Moandaensine, a dimeric indole alkaloid from Strychnos moandaensis (Loganiaceae)

[en] Moandaensine contains a rare anhydronium base subunit. It presents a moderate antiplasmodial activity with IC values of 11.2 microM and 9.2 microM against , respectively, the chloroquino sensitive FCA 20 GHA and chloroquino resistant W2 strains of Plasmodium falciparum

Disciplines :

Pharmacy, pharmacology & toxicology

Author, co-author :

Verpoorte, Robert

Frederich, Michel ; Université de Liège - ULiège > Département de pharmacie > Pharmacognosie

Delaude, Clément ; Université de Liège - ULiège > Relations académiques et scientifiques (Sciences)

Angenot, Luc ; Université de Liège - ULiège > Département de pharmacie > Pharmacognosie

Dive, Georges ; Université de Liège - ULiège > Centre d'ingénierie des protéines

Thépenier, Philippe

Jacquier, Marie-José

Zèches-Hanrot, Monique

Lavaud, Catherine

Nuzillard, Jean-Marc

Language :

English

Title :

Moandaensine, a dimeric indole alkaloid from Strychnos moandaensis (Loganiaceae)

Publication date :

2010

Journal title :

Phytochemistry Letters

ISSN :

1874-3900

eISSN :

1876-7486

Publisher :

Elsevier Sequoia

Volume :

Pages :

100-103

Peer reviewed :

Peer Reviewed verified by ORBi

Available on ORBi :

since 19 February 2010

Statistics

Number of views

149 (36 by ULiège)

Number of downloads

17 (12 by ULiège)

More statistics

Scopus citations^®

Scopus citations^®
without self-citations

OpenCitations

OpenAlex citations

Bibliography

Becke A.D. Density-functional thermochemistry. III. The role of exact exchange. J. Chem. Phys. 98 (1993) 5648-5652
Frédérich M., Quentin-Leclercq J., Gadi Biala R., Brandt V., Penelle J., Tits M., and Angenot L. 3′,4′,5′,6′ Tetradehydrolongicaudatine Y, an anhydronium base from Strychnos usambarensis. Phytochemistry 48 (1998) 1263-1266
Frédérich M., Jacquier M.-J., Thépenier P., De Mol P., Tits M., Philippe G., Delaude C., Angenot L., and Zèches-Hanrot M. Antiplasmodial activity of alkaloids from various Strychnos species. J. Nat. Prod. 65 (2002) 1381-1386
Frédérich M., Tits M., Goffin E., Philippe G., Grellier P., De Mol P., Hayette M.-P., and Angenot L. In vitro and in vivo antimalarial properties of isostrychnopentamine, an indolomonoterpenic alkaloid from Strychnos usambarensis. Planta Med. 70 (2004) 520-525
Frédérich M., Tits M., and Angenot L. Potential antimalarial activity of indole alkaloids. Trans. R. Soc. Trop. Med. Hyg. 102 (2008) 11-19
Frisch M.J., Trucks G.W., Schlegel H.B., Scuseria G.E., Robb M.A., Cheeseman J.R., Montgomery Jr. J.A., Vreven T., Kudin K.N., Burant J.C., Millam J.M., Iyengar S.S., Tomasi J., Barone V., Mennucci B., Cossi M., Scalmani G., Rega N., Petersson G.A., Nakatsuji H., Hada M., Ehara M., Toyota K., Fukuda R., Hasegawa J., Ishida M., Nakajima T., Honda Y., Kitao O., Nakai H., Klene M., Li X., Knox J.E., Hratchian H.P., Cross J.B., Adamo C., Jaramillo J., Gomperts R., Stratmann R.E., Yazyev O., Austin A.J., Cammi R., Pomelli C., Ochterski J.W., Ayala P.Y., Morokuma K., Voth G.A., Salvador P., Dannenberg J.J., Zakrzewski V.G., Dapprich S., Daniels A.D., Strain M.C., Farkas O., Malick D.K., Rabuck A.D., Raghavachari K., Foresman J.B., Ortiz J.V., Cui Q., Baboul A.G., Clifford S., Cioslowski J., Stefanov B.B., Liu G., Liashenko A., Piskorz P., Komaromi I., Martin R.L., Fox D.J., Keith T., Al-Laham M.A., Peng C.Y., Nanayakkara A., Challacombe M., Gill P.M.W., Johnson B., Chen W., Wong M.W., Gonzalez C., and Pople J.A. Gaussian 03, Revision C.02 (2004), Gaussian, Inc., Wallingford, CT
Haharan P.C., and Pople J.A. The influence of polarization functions on molecular orbital hydrogenation energies. Theor. Chim. Acta 28 (1973) 213-217
Irie H., Ishizuka K., Kawashima S., Masaki N., Osaki K., Shingu T., and Uyeo S. X-ray crystallographic determination of the structure of the alkaloid serpentinine. J. Chem. Soc. Chem. Commun. (1972) 871
Jonville M.C., Kodja H., Humeau L., Fournel J., De Mol P., Cao M., Angenot L., and Frédérich M. Screening of medicinal plants from Reunion Island for antimalarial and cytotoxic activity. J. Ethnopharmacol. 120 (2008) 382-386
Leeuwenberg, A., 1969. The Loganiaceae of Africa VIII. Strychnos III. Revision of the African species with notes on the extra - African, Veenman, H., Zonen N.V. (Eds.), Wageningen, pp. 133-138, 267-272.
Lounasmaa M., Jokela R., Hanhinen P., Miettinen J., and Salo J. Preparation and conformational study of Z- and E-isositsirikine epimers and model compounds. Determination of their C-16 configurations. Tetrahedron 50 (1994) 9207-9222
MacroModel, version 5.5, Department of Chemistry, Columbia University, New York, NY 10027.
Makler M.T., Ries J.M., Williams J.A., Bancroft J.E., Piper R.C., Gibbins B.L., and Hinrichs D.J. Parasite lactate dehydrogenase as an assay for Plasmodium falciparum drug sensitivity. Am. J. Trop. Med. Hyg. 48 (1993) 739-741
Massiot G., and Delaude C. African Strychnos alkaloids. In: Brossi A. (Ed). The Alkaloids: Chemistry and Pharmacology vol. 34 (1988), Academic Press, San Diego 211-329 Chapter 5