Two new cytotoxic furoquinoline alkaloids isolated from Aegle marmelos (Linn.) Correa

Natural Product Research

Volumn 30, Issue 22, 2016, Pages 2559-2566

  Mohammed, Magdy M D ^a,b   Ibrahim, Nabaweya A ^b   El Sakhawy, Fatma S ^c   Mohamed, Khaled M ^b   Deabes, Doaa A H ^b  

^a UNIVERSITY OF SOUTHERN DENMARK   (Denmark)

^b NATIONAL RESEARCH CENTRE   (Egypt)

^c CAIRO UNIVERSITY   (Egypt)

Author keywords

Aegle marmelos (Linn.) Correa; cytotoxicity; furoquinoline alkaloids; rutaceae; structure activity relationship studies

Indexed keywords

EID: 84953215285     PISSN: 14786419     EISSN: 14786427     Source Type: Journal    
DOI: 10.1080/14786419.2015.1126262     Document Type: Article

References (32)

1. M.S.Ali, M.K.Pervez. 2004. Marmenol:a 7-geranyloxycoumarin from the leaves of Aegle marmelos Corr. Nat Prod Res. 18:141–146.10.1080/14786410310001608037
2. S.Amslinger. 2010. The tunable functionality of α,β-unsaturated carbonyl compounds enables their differential application in biological systems. ChemMedChem. 5:351–356.10.1002/cmdc.v5:3
3. J.F.Ayafor, J.I.Okogun. 1982. Nkolbisine, a new furoquinoline alkaloid, and 7-deacetylazadirone from Teclea verdoorniana. J Nat Prod. 45:182–185.10.1021/np50020a012
4. D.Basu, R.Sen. 1974. Alkaloids and coumarins from root-bark of Aegle marmelos. Phytochemistry. 13:2329–2330.10.1016/0031-9422(74)85057-0
5. M.F.Brana, M.Cacho, A.Gradillas, B.de Pascual-Teresa, A.Ramos. 2001. Intercalators as anticancer drugs. Curr Pharm Des. 7:1745–1780.10.2174/1381612013397113
6. A.Chatterjee, R.Sen, D.Ganguly. 1978. Aegelinol, a minor lactonic constituent of Aegle marmelos. Phytochemistry. 17:328–329.10.1016/S0031-9422(00)94184-0
7. J.-J.Chen, C.-Y.Duh, H.-Y.Huang, I.-S.Chen. 2003. Furoquinoline alkaloids and cytotoxic constituents from the leaves of Melicope semecarpifolia. Planta Med. 69:542–546.
8. R.C.Dhakal, M.Rajbhandari, S.K.Kalauni, S.Awale, M.B.Gewali. 2009. Phytochemical constituents of the bark of Vitex negundo L. J Nepal Chem Soc. 23:89–92.
9. S.Dhankhar, S.Ruhil, M.Balhara, S.Dhankhar, A.K.Chhillar. 2011. Aegle marmelos (Linn.) Correa:a potential source of phytomedicine. J Med Plants Res. 5:1497–1507.
10. T.R.Govindachari, M.S.Premila. 1983. Some alkaloids from Aegle marmelos. Phytochemistry. 22:755–757.10.1016/S0031-9422(00)86977-0
11. J.B.Harborne. 1973. Phytochemcial methods. London:Chapman and Hall Ltd.; p. 49.
12. N.A.Ibrahim, F.S.El-Sakhawy, M.M.D.Mohammed, M.A.Farid, N.A.M.Abdel-Wahed, D.A.H.Deabes. 2015. Chemical composition, antimicrobial and antifungal activities of essential oils of the leaves of Aegle marmelos (L.) Correa growing in Egypt. J Appl Pharm Sci. 5:001–005.10.7324/JAPS
13. G.C.Jagetia, P.Venkatesh, M.S.Baliga. 2005. Aegle marmelos (L.) Correa inhibits the proliferation of transplanted Ehrlich ascites carcinoma in mice. Biol Pharm Bull. 28:58–64.10.1248/bpb.28.58
14. C.P.Kala. 2006. Ethnobotany and ethnoconservation of Aegle marmelos (L.) Correa. Indian J Tradit Knowl. 5:537–540.
15. A.N.Kesari, R.K.Gupta, S.K.Singh, S.Diwakar, G.Watal. 2006. Hypoglycemic and antihyperglycemic activity of Aegle marmelos seed extract in normal and diabetic rats. J Ethnopharmacol. 107:374–379.10.1016/j.jep.2006.03.042
16. P.Maity, D.Hansda, U.Bandyopadhyay, D.K.Mishra. 2009. Biological activities of crude extracts and chemical constituents of bael, Aegle marmelos (L.) Correa. Indian J Exp Biol. 47:849–861.
17. M.D.Manandhar, A.Shoeb, R.S.Kapil, S.P.Popli. 1978. New alkaloids from Aegle marmelos. Phytochemistry. 17:1814–1815.10.1016/S0031-9422(00)88714-2
18. M.M.D.Mohammed, L.P.Christensen, P.L.Colla. 2014. Isolation and anti-HIV-1 activity of a new sesquiterpene lactone from Calocephalus brownii F. Muell. Nat Prod Res. 28:221–229.10.1080/14786419.2012.755970
19. M.M.D.Mohammed, S.S.El-Souda, S.M.El-Hallouty, N.Kobayashi. 2013. Antiviral and cytotoxic activities of anthraquinones isolated from Cassia roxburghii Linn. leaves. Herba Pol. 59:33–44.
20. M.M.D.Mohammed, N.A.Ibrahim, N.E.Awad, A.A.Matloub, A.G.Mohamed-Ali, E.E.Barakat, A.E.Mohamed, P.L.Colla. 2012. Anti-HIV-1 and cytotoxicity of the alkaloids of Erythrina abyssinica Lam. growing in Sudan. Nat Prod Res. 26:1565–1575.10.1080/14786419.2011.573791
21. A.B.Nouga, J.C.Ndom, E.M.Mpondo, J.C.Nyobe, A.Njoya, L.M.Meva’a, P.B.Cranwell, J.A.Howell, L.M.Harwood, J.D.Wansi. 2016. New furoquinoline alkaloid and flavanone glycoside derivatives from the leaves of Oricia suaveolens and Oricia renieri (Rutaceae). Nat Prod Res. 30:305–310.
22. C.Orwa, A.Mutua, R.Kindt, R.Jamnadass, A.Simons. 2009. Agroforestree database:a tree reference and selection guide version 4.0. Nairobi:World Agroforestry Centre.
23. S.Riyanto, M.A.Sukari, M.Rahmani, C.L.E.Gwendoline, Y.H.Taufiq-Yap, N.Aimi, M.Kitajima. 2001. Alkaloids from Aegle marmelos (Rutaceae). Malays J Anal Sci. 7:463–465.
24. M.F.Roberts, M.Wink. 1998. Alkaloids – biochemistry, ecological functions and medical applications. New York:Plenum Press.10.1007/978-1-4757-2905-4
25. R.Rohs, X.Jin, S.M.West, R.Joshi, B.Honig, R.S.Mann. 2010. Origins of specificity in protein-DNA recognition. Annu Rev Biochem. 79:233–269.10.1146/annurev-biochem-060408-091030
26. J.K.Samarasekera, B.P.S.Khambay, K.P.Hemalal. 2004. A new insecticidal protolimonoid from Aegle Marmelos. Nat Prod Res. 18:117–122.10.1080/1478641031000149858
27. B.R.Sharma, R.K.Rattan, P.Sharma. 1981. Marmelene, an alkaloid, and other components of unripe fruits of Aegle marmelos. Phytochemistry. 20:2606–2607.10.1016/0031-9422(81)83112-3
28. A.Shoeb, R.S.Kapil, S.P.Popli. 1973. Coumarins and alkaloids of Aegle marmelos. Phytochemistry. 12:2071–2072.10.1016/S0031-9422(00)91550-4
29. M.I.Thabrew, R.D.Hughes, I.G.McFarlane. 1997. Screening of hepatoprotective plant components using a HepG2 cell cytotoxicity assay. J Pharm Pharmacol. 49:1132–1135.10.1111/jphp.1997.49.issue-11
30. M.Wink. 1993. The alkaloids:chemistry and biology. G.A.Cordell, editor (Vol. 43). San Diego, CA:Academic Press.
31. M.Wink. 2007. Molecular modes of action of cytotoxic alkaloids:from DNA intercalation, spindle poisoning, topoisomerase inhibition to apoptosis and multiple drug resistance. In:G.A.Cordell, editor. The alkaloids, chemistry and biology (Vol. 64). Amsterdam:Elsevier Publishers; p. 1–47.
32. M.Wink, T.Schmeller, B.Latz-Brüning. 1998. Modes of action of allelochemical alkaloids:interaction with neuroreceptors, DNA and other molecular targets. J Chem Ecol. 24:1881–1937.10.1023/A:1022315802264