(+)-kunstlerone, a new antioxidant neolignan from the leaves of beilschmiedia kunstleri gamble

Molecules

Volumn 16, Issue 8, 2011, Pages 6582-6590

  Mollataghi, Abbas ^a   Hadi, A Hamid M ^a   Awang, Khalijah ^a   Mohamad, Jamaludin ^b   Litaudon, Marc ^c   Mukhtar, Mat Ropi ^a  

^a UNIVERSITY OF MALAYA   (Malaysia)

^b UNIVERSITY OF MALAYA   (Malaysia)

^c CNRS   (France)

Author keywords

Alkaloid; Antioxidant; Beilschmiedia kunstleri; Lauraceae; Neolignan

Indexed keywords

1,1 DIPHENYL 2 PICRYLHYDRAZYL; 2,2-DIPHENYL-1-PICRYLHYDRAZYL; ALKALOID; ANTIOXIDANT; ASCORBIC ACID; BIPHENYL DERIVATIVE; FREE RADICAL; LIGNAN; PICRIC ACID;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; DRUG ANTAGONISM; ISOLATION AND PURIFICATION; LAURACEAE; LIQUID CHROMATOGRAPHY; MALAYSIA; MASS SPECTROMETRY; METABOLISM; METHODOLOGY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PLANT LEAF;

ALKALOIDS; ANTIOXIDANTS; ASCORBIC ACID; BIPHENYL COMPOUNDS; CHEMISTRY, PHARMACEUTICAL; CHROMATOGRAPHY, LIQUID; FREE RADICALS; LAURACEAE; LIGNANS; MAGNETIC RESONANCE SPECTROSCOPY; MALAYSIA; MASS SPECTROMETRY; MODELS, MOLECULAR; PICRATES; PLANT LEAVES;

EID: 80052216065     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules16086582     Document Type: Article

References (26)

1. Kochummen, K.M. In Tree Flora of Malaya: A manual For Foresters; Ng, F.S.P., Ed.; Longman: Selangor, Malaysia, 1989; Volume 4, p. 98.
2. Corner, E.J.H. Wayside Trees of Malaya, 4th ed.; United Selangor Press: Kuala Lumpur, Malaysia, 1997; p. 371.
3. Lenta, B.N.; Tantangmo, F.; Devkota, K.P.; Wansi, J.D.; Chouna, J.R.; Soh, R.C.F.; Neumann, B.; Stammler, H.G.; Tsamo, E.; Sewald, N. Bioactive constituents of the stem bark of Beilschmiedia zenkeri. J. Nat Prod. 2009, 72, 2130-2134.
4. Guinaudeau, H.; Leboeuf, M.; Cavé, A. Aporphine alkaloids. Lloydia. 1975, 38, 275-337.
5. Chouna, J.R.; Nkeng-Efouet, P.A.; Lenta, B.N.; Devkota, K.P.; Neumann, B.; Stammler, H.G.; Kimbu, S.F.; Sewald, N. Antibacterial endiandric acid derivatives from Beilschmiedia anacardioides. Phytochemistry 2009, 70, 684-688.
6. Harborne, J.B.; Méndez, J. Flavonoids of Beilschmiedia miersii. Phytochemistry 1969, 8, 763-764.
7. Yang, P.S.; Cheng, M.J.; Peng, C.F.; Chen, J.J.; Chen, I.S. Endiandric acid analogs from the roots of Beilschmiedia erythrophloia. J. Nat Prod. 2009, 72, 53-58.
8. Yang, P.S.; Cheng, M.J.; Chen, J.J.; Chen, I.S. Two new endiandric acid analogs, a new benzopyran and a new benzenoid from the root of Beilschmiedia erythrophloia. Helv. Chim. Acta 2008, 91, 2130-2138.
9. Tchiegang, C.; Parmentier, M. Chemical composition and nutritional evaluation of two Cameroonian soup thickeners: Belschmiedia Jacques felexii and Belschmiedia anacardiodes. Int. J. Food Sci. Technol. 2008, 45, 187-189. (Pubitemid 351421149)
10. Chen, J.J; Chou, E.T; Peng, C.F; Chen, I.S.; Yang, S.Z.; Huang, H.Y. Novel epoxyfuranoid lignans and antitubercular constituents from the leaves of Beilschmiedia tsangii. Planta Med. 2007, 73, 567-571.
11. Setzer, W.N.; Haber, W.A. Leaf essential oil composition of five species of Beilschmiedia from Monteverde, Costa Rica. Nat Prod. Commun. 2007, 2, 79-83.
12. Kitagawa, L.; Minagawa, K.; Zhang, R.S.; Hori, K.; Doi, M.; Inoue, M.; Ishida, T.; Kimura, M.; Uji, T.; Shibuya, H. Dehatrine, an antimalarial bisbenzylisoquinoline alkaloid from the Indonesian medicinal plant Beilschmiedia madang, isolated as a mixture of two rotational isomers. Chem. Pharm. Bull. 1993, 41, 997-999. (Pubitemid 23240076)
13. Pudjiastuti, P.; Mukhtar, M.R.; Hadi, A.H.A.; Saidi, N.; Morita, H.; Litaudon, M.; Awang, K. (6, 7-Dimethoxy-4-methylisoquinolinyl)-(4'- methoxyphenyl)-methanone, a new benzylisoquinoline alkaloid from Beilschmiedia brevipes. Molecules 2010, 15, 2339-2346.
14. Rossi, M.H.; Yoshida, M.; Maia, J.G.S. Neolignans, styrylpyrones and flavonoids from an Aniba species. Phytochemistry 1997, 45, 1263-1269. (Pubitemid 27270833)
15. Barbosa Filho, J.M.; Yoshida, M.; Gottlieb, O.R.; Barbosa, R.C.B.C.; Giesbrecht, A. M.; Young C. M. Benzoyl esters and amides, styrylpyrones and neolignans from the fruits of Aniba riparia. Phytochemistry 1987, 26, 2615-2617.
16. Funasaki, M.; Lordello, A.L.; Viana, A.M.; Santa-Catarina, C.; Floh, E.I.S.; Yoshida, M.; Kato, M.J. Neolignans and sesquiterpenes from leaves and embryogenic cultures of Ocotea catharinensis (Lauraceae). J. Braz. Chem. Soc. 2009, 20, 853-859.
17. Rachmatiah, T.; Mukhtar, M.R.; Nafiah, M.A.; Hanafi, M.; Kosela, S.; Morita, H.; Litaudon, M.; Awang, K.; Omar, H.; Hamid, A.H.A. (+)-N-(2-Hydroxypropyl)lindcarpine: A new cytotoxic aporphine isolated from Actinodaphne pruinosa Nees. Molecules 2009, 14, 2850-2856.
18. Tewari, S.; Bhakuni, D.S.; Dhar, M.M. The aporphine alkaloids of Litsea glutenosa. Phytochemistry 1972, 11, 1149-1152.
19. Yuan, L.K.; Chung, H.C.; Shoei, S.L. Chemical constituents from Phoebe minutiflora II. Nat Prod. Res. 2006, 20, 1199-1206.
20. Gözler, B.; Öziç, P.; Freyer, A.J.; Shamma, M. Morphinandienone alkaloids from Roemeria refracta. J. Nat Prod. 1990, 53, 986-988. (Pubitemid 20334568)
21. Babcock, P.A.; Segelman, A.B. Alkaloids of Lindera benzoin (L.) Blume (Lauraceae) I: Isolation and identification of laurotetanine. J. Pharm. Sci. 1974, 63, 1495-1496.
22. Guinaudeau, H.; Leboeuf, M.; Cavé, A. Aporphinoid alkaloids, III, J. Nat Prod. 1983, 46, 761-835. (Pubitemid 14183474)
23. Nozaki, H.; Hayashi, K.I.; Kido, M.; Kakumoto, K.; Ikeda, S.; Matsuura, N.; Tani, H.; Takaoka, D.; Iinuma, M.; Akao, Y. Pauferrol A, a novel chalcone trimer with a cyclobutane ring from Caesalpinia ferrea mart exhibiting DNA topoisomerase II inhibition and apoptosis-inducing activity. Tet. Lett 2007, 48, 8290-8292. (Pubitemid 47615099)
24. Engler, T.A.; Wei, D.; Letavic, M.A.; Combrink, K.D.; Reddy, J.P. Regioselective Lewis acid-directed reactions of 2-alkoxy-5-alkyl-1,4- benzoquinones with styrenes: Synthesis of burchellin and guianin neolignans. J. Org. Chem. 1994, 59, 6588-6599. (Pubitemid 24356818)
25. Ribeiro, A.B.; Bolzani, V.S.; Yoshida, M.; Santos, L.S.; Eberlin, M.N.; Silva, D.H.S. A new neolignan and antioxidant phenols from Nectandra grandiflora. J. Braz. Chem. Soc. 2005, 16, 526-530. (Pubitemid 41127830)
26. Shimada, K.; Fujikawa, K.; Yahara, K.; Nakamura, T. Antioxidative properties of xanthin on autoxidation of soybean oil in cyclodextrin emulsion. J. Agric. Food Chem. 1992, 40, 945-948.