Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Patent
1987-05-29
1989-10-24
Rollins, John W.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Having -c-, wherein x is chalcogen, bonded directly to...
514464, 549437, C07D31764, C07D31746
Patent
active
048762776
ABSTRACT:
Substituted olefinic (allyl) benzene compounds which exhibit important antimicrobial (antibacterial and antifungal) activity, compositions and methods of delivery against pathovars and pathogens, and methods of synthesis from commonly available reactants. The antifungal composition active ingredient is one or more 4,5-substituted 2,3-alkylidenedioxy-1-olefinic benzenes of the formula: ##STR1## where R.sub.1 and R.sub.2 may be the same or different, and are selected from OH, and C.sub.1 -C.sub.5 alkoxy (--OR) or thioalkyl (--SR) groups. R.sub.3 and R.sub.4 are selected from H and C.sub.1 -C.sub.5 alkyl, alkenyl and alkynyl groups, and R.sub.5 is selected from C.sub.3 -C.sub.7 alkyl, alkenyl and alkynyl groups. The preferred compounds are 4,5-substituted-2,3-methylenedioxy-1-allyl benzenes. Where R.sub.1 =OCH.sub.3, R.sub.2 =OH, R.sub.3 and R.sub.4 =H and R.sub.5 =allyl (2',3' propenyl) the compound may be called nor methyl-pseudo-dillapiole. Where R.sub.1 =R.sub.2 =OCH.sub.3, R.sub.3 and R.sub.4 are again H, and R.sub.5 =allyl, the compound may be called pseudo-dillapiole. Compositions including these compounds exhibit antimicrobial activity against a variety of pathogens and pathovars, e.g., Xanthomonas campestris spp. bacteria, antifungal activity against a variety of fungi and bacteria, and are highly specific, e.g., antifungal activity against wheat powdery mildew, but do not affect seed germination or have herbicidal or insecticial activity. Methods and compositions for delivery of these agents against such pathogens, and methods of chemical synthesis of the compounds are disclosed.
REFERENCES:
patent: 3812262 (1974-05-01), Chodnekar et al.
Dallacker et al., Chem. Abs., 99, 105157d, (1983).
Nair et al., "Insecticidal Properties of Some Metabolites of Jamaican Piper spp., and the Amides Synthesized from 5,6-Z and E-Butenolides of Piper fadyenii", in Agric. Biol. Chem., 50, pp. 3053-3058, (1986).
Devakumar et al., "New Sesamol Ethers as Pyrethrum Synergists", in Agric. Biol. Chem., 49, pp. 725-730, (1985).
Burke et al., "Phenylpropene, Benzoic Acid and Flavanoid Derivatives from Fruits of Jamaican Piper Species" in Phytochem., 25, (1986).
Homans et al., "Direct Bioautography on Thin-Layer Chromatograms as a Method for Detecting Fungitoxic Substances" in J. Chromatog., 51, pp. 327-329, (1970).
Dallacker, "Zur Synthese von Dimethoxy-Methylendioxy-Allylbenzolen" in Chem. Ber., 102, pp. 2663-2676, (1969).
Nair, "Chemical and Preliminary Biological Investigation of Some Jamaican Medicinal Plants", Thesis, May 1984.
Burke Basil A.
Nair Muraleedharan G.
Catchpole W.
Dulin Jacques M.
Plant Cell Research Institute, Inc.
Rollins John W.
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