1-O-Substituted derivatives of murrayafoline A and their antifungal properties

Natural Product Research

Volumn 22, Issue 16, 2008, Pages 1428-1432

  Cuong, N M ^a   Wilhelm, H ^b   Porzel, A ^b   Arnold, N ^b   Wessjohann, L ^b  

^a INSTITUTE OF CHEMISTRY   (Viet Nam)

^b LEIBNIZ INSTITUTE OF PLANT BIOCHEMISTRY   (Germany)

Author keywords

Antifungal; Carbazole alkaloids; Demethylation; Glucosylation; Prenylation

Indexed keywords

1 (2,3,4,6 TETRA O ACETYL ALPHA DEXTRO O GLUCOPYRANOSYL) 3 METHYL 9H CARBAZOLE; 1 (3 METHYLBUT 2 ENYLOXY) 3 METHYL 9H CARBAZOLE; 1 HYDROXY 3 METHYL 9H CARBAZOLE; ANTIFUNGAL AGENT; MURRAYAFOLINE A; UNCLASSIFIED DRUG;

ANTIFUNGAL ACTIVITY; ARTICLE; CLADOSPORIUM CUCUMERINUM; CONTROLLED STUDY; DRUG STRUCTURE; DRUG SYNTHESIS; ELECTROSPRAY MASS SPECTROMETRY; NONHUMAN;

ALKALOIDS; ANTIFUNGAL AGENTS; CARBAZOLES; CLADOSPORIUM; DOSE-RESPONSE RELATIONSHIP, DRUG; GLYCOSIDES; MOLECULAR STRUCTURE;

CLADOSPORIUM CUCUMERINUM; TETRA;

EID: 56949108885     PISSN: 14786419     EISSN: 14786427     Source Type: Journal    
DOI: 10.1080/14786410802006033     Document Type: Article

References (13)

1. Bringmann, G., Ledermann, A. and Francois, G. (1995) Novel concepts indirected biaryl synthesis. 44. Dimeric murrayafoline A, a potential bis-carbazole alkaloid: 'biomimetic' synthesis, atropoisomer separation, and antimalarial activity. Heterocycles, 40, pp. 293-300.
2. Bringmann, G., Ledermann, A., Holenz, J., Kao, M-T, Busse, U. Wu, HG et al. (1998) Antiplasmodial Activity of Mono- and Dimeric Carbazoles. Planta Medica, 64, pp. 54-57.
3. Bringmann, G. and Tasler, S. (2001) Synthesis of methylene-bridged binary carbazole alkaloids and a related tricarbazole. Tetrahedron, 57, pp. 2337-2343.
4. Bringmann, G., Tasler, S., Endress, H., Peters, K. and Peters, E-M (1998) Synthesis of mukonine and seven further 1-oxygenated carbazole alkaloids. Synthesis, 10, pp. 1501-1505.
5. Cuong, NM, Hung, TQ, Sung, TV and Taylor, WC (2004) A new dimeric carbazole alkaloid from Glycosmis stenocarpa roots. Chemical & Pharmaceutical Bulletin, 52, pp. 1175-1178.
6. Du, Y., Wei, G. and Linhardt, R. (2004) Total synthesis of quercetin-3-sophorotrioside. Journal of Organic Chemistry, 69, pp. 2206-2209.
7. Gottstein, D., Gross, D. and Lehmann, H. (1982) Microbiotest with Cladosporium cucumerinum Ell. and Arth. for the detection of fungitoxic compounds on thin-layer plates. Archiv fur Phytopathologieund. Pflanzenschutz, 20, p. 111.
8. Ito, C., Katsuno, S., Itoigawa, M., Muangrungsi, N., Mukainaka, T. Okuda, M. et al. (2000) New Carbazole Alkaloids from Clausena anisata with Antitumor Promoting Activity. Journal of Natural Products, 63, pp. 125-128.
9. Itoigawa, M., Kashiwada, Y., Ito, C., Furukawa, H., Tachibana, Y. Bastow, KF et al. (2000) Antitumor Agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolqumones as cytotoxic agents. Journal of Natural Products, 63, pp. 893-897.
10. Martin, T. and Moody, CJ (1988) A new route to 1-oxygenated carbazoles. Synthesis of the carbazole alkaloids murrayafoline-A and murrayaquinone-A. Journal of the Chemical Society, Perkin Transactions 1: Org. Bio-Org. Chem, 2, pp. 235-240.
11. Nawaf, A-M and Nigel, PB (2003) Synthesis of lupiwighteone via a para-Claisen-Cope rearrangement. Tetrahedron, 59, pp. 4177-4181.
12. Wu, TS, Chan, YY, Liou, MJ, Lin, FW, Shi, LS and Chen, KT (1998) Platelet Aggregation Inhibitor from Murraya euchrestifolia. Phytotherapy Research, 12, p. S80.
13. Wu, TS, Huang, SC, Wu, PL and Teng, CM (1996) Carbazole alkaloids from Clausena and their biological activity. Phytochemistry, 43, pp. 133-140.