United States Patent [19]
Meybeck
US005443839A
[li] Patent Number: [45] Date of Patent:
[54] LIPOSOMES CONTAINING SCUTELLARIA EXTRACTS
[75] Inventor: Alain Meybeck, Courbevoie, France
[73] Assignee: 501 LVMH Recherche, Colombes Cedex, France
[21] Appl. No.: 835,004
[22] Filed: Feb. 12,1992
Related U.S. Application Data
[63] Continuation of Ser. No. 576,441, filed as ... PCT/FR89/0O020, Jan. 23, 1989, abandoned.
[30] Foreign Application Priority Data
Mar. 9, 1988 [FR] France 88 03066
[51] Int. Cl.« A61K 9/127
[52] U.S. Q 424/450; 424/401;
424/195.1
[58] Field of Search 424/450, 195.1, 401
[56] References Cited
U.S. PATENT DOCUMENTS
4,235,871 11/1980 Papahadjopowos 424/19
4,670,185 6/1987 Fujiwara et al 252/311
4,804,678 2/1989 Augstein et al 514/456
4,828,837 5/1989 Uster et al 424/450
U.S. Patent Aug. 22,1995 sheet 1 of 2 5,443,839
U.S. Patent Aug. 22,1995 sheet 2 of 2 5,443,839
LIPOSOMES CONTAINING SCUTELLARIA
EXTRACTS
07/576,441, filed as PCT/FR89/00020, Jan. 23, 1989, 5 now abandoned, which is incorporated by reference herein.
The present invention essentially relates to a composition based on hydrated lipid lamellar phases or liposomes containing an extract of Scutellaria, or at least 10 one of its constituents, and a cosmetic or pharmaceutical, particularly dermatological composition, with antiallergic, anti-inflammatory, anti-ageing activity, incorporating it.
The plant varieties of Scutellaria of the Labiatae 15 family include without limitation Scutellaria Baicalensis, Scutellaria Viscidula or Scutellaria Galericulata.
The most well known extracts of Scutellaria are extracts of roots of Scutellaria Baicalensis Georgi (Scutellaria Radix) also named "OGON" or even "OUGON". 20
Extracts of Ogon as defined hereinabove are widely described in the prior art for cosmetic, pharmaceutical and horticultural use.
Japanese Patent Application JP-57-209895 published under No. JP-A-59-101412 describes a cosmetic compo- 25 sition for hair protection containing an extract of Ogon (Scutellaria Baicalensis root).
Similarly, Japanese Patent Application JP-57-183419 published under No. JP-A-59-73509 describes a cosmetic composition containing Ogon in powder form at 30 a rate of0.005-2% by weight, or an extract thereof as an essential component, this composition presenting an excellent effect of improving dry skins, spots, wrinkles, etc. This Application specifies that the Ogon is constituted by dried roots of Scutellaria Baicalensis Georgi or 35 of related plants.
The use of extract of Scutellaria Radix for preparing a cosmetic composition avoiding the formation of spots on the skin is also described-in Japanese Patent Application JP-59-241641 published under No. JP-A-61-122209, 40 in mixture with other active components.
The use of Scutellaria as one of the components of a multi-component extract for the formation of a skin reactivator is described in Japanese Patent Application JP-54-172382 published under No. JP-A-56-92821. 45
Japanese Patent Application JP-54-34771 published under No. JP-A-55-127309 also describes a cosmetic composition comprising an extract of Scutellaria Baicalensis Georgi for the prevention of hardness, sun burns and inflammation of the skin. The cosmetic formulation 50 may be used in the form of lotion, cream, emulsion, cleaning cream and soap.
Pharmaceutical compositions containing Ogon are described respectively in: JP-A-62-26229 (Scutellaria Radix, agent for promoting differentiation of the ner- 55 vous cells); JP-A-61-167623 (Ougon, root of Scutellaria Baicalensis, agent for inhibiting coagulation of the platelets); JP-A-61-161219 (Scutellaria Baicalensis Georgi or Scutellaria Viscidula Buxge, treatment of atopical dermatites); JP-A-61-109733 (Ougon, root of Scutel- 60 laria Baicalensis, carcinostatic agent); JP-A-61-263923 (2-interleucine inductor of low toxicity containing, in a mixture of herb extract, an extract of Ogon); JP-A-58121218 (composition for the control of tooth decay comprising, inter alia, an extract of Scutellaria Baicalen- 65 sis; GB-A-1096708 (anti-narcotic drug containing, inter alia, roots of Scutellaria Baicalensis Georgi (5%)); JPA-62-033125 (drug improving the anti-cancerous effect
2
of Tegafur containing, inter aha, roots of Scutellaria in powder form).
Extracts of Ogon have also been used in agriculture for the production of an agent activating plant growth (JP-A-61-115009); as fungicide (JP-A-56-022709); or as plant disease control agent (JP-A-62-129209).
Likewise, certain active agents have been extracted from Ogon, such as baicaline as constituent for the treatment of allergic diseases (cf. JP-A-61-50921), baicaline or baicaleine also as anti-allergic agent (JP-A-61 50918), as well as Planta Medica, J. Medici. Plant Research 1981, vol. 43, pages 194-201. As deodorant component, the baicaleine or baicaline has also been used (JP-A-61-268259); derivatives of baicaleine in the form of salt and of demi-ester as anti-inflammatory or antiasthmatic agent are described in JP-A-70-25716=U.S. Pat. No. 3,549,662. The use of wogonine and of baicaline is described in JP-A-48-68717 for the treatment of arteriosclerosis, apoplexy and hypercholesterolaemia.
The use of baicaline, of wogonine, etc., is described for the preparation of anthocyanic pigment in JP-A-5513711.
Finally, the use of Scutellaria in cosmetic compositions for retaining water in the skin is described in JP-A60-258104.
It may thus be ascertained that the use of Scutellaria and in particular of Ogon extract, or of various constituents thereof, is widely described in the cosmetic or pharmaceutical fields.
Furthermore, the use of hydrated lipid lamellar phases or liposomes in pharmaceutical compositions or cosmetic compositions, in which various active ingredients are incorporated, is already known (FR-A-2 540 381).
It has now been quite surprizingly and unexpectedly discovered that the incorporation of the above-mentioned extract of Scutellaria, in particular of Ogon extract, or of active substance having been able to be isolated from such an extract of Ogon obtained by chemical synthesis, selected in particular from: 2',5,7trihydroxy-8-methoxy-flavone (or 2'-hydroxy-wogonine), 2',5-dihydroxy-6,6',7,8-tetramethoxy-flavone (or skullcap flavone II or neobaicaleine), 2',5,5',7-tetrahydroxy-6',8-dimethoxy-flavone, 5-hydroxy-8-methoxyflavone-7-O-D-glucuronide (or wogonin-7-O-Dglucuronide or oroxindine), 5-hydroxy-7,8-dimethoxyflavone (or 7-O-methyl-wogonine), 5,7-dihydroxy-6methoxy-fiavone (or oroxyline A or 6-O-methylbaicaleine), 4',5,7-trihydroxy-8-methoxy-flavone (or 4'-hydroxy-wogonine), 2',5,6'-trihydroxy-7,8-dimethoxy-flavone, 5,7,8-trihydroxy-flavone (or norwogonine), 5,6,7-trihydroxy-flavone (or baicaleine), 5,8-dihydroxy-6,7-dimethoxy-flavone, 2',3,5,6',7-pentahydroxyflavone, 4',5,6-trihydroxy-flavone-7-0-D-glucuronide (or 4'-hydroxy-baicaline, 5,6-dihydroxy-flavone-7-0-Dglucuronic methyl ester acid (or baicaline methyl ester), 2',5,7-trihydroxy-flavone (2'-hydroxy chrysine), 5,7dihydroxy-8-methoxy-flavone (or wogonine), 2',5,7trihydroxy-6',8-dimethoxy-flavone (or 2'-hydroxy-6'methoxy-wogonine), 4',5,6,7-tetrahydroxy-flavone (or 4'-hydroxy-baicaleine), 5,6-dihydroxy-flavone-7-0-Dglucoside (baicaleine-7-O-D-glucoside), 5-hydroxy4',6,7-trimethoxy-flavone (or salvigenine), 5-hydroxy-6methoxy-flavone-7-O-D-glucuronide (or oroxyline A-7O-D-glucuronide), 5,6-dihydroxy-flavone-7-0-Dglucuronide (or baicaline), 5-hydroxy-6-methoxy-flavone-7-O-D-glucuronic methyl ester acid (or oroxindine methyl ester), 5,7-dihydroxy-flavone (or chrysine),
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