ®Google Scholar
• Khedher O, Rigane G, Riguene H, Salem RB, Moussaoui Y. 2021. Phenolic profile (HPLC-UV) analysis and biological activities of two organic extracts from Echinops spinosissimus Turra roots growing in Tunisia. Nat Prod Res. 35(24):5786–5793.
   PubMed Web of Science ®Google Scholar
• Kiyekbayeva LN, Datkhayev UM, Derbisbekova UB, Akthaeva NC, Litvinenko YA. 2017. Phytochemical investigation and technology production of alkaloids in the Kazakh endemic plant Echinops albicaulis Kar. et Kir (Asteraceae). Int J Green Pharm. 11(1):S312–S319.
   Google Scholar
• Kiyekbayeva L, Mohamed NM, Yerkebulan O, Mohamed EI, Ubaidilla D, Nursulu A, Assem M, Srivedavyasasri R, Ross SA. 2018. Phytochemical constituents and antioxidant activity of Echinops albicaulis. Nat Prod Res. 32(10):1203–1207.
   PubMed Web of Science ®Google Scholar
• Kuete V. 2010. Potential of Cameroonian plants and derived products against microbial infections: a review. Planta Med. 76(14):1479–1491.
   PubMed Web of Science ®Google Scholar
• Lah FCW, Missi MB, October N, Didoue PHB, Ikome NHN, Abdou JP, Kowa TK, Agbor G, Tchinda AT, Dongo E. 2021. Antibacterial and antioxidant activities of the extract and some flavonoids from aerial parts of Echinops Gracilis (Asteraceae). Nat Prod Commun. 16(3):1–6.
   Web of Science ®Google Scholar
• Lah FCW, Tchamgoue AD, Abdou JP, Tchamgoue TD, Abdou JP, Kowa TK, Wabo HK, Tchinda AT, Agbor GA, Frédérich M. 2020. Anti-inflammatory activity of chemical constituents from Echinops gracilis (Asteraceae). J Phytopharmacol. 9(3):169–174.
   Google Scholar
• Laxminarayan R, Heymann D. 2012. Challenges of drug resistance in the developing world. Br Med J. 344: e1567. https://doi.org/10.1136/bmj.e1567
   PubMed Web of Science ®Google Scholar
• Li LB, Ren J, Cheng ZM, Zhu HJ. 2010. Three new sesquiterpenoids from Echinops ritro L. Helv Chim Acta. 93(7):1344–1349.
   Web of Science ®Google Scholar
• Mahady GB, Huang Y, Doyle BJ, Locklear T. 2008. Natural products as antibacterial agents. Stud Nat Prod Chem. 35:423–444.
   Google Scholar
• Mpetga JDS, He HP, Hao XJ, Leng Y, Tane P. 2014. Further cycloartane and friedelane triterpenoids from the leaves of Caloncoba glauca. Phytochem Lett. 7(1):52–56.
   Google Scholar
• Nago TRD, Nayim P, Mbaveng AT, Mpetga SJD, Bitchagno MGT, Garandi B, Tane P, Lenta NB, Sewald N, Tene M, et al. 2021. Prenylated flavonoids and C-15 isoprenoid analogues with antibacterial properties from the whole plant of Imperata cylindrica (L.) Raeusch (Gramineae). Molecules. 26(16):4717.
   PubMed Web of Science ®Google Scholar
• Nakano H, Cantrell CL, Mamonov LK, Osbrink WLA, Ross SA. 2011. Echinopsacetylenes A and B, new thiophenes from Echinops transiliensis. Org Lett. 13(23):6228–6231.
   PubMed Web of Science ®Google Scholar
• Nanmeni G, Tedonkeu AT, Fankam AG, Mbaveng AT, Wamba BEN, Nayim P, Bitchagno GTM, Nzogong RT, Awouafack MD, Tene M, et al. 2021. An efflux pumps inhibitor significantly improved the antibacterial activity of botanicals from Plectranthus glandulosus towards MDR phenotypes. Sci World J. 2021:1–8.
   Google Scholar
• Ndjateu TFS, Tsafack NRB, Nganou KB, Awouafack MD, Wabo HK, Tene M, Tane P, Eloff JN. 2014. Antimicrobial and antioxidant activities of extracts and ten compounds from three Cameroonian medicinal plants: Dissotis perkinsiae (Melastomaceae), Adenocarpus mannii (Fabaceae) and Barteria fistulosa (Passifloraceae). S Afr J Bot. 91:37–42.
   Web of Science ®Google Scholar
• Nualkaew S, Padee P, Talubmook C. 2015. Hypoglycemic activity in diabetic rats of stigmasterol and sitosterol-3-O-β-D-glucopyranoside isolated from Pseuderanthemum palatiferum (Nees) Radlk. leaf extract. J Med Plant Res. 9(20):629–635.
   Google Scholar
• Nyaa TBL, Tapondjou AL, Barboni L, Tamokou JDD, Kuiate JR, Tane P, Park H-J. 2009. NMR assignment and antimicrobial/antioxidant activities of 1-hydroxyeuscaphic acid from the seeds of Butyrospermum parkii. Nat Prod Sci. 15(2):76–82.
   Google Scholar
• Nzogong RT, Nganou BK, Tedonkeu AT, Awouafack MD, Tene M, Ito T, Tane P, Morita H. 2018. Three new abietane-type diterpenoids from Plectranthus africanus and their antibacterial activities. Planta Med. 84(1):59–64.
   PubMed Web of Science ®Google Scholar
• Palu D, Bighelli A, Casanova J, Paoli M. 2019. Identification and quantitation of ursolic and oleanolic acids in Ilex aquifolium L. leaf extracts using 13C and 1H-NMR spectroscopy. Molecules. 24(23):4413–4427.
   PubMed Web of Science ®Google Scholar
• Sánchez-Jiménez I, Lazkov GA, Hidalgo O, Garnatje T. 2010. Molecular systematics of Echinops L. (Asteraceae, Cynareae): A phylogeny based on ITS and trnL-trnF sequences with emphasis on sectional delimitation. Taxon. 59(3):698–708.
   Web of Science ®Google Scholar
• Sandjo LP, Kuete V, Siwe XN, Poumale HM, Efferth T. 2016. Cytotoxicity of an unprecedented brominated oleanolide and a new furoceramide from the Cameroonian spice, Echinops giganteus. Nat Prod Res. 30(22):2529–2537.
   PubMed Web of Science ®Google Scholar
• Senejoux F, Demougeot C, Karimov U, Muyard F, Kerram P, Aisa HA, Girard-Thernier C. 2013. Chemical constituents from Echinops integrifolius. Biochem Syst Ecol. 47:42–44.
   Web of Science ®Google Scholar
• Shah A, Cross RF, Palombo EA. 2004. Identification of the antibacterial component of an ethanolic extract of the Australian medicinal plant, Eremophila duttonii. Phytother Res. 18(8):615–618.
   PubMed Web of Science ®Google Scholar
• Singh RP, Pandey VB. 1990. Nivetin, a neoflavonoid from Echinops niveus. Phytochemistry. 29(2):680–681.
   Web of Science ®Google Scholar
• Singh RP, Singh KN, Pandey VB. 1990. Constituents of Echinops niveus. Fitoterapia. 61(3):279–289.
   Google Scholar
• Sonfack G, Tchinda CF, Simo IK, Bitchagno MGT, Nganou BK, Celik I, Tene M, Gorkem SF, Opatz T, Beng VP, et al. 2021. Saponin with antibacterial activity from the roots of Albizia adianthifolia. Nat Prod Res. 35(17):2831–2839.
   PubMed Web of Science ®Google Scholar
• Tamokou JDD, Kuiate JR, Tene M, Nwemeguela KTJ, Tane P. 2011. The antimicrobial activities of extract and compounds isolated from Brillantaisia lamium. Iran J Med Sci. 36(1):24–31.
   PubMedGoogle Scholar
• Tedonkeu AT, Tamokou JDD, Mpetga JDS, Nzogong RT, Kengne IC, Hao XJ, Tene M. 2022. A new antimicrobial nor-friedelane-type triterpenoid and other constituents from Plectranthus glandulosus Hook. f. (Lamiaceae). Nat Prod Res. 36(18):4581-4590.
   Web of Science ®Google Scholar
• Tene M, Ndontsa BL, Tane P, Tamokou JDD, Kuiate J-R. 2009. Antimicrobial diterpenoids and triterpenoids from the stem bark of Croton macrostachys. Int J Biol Chem Sci. 3(3):538–544.
   Google Scholar
• Tene M, Tane P, Sondengam BL, Connolly JD. 2004. Lignans from the roots of Echinops giganteus. Phytochemistry. 65(14):2101–2105.
   PubMed Web of Science ®Google Scholar
• Tian M, Dai H, Li X, Wang B. 2009. Chemical constituents of marine medicinal mangrove plant Sonneratia caseolaris. Chin J Ocean Limnol. 27(2):288–296.
   Web of Science ®Google Scholar
• Zofou D, Tematio EL, Ntie-Kang F, Tene M, Ngemenya MN, Tane P, Titanji VPK. 2013. New antimalarial hits from Dacryodes edulis (Burseraceae) - Part I: Isolation, in vitro activity, in silico “drug-likeness” and pharmacokinetic profiles. PLoS ONE. 8(11):e79544.
   PubMed Web of Science ®Google Scholar