Drug – bio-affecting and body treating compositions – Plant material or plant extract of undetermined constitution... – Containing or obtained from piper
Reexamination Certificate
2011-08-30
2011-08-30
Tate, Christopher R. (Department: 1655)
Drug, bio-affecting and body treating compositions
Plant material or plant extract of undetermined constitution...
Containing or obtained from piper
C426S534000
Reexamination Certificate
active
08007839
ABSTRACT:
Described are mixtures of at least four of the alkadienamides defined according to the structure:wherein R represents C1-C2n-alkyl; R1is 2-methyl-1-propyl and R2is hydrogen, or R1and R2taken together is a moiety having the formula —(CH2)n— wherein n is 4 or 5, or compositions containing substantial concentrations of such mixtures, prepared according to novel processes: (a) extraction of a ground substantially dried fruit of one of thePiperspecies,Piper longumLinn orPiper peepuloides; (b) natural product-forming synthesis; or (c) synthetic product-forming synthesis. Also described are uses of the thus-formed products for augmenting, enhancing or imparting an aroma, taste, chemesthetic effect and/or antibacterial effect in or to a consumable material and/or in the oral cavity and/or on the mammalian epidermis.
REFERENCES:
patent: 3111127 (1963-11-01), Jarboe
patent: 4029759 (1977-06-01), Humbert et al.
patent: 4032661 (1977-06-01), Rowsell, I et al.
patent: 4150052 (1979-04-01), Watson et al.
patent: 4153679 (1979-05-01), Rowsell, II et al.
patent: 4185106 (1980-01-01), Dittmar et al.
patent: 4226988 (1980-10-01), Watson et al.
patent: 4296093 (1981-10-01), Rowsell, III et al.
patent: 4470982 (1984-09-01), Winkler
patent: 4472421 (1984-09-01), Buchel et al.
patent: 5009893 (1991-04-01), Cherukuri et al.
patent: 5288510 (1994-02-01), Gregory et al.
patent: 5494675 (1996-02-01), Beilharz et al.
patent: 5545424 (1996-08-01), Nakatsu et al.
patent: 5624666 (1997-04-01), Coffindaffer et al.
patent: 5641480 (1997-06-01), Vermeer
patent: 5725865 (1998-03-01), Mane et al.
patent: 5730965 (1998-03-01), Rapaport
patent: 5843466 (1998-12-01), Mane et al.
patent: 5955066 (1999-09-01), Sako et al.
patent: 6096324 (2000-08-01), Mansouri
patent: 6099849 (2000-08-01), Mansouri
patent: 6110520 (2000-08-01), He et al.
patent: 6190679 (2001-02-01), Takekoshi et al.
patent: 6200554 (2001-03-01), Yeoh et al.
patent: 6210695 (2001-04-01), Beerse, I et al.
patent: 6248315 (2001-06-01), Young et al.
patent: 6251463 (2001-06-01), Rossy et al.
patent: 6264926 (2001-07-01), Farooqi et al.
patent: 6294186 (2001-09-01), Beerse, II et al.
patent: 6297203 (2001-10-01), Guskey et al.
patent: 6299900 (2001-10-01), Reed et al.
patent: 6303817 (2001-10-01), Boden et al.
patent: PP12213 (2001-11-01), Zimmermann
patent: 6328982 (2001-12-01), Shiroyama et al.
patent: 6333180 (2001-12-01), Farbood et al.
patent: 6338855 (2002-01-01), Albacarys et al.
patent: 6365215 (2002-04-01), Grainger et al.
patent: 6365601 (2002-04-01), Gaikar et al.
patent: 6391886 (2002-05-01), Lee
patent: 6451354 (2002-09-01), Hebert et al.
patent: 6451844 (2002-09-01), Watkins et al.
patent: 6455080 (2002-09-01), Wolf et al.
patent: 6541050 (2003-04-01), Bonorden et al.
patent: 6544499 (2003-04-01), Glenn, Jr. et al.
patent: 6572914 (2003-06-01), Borlinghaus
patent: 6576224 (2003-06-01), Osbakken et al.
patent: 6576225 (2003-06-01), Kilcher et al.
patent: 6576228 (2003-06-01), Crookham et al.
patent: 6579513 (2003-06-01), Tashjian et al.
patent: 6579514 (2003-06-01), Hall et al.
patent: 6579516 (2003-06-01), Mansouri
patent: 6579535 (2003-06-01), Valentine et al.
patent: 6579543 (2003-06-01), McClung
patent: 6780443 (2004-08-01), Nakatsu et al.
patent: 2001/0032645 (2001-10-01), Cronk et al.
patent: 2001/0043912 (2001-11-01), Michael
patent: 2002/0012640 (2002-01-01), Mohammadi et al.
patent: 2002/0039591 (2002-04-01), Dahle
patent: 2002/0122778 (2002-09-01), Wolfson
patent: 2002/0142015 (2002-10-01), Kumamoto et al.
patent: 2002/0173436 (2002-11-01), Sonnenberg et al.
patent: 2003/0035784 (2003-02-01), Inoue et al.
patent: 2003/0068330 (2003-04-01), Goto et al.
patent: 2003/0072842 (2003-04-01), Johnson et al.
patent: 2003/0082124 (2003-05-01), Hammer
patent: 2003/0082129 (2003-05-01), Buckingham et al.
patent: 2003/0082271 (2003-05-01), Wolf et al.
patent: 2003/0091721 (2003-05-01), Ohta et al.
patent: 2003/0095936 (2003-05-01), Light
patent: 2003/0095938 (2003-05-01), Casero
patent: 2003/0096731 (2003-05-01), Lambrecht et al.
patent: 2003/0113357 (2003-06-01), Bell et al.
patent: 2003/0152682 (2003-08-01), Ley et al.
patent: 2004/0241312 (2004-12-01), Gatfield et al.
patent: 1 121 927 (2001-02-01), None
patent: 1 121 927 (2001-08-01), None
patent: 1 122 233 (2001-08-01), None
patent: 1 438 205 (1976-03-01), None
patent: 04 803546 (1970-12-01), None
patent: 56087505 (1981-07-01), None
patent: 2157226 (2000-10-01), None
patent: WO 93/23005 (1993-11-01), None
patent: WO 98/07404 (1998-02-01), None
patent: WO 99/07235 (1999-02-01), None
patent: WO 00/45815 (2000-08-01), None
patent: WO 02/051392 (2002-04-01), None
patent: WO 2004/000787 (2003-12-01), None
patent: WO 2004/011415 (2004-02-01), None
patent: WO 2004/043906 (2004-05-01), None
Yang et al., A Piperidine Amide Extracted from Piper longum L. Fruit Shows Activity against Aedes aegypti Mosquito Larvae, J Agric Food Chem, 2002, 50: 3765-3767.
http://chemicalland21.com/lifescience/foco/dI-MENTHOL.htm.
Rai, Antifungal potential of Spilanthes calva after inoculation of Piriformaspora indica, 2004, Mycoses, 47: 479-481.
Adesina, GC/MS investigations of the minor constituents of Piper guineense stem, Pharmazie 57 (2002) 9, pp. 622-627.
Das, One New and Two Rare Alkamides from Two Samples of the Fruits of Piper longum, Natural Product Sciences, 4(1):23-25 (1998).
U.S. Appl. No. 10/067,596, filed Feb. 5, 2002, Flammer, et al.
U.S. Appl. No. 10/411,672, filed Apr. 11, 2003, Dewis, et al.
Prior Art Submission Under 37 CFR 1.291.
U.S. Appl. No. 10/411,672, filed Apr. 11, 2003, Pending; No OA received.
U.S. Appl. No. 10/783,652, filed Feb. 20, 2004, Pending; No OA received.
U.S. Appl. No. 10/611,025, filed Jul. 1, 2003, Pending; No OA received.
U.S. Appl. No. 10/618,367, filed Jul. 10, 2003, Allowed; Petition to withdraw from issue submitted.
U.S. Appl. No. 10/861,751, filed Jun. 4, 2004, Pending; No OA received.
U.S. Appl. No. 10/678,558, filed Oct. 3, 2003, Pending; No OA received.
U.S. Appl. No. 10/919,631, filed Aug. 17, 2004, Pending; No OA received.
U.S. Appl. No. 10/939,096, filed Sep. 10, 2004, Pending; No OA received.
English abstract of Saureamide in Hochruckextrakten Aus Muntokpfeffer in English. H. Kollmannsberger und S. Nitz, Chem. Mikrobiol. Technol. Lebensm. 14, 87-94 (1992).
“Pellitorine Isomers. II. The Synthesis of N-Isobutyl-trans-2, trans-4-decadienamide1,2,3”, Martine Jacobson, vol. 75, Jun. 5, 1953, pp. 2584-2586.
“Alkamides from Artemisia dracunculus”, Bouchra Saadali et al., Phytochemistry , Pergamon Press, vol. 58, No. 7, Dec. 2001, pp. 1083-1086.
“Isobutylamide numbing agents of toothache grass, Ctenium aromaticum” Rubi Gamboa-Leon et al., Biochemical Systematics and ecology, vol. 28, 2000, pp. 1019-1021.
GRAS Flavoring Substances 20, Food Technology, vol. 55, No. 12, Dec. 2001 at p. 53.
Rule, et al, Optical Activity and the Polarity of Substituent Groups Part VIII. Growing-chain Effects and the Ortho-Effect in Benzoic Esters, J.Chem.Soc. 1928 (Part I), pp. 1347-1361.
SciFinder (Nov. 20, 2002; Trademark of Chemical Abstracts Service), to wit: malonamic acid, p-menth-3-yl ester, ±-(8Cl) having CAS Registry No. 6129-88-0.
Jaloner, et al, A Molecular Approach to Flavor Synthesis. I. Menthol Esters of Varying Size and Polarity, Journal of Polymer Science:Polymer Chemistry Edition, vol. 18, 2933-2940 (1980).
Rameswak, et al, Bioactive N-isobutylamides from flower buds ofSpilanthes acmella, Phytochemistry 51, (1999), 729-732.
Snider, et al, Synthesis of the N-(1E)-Alkenyl)-2Z,4Z)-heptadienamide Side Chain of Salicylihalamide A and Apicularens A and B, Organic Letters (2000), vol. 2, No. 3, pp. 407-408.
Furber, et al, Stereospecific Diene Synthesis using Acetylene Carbocupration; Preparation of Navel Orangeworm Pheremone and Leukotriene Analogues, J.Chem.Soc.Perkin Trans.I, 1986, pp. 1809-1815.
U.S. Appl. No. 10/411,672, filed Apr. 11, 2003, Dewis, et al.
U.S. Appl. No. 10/643,542, filed Aug. 19, 2003, Flammer, et al.
U.S. Appl. No. 10/611,025, filed Jul. 1, 2003, Dewis, et al.
“Pungent Alkamides from Spilantes
Colstee Jan Herman
da Costa Neil C.
Dewis Mark L.
Eckert Markus A.
John Thumplasseril V.
Chen Catheryne
International Flavors & Fragrances
Leightner Joseph F.
Quirk Elizabeth M.
Tate Christopher R.
LandOfFree
Conjugated dienamides, methods of production thereof,... does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Conjugated dienamides, methods of production thereof,..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Conjugated dienamides, methods of production thereof,... will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-2790616