Abstract
A significant acetylcholinesterase inhibitory activity was observed for the ethyl acetate and methanol extracts from the leaves and the fruits of Myristica crassa. Three new dimeric acylphenols, giganteone C (5), maingayones B and C (6 and 7) were isolated together with the known malabaricones B and C (2 and 3) and giganteone A (4). Compounds 2 and 3 possess significant inhibitory activity on acetylcholinesterase. LC/MS study was particularly useful to discriminate structures of compounds 6 and 7.
Key words
Myristica crassa - Myristicaceae - Malabaricone - Acylphenol - Acetylcholinesterase - LC-MS
References
-
1 Whitmore T C. Myristicaceae. In: Whitmore TC, editor Tree flora of Malaya; A manual for foresters, volume 1. HongKong; Longman 1972: 315-45
-
2 Jayaweera D MA. Medicinal plants used in Sri Lanka; Part IV. Colombo; National Science Council 1982: 1-107
-
3 Purushothaman K K, Sarada A, Connolly J D. Malabaricones A – D, novel diarylnonanoids from Myristica malabarica Lam (Myristicaceae). J Chem Soc [Perkin I] 1977: 587-8
-
4
Cooray N F, Jansz E R, Wimalasena S, Wueselkera T P, Nair B M.
Acylresorcinols from seed kernels of Myristica dactyloides.
Phytochemistry.
1987;
26
3369-71
-
5
Orabi K Y, Mossa J S, El-Feraly F S.
Isolation and characterization of two antimicrobial agents from mace (Myristica fragrans).
J Nat Prod.
1991;
54
856-9
-
6
Van Cuong P, Jossang A, Sévenet T, Bodo B.
Cytotoxic acylphenols from Myristica maingayi.
Tetrahedron.
2000;
56
1707-13
-
7
Van Cuong P, Jossang A, Sévenet T, Bodo B.
Novel cytotoxic acylphenol dimers of Myristica gigantea; enzymatic synthesis of giganteones A and B.
Tetrahedron.
2002;
58
5709-14
-
8
Hosoi S, Kiuchi F, Nakamura N, Imasho M, Ahad Ali M, Sasaki Y. et al .
Synthesis and nematocidal activity of diarylnonanoids related to malabaricones.
Chem Pharm Bull.
1999;
47
37-43
-
9
Rupashree S, Ajay B K, Subrata C, Mitali C.
Antipromastigote activity of the malabaricones of Myristica malabarica (rampatri).
Phytother Res.
2007;
21
592-5
-
10
Debashish B, Ajay B K, Ranjit G K, Sandip B K, Subrata C.
Healing properties of malabaricone B and malabaricone C, against indomethacin-induced gastric ulceration and mechanism of action.
Eur J Pharmacol.
2008;
578
300-12
-
11
Mukherjee P K, Kumar V, Houghton P.
Screening of Indian medicinal plants for acetylcholinesterase activity.
Phytother Res.
2007;
21
1142-5
-
12
Dhingra D, Parle M, Kulkarni S K.
Comparative brain cholinesterase-inhibiting activity of Glycyrrhiza glabra, Myristica fragrans, ascorbic acid, and metrifonate in mice.
J Med Food.
2007;
9
281-3
-
13
Ellman G L, Courtney K D, Andres V, Featherstone R MA.
New and rapid colorimetric determination of acetylcholinesterase activity.
Biochem Pharmacol.
1961;
7
88-95
-
14
Bousserouel H, Litaudon M, Morleo B, Martin M -T, Thoison O, Nosjean O. et al .
New biologically active linear triterpenes from the bark of three new-caledonian Cupaniopsis species.
Tetrahedron.
2005;
61
845-51
-
15
Mukherjee P K, Kumar V, Mal M, Houghton P J.
Acetycholinesterase inhibitors from plants.
Phytomedicine.
2007;
14
289-300
Dr. Marc Litaudon
Institut de Chimie des Substances Naturelles
UPR-2301
CNRS
1 avenue de la Terrasse
91198 Gif-sur-Yvette Cedex
France
Phone: +33-1-6982-3085
Fax: +33-1-6907-72 47
Email: marc.litaudon@icsn.cnrs-gif.fr
