Cytotoxic Benzophenanthridine and Furoquinoline Alkaloids from Zanthoxylum buesgenii (Rutaceae)

Cardiovascular Intervention and Therapeutics

Volumn 8, Issue 1, 2014, Pages

  Sandjo, Louis P ^a   Kuete, Victor ^b,c   Tchangna, Rodrigue S ^a   Efferth, Thomas ^c   Ngadjui, Bonaventure T ^a  

^a UNIVERSITY OF YAOUNDÉ I   (Cameroon)

^b UNIVERSITY OF DSCHANG   (Cameroon)

^c JOHANNES GUTENBERG UNIVERSITY   (Germany)

Author keywords

Benzophenanthridines; Cytotoxicity; Furoquinolines; Zanthoxylum buesgenii

Indexed keywords

1 METHOXY 12-METHYL 12,13 DIHYDRO [1,3]DIOXOLO[4',5':4,5]BENZO[1,2 C]PHENANTHRIDINE 2,13 DIOL; ANTINEOPLASTIC AGENT; BENZOPHENANTHRIDINE DERIVATIVE; FUROQUINOLINE ALKALOID DERIVATIVE; ISOFAGARIDINE; KOKUSAGININE; MACULINE; PLANT EXTRACT; QUINOLINE DERIVATIVE; TECLEARVERDOORNINE; UNCLASSIFIED DRUG;

ARTICLE; CANCER CELL LINE; CYTOTOXICITY; DRUG ISOLATION; DRUG STRUCTURE; HUMAN; HUMAN CELL; NUCLEAR MAGNETIC RESONANCE; RUTACEAE; ZANTHOXYLUM BUESGENII;

EID: 84919742598     PISSN: 18684300     EISSN: 18684297     Source Type: Journal    
DOI: 10.1186/s13065-014-0061-4     Document Type: Article

References (24)

1. Waterman PG: New combinations inZanthoxylumL.Taxon 1975, 24:361–366.
2. Burkill HM: The useful plant of west tropical Africa.Royal Botanic Gardens, Kew-UK 1985, 4:4–6.
3. Fonge BA, Egbe EA, Fongod AGN, Focho DA, Tchetcha DJ, Nkembi L, Tacham WN: Ethnobotany survey and uses of plants in the Lewoh-Lebang communities in the Lebialem highlands, South West Region, Cameroon.J Med Plants Res 2012, 6:855–865.
4. Yang C-H, Cheng M-J, Lee S-J, Yang C-W, Chang H-S, Chen I-S: Secondary metabolites and cytotoxic activities from the stem bark ofZanthoxylum nitidum.Chem Biodivers 2009, 6:846–857.
5. Huang H-Y, Ishikawa T, Peng C-F, Tsai I-L, Chen I-S: Constituents of the root wood ofZanthoxylum wutaiensewith antitubercular activity.J Nat Prod 2008, 71:1146–1151.
6. Samita FN, Sandjo LP, Ndiege IO, Hassanali A, Lwande W: Zanthoxoaporphines A–C: Three new larvicidal dibenzo[de, g]quinolin-7-one alkaloids from Zanthoxylum paracanthum (Rutaceae).Beilstein J Org Chem 2013, 9:447–452.
7. Chen J-J, Fang H-Y, Duh C-Y, Chen I-S: New indolopyridoquinazoline, benzo[c]phenanthridines and cytotoxic constituents fromZanthoxylum integrifoliolum.Planta Med 2005, 71:470–475.
8. Costa EV, Pinheiro MLB, AD L d S, Barison A, Campos FR, Valdez RH, Ueda-Nakamura T, Dias Filho BP, Nakamu CV: Trypanocidal activity of oxoaporphine and pyrimidine-β-carboline alkaloids from the branches ofAnnona foetidaMart. (Annonaceae).Molecules 2011, 16:9714–9720.
9. De Lima JPS, Pinheiro MLB, Santos AMG, Pereira JLS, Santos DMF, Barison A, Silva-Jardim I, Costa EV: In vitro antileishmanial and cytotoxic activities ofAnnona mucosa(Annonaceae).Rev Virtual Quim 2012, 4:692–702.
10. Luo X, Pires D, Aínsa JA, Gracia B, Duarte N, Mulhovo S, Anes E, Ferreira M-JU: Zanthoxylum capenseconstituents with antimycobacterial activity againstMycobacterium tuberculosisin vitro and ex vivo within human macrophages.J Ethnopharmacol 2013, 146:417–422.
11. Garcez FR, da Silva AG F, Garcez WS, Linck G, de Fatima Matos FC, Santos ECS, Queiroz LM: Cytotoxic aporphine alkaloids fromOcotea acutifolia.Planta Med 2011, 77:383–387.
12. Mansoor TA, Borralho PM, Luo X, Mulhovo S, Rodrigues CMP, Ferreira M-JU: Apoptosis inducing activity of benzophenanthridine-type alkaloids and 2-arylbenzofuran neolignans in HCT116 colon carcinoma cells.Phytomedicine 2013, 20:923–929.
13. Michael JP: Quinoline, quinazoline and acridone alkaloids.Nat Prod Rep 2002, 19:742–760.
14. Tarus PK, Coombes PH, Crouch NR, Mulholland DA: Benzo[c]phenanthridine alkaloids from stem bark of the Forest Knobwood,Zanthoxylum davyi(Rutaceae).S Afr J Bot 2006, 72:555–558.
15. Nakanishi T, Suzuki M: Revision of the structure of fagaridine based on the comparison of UV and NMR data of synthetic compounds.J Nat Prod 1998, 61:1263–1267.
16. 13CNMR spectra of 3,8-dimethoxyfuro[3,2-g]coumarin and maculine fromEsenbeckia grandifloraMartius (Rutaceae).Magn Reson Chem 2005, 43:864–866.
17. Cardoso-Lopes EM, Maier JA, da Silva MR, Regasini LO, Simote SY, Lopes NP, Pirani JR, da Silva BV, Young MCM: Alkaloids from stems of Esenbeckia leiocarpa Engl. (Rutaceae) as potential treatment for alzheimer disease.Molecules 2010, 15:9205–9213.
18. Okogun JI, Ayafor JF: Tecleaverdoornine: a new C-prenylated phenylated furoquinoline.J Chem Soc Chem Commun 1977, 652–653 (doi:10.1039/C39770000652)
19. Chang M-C, Chan C-P, Wang Y-J, Lee P-H, Chen L-I, Tsai Y-L, Lin B-R, Wang Y-L, Jeng J-H: Induction of necrosis and apoptosis to KB cancer cells by sanguinarine is associated with reactive oxygen species production and mitochondrial membrane depolarization.Toxicol Appl Pharmacol 2007, 128:143–151.
20. Ahsan H, Reagan-Shaw S, Breur J, Ahmad N: Sanguinarine induces apoptosis of human pancreatic carcinoma AsPC-1 and BxPC-3 cells via modulations in Bcl-2 family proteins.Cancer Lett 2007, 249:198–208.
21. Han MH, Yoo YH, Choi YH: Sanguinarine-Induced apoptosis in human leukemia U937 Cells via Bcl-2 down regulation and caspase-3 activation.Chemotherapy 2008, 54:157–165.
22. Choi WY, Kim G-Y, Lee WH, Choi YH: Sanguinarine, a benzophenanthridine alkaloid, Induces apoptosis in MDA-MB-231 human breast carcinoma cells through a reactive oxygen species-mediated mitochondrial pathway.Chemotherapy 2008, 54:279–287.
23. O’Brien J, Wilson I, Orton T, Pognan F: Investigation of the alamar Blue (resazurin) fluorescent dye for the assessment of mammalian cell cytotoxicity.Eur J Biochem 2000, 267:5421–5426.
24. Kuete V, Krusche B, Youns M, Voukeng I, Fankam AG, Tankeo S, Lacmata S, Efferth T: Cytotoxicity of some Cameroonian spices and selected medicinal plant extracts.J Ethnopharmacol 2011, 134:803–812.