Excelsanone, a new isoflavonoid from Erythrina excelsa (Fabaceae), with in vitro antioxidant and in vitro cytotoxic effects on prostate cancer cells lines.
Gbaweng, Abel Joel Yaya; Dairou, Hadidjatou; Zingue, Stephaneet al.
[en] A new isoflavonoid, excelsanone (2), was isolated from the ethyl acetate extract of Erythrina excelsa stem bark, together with three known compounds namely 6,8-diprenylgenistein (3), beta-sitosterol (1) and sitosteryl-beta-D-glucopyranoside (4). Their structures were elucidated using spectroscopic methods (HR-ESI-MS, NMR and IR) and by comparison with some literature data. The antioxidant activity of crude extracts and two isolated compounds was evaluated using free radical scavenging (DPPH) and Ferric Reducing Ability Power (FRAP) methods with catechin as standard. The results of the radical scavenging activity showed that excelsanone (2) has a moderate potential with an IC50 of 1.31 mg/ml. The cytotoxicity of compounds 2 and 3 as well as the ethyl acetate extract was evaluated using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay in two prostate cancer cell lines (DU145 and PC3). Excelsanone (2) induced a greater cytotoxicity in all tested cell lines, with a significant inhibition of DU145 cells growth in a concentration-dependent manner.
Disciplines :
Pharmacy, pharmacology & toxicology
Author, co-author :
Gbaweng, Abel Joel Yaya
Dairou, Hadidjatou
Zingue, Stephane
Emmanuel, Talla
Tchinda, Alembert Tiabou
Frederich, Michel ; Université de Liège - ULiège > Département de pharmacie > Pharmacognosie
Mbafor, Joseph Tanyi
Language :
English
Title :
Excelsanone, a new isoflavonoid from Erythrina excelsa (Fabaceae), with in vitro antioxidant and in vitro cytotoxic effects on prostate cancer cells lines.
Benzie IFF, Strain JJ. 1996. The ferric reducing ability of plasma (FRAP) as a measure of antioxidant power: the FRAP assay. Anal Biochem. 239:70–76.
Blois MS. 1958. Antioxidant determinations by the use of a stable free radical. Nature. 181:1199–1200.
Chukwujekwu JC, Van Heerden FR, Van Staden J. 2011. Antibacterial activity of flavonoids from the stem bark of Erythrina caffra thunb. Phytother Res. 25:46–48.
Dao TT, Nguyen PH, Thouong PT, Kang KW, Na M, Ndinteh TD, Mbafor TJ, Oh WK. 2009. Pterocarpans with inhibitory effects on protein tyrosine phosphate 1B from Erythrina lysistemon Hutch. Phytochemistry. 70:2053–2057.
Ediriweera MK, Tennekoon KH, Samarakoon SR, Thabrew I, de Silva ED. 2017. Protective effects of six selected dietary compounds against leptin-induced proliferation of oestrogen receptor positive (MCF-7) breast cancer cells. Medicines. 4:56–64.
El-Marsy S, Amer ME, Abdel-Kader MS, Zaatout HH. 2002. Prenylated flavonoids of Erythrina lysistemon grown in Egypt. Phytochemistry. 60:783–787.
Kuete V, Sandjo LP, Kwamou GM, Wiench B, Nkengfack AE, Efferth T. 2014. Activity of three cytotoxic isoflavonoids from Erythrina excelsa and Erythrina senegalensis (neobavaisoflavone, sigmoidin H and isoneorautenol) toward multi-factorial drug resistant cancer cells. Phytomedicine. 21:682–688.
Kwamou GMN, Sandjo LP, Kuete V, Wandja AAK, Tankeo SB, Efferth T, Nkengfack AE. 2015. Unprecedented new nonadecyl para-hydroperoxycinnamate isolated from Erythrina excelsa and its cytotoxic activity. Nat Prod Res. 29:921–925.
Linuma M, Tanaka T, Mizuno M, Yamamoto H, Kobayashi Y, Yonemeri S. 1992. Phenolic constituents in Erythrina X bidwilli and their activity against oral microbial organisms. Chem Pharm Bull. 40:2749–2752.
Majinda RTR, Cornelius CWW, Bernard FJ. 2005. Bioactive non-alkaloidal constituents from the genus Erythrina. Nat Prod Chem. 32:821–853.
Ngueu ST, Tchoumtchoua J, Njamen D, Halabalaki M, Laudenbach-Leschowski U, Diel P. 2015. Erythrina excelsa exhibits estrogenic effects in vivo and in vitro and is cytotoxic on breast and colon cancer cell lines. Pharm Biol. 54:835–844.
Nkengfack AE, Vardamides JC, Fomum ZT, Meyers M. 1995. Prenylated isoflavanone from Erythrina eriotricha. Phytochemstry. 40:1803–1808.
Ombuna NM, Machocho AK, Ng’ang’a MM, Keru GK, Wanyonyi AW, Amuka O. 2016. Stem bark extracts of Erythrina excelsa (Bark) and their activities. J Med Plants Res. 10:686–694.
Pillay CCN, Jager, AK, Mulholland DA, Van Standen J. 2001. Cyclooxygenase inhibiting and anti-bacterial activities of South African Erythrina species. J Ethnopharmacol. 74:231–237.
Siegel RL, Miller KD, Jemal A. Cancer statistics, 2016. CA Cancer J Clin. 2016;66:7–30.
Soro D, Kone MW, Kamanzi K. 2010. Evaluation of antimicrobial and free radical scavenging activities of some bioactif taxons from Ivory Coast. Euro J Scien Res. 40:307–317.
Weyermann J, Lochmann D, Zimmer A. 2005. A practical note on the use of cytotoxicity assays. Int J Pharm. 288:369–376.
Yaya AJG, Feumba RD, Talla E, Tchinda AT, Fredérich M, Oben J, Mbafor JT. 2014. Antioxidant activity of compounds isolated from the root woods of Erythrina droogmansiana. Int J Pharml Sci Drug Res. 6:160–163.
Yenesew A, Midiwo JO, Heydenreich M, Schanzenbach D, Peter MG. 2000. Two isoflavanones from the stem bark of Erythrina sacleuxii. Phytochemistry. 55:457–459.
Zand RS, Jenkins DJ, Diamandis EP. 2000. Steroid hormone activity of flavonoids and related compounds. Breast Cancer Res Treat. 62:35–49.